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. 2013 Jun 20;13(6):7939–7978. doi: 10.3390/s130607939

Quantitative Analysis of Fragrance and Odorants Released from Fresh and Decaying Strawberries

Yong-Hyun Kim 1, Ki-Hyun Kim 1,*, Jan E Szulejko 1, David Parker 2
PMCID: PMC3715231  PMID: 23787728

Abstract

The classes and concentrations of volatile organic compounds (VOC) released from fresh and decaying strawberries were investigated and compared. In this study, a total of 147 strawberry volatiles were quantified before and after nine days of storage to explore differences in the aroma profile between fresh strawberries (storage days (SRD) of 0, 1, and 3) and those that had started to decay (SRD = 6 and 9). In terms of concentration, seven compounds dominated the aroma profile of fresh strawberries (relative composition (RC) up to 97.4% by mass, sum concentration): (1) ethyl acetate = 518 mg·m−3, (2) methyl acetate = 239 mg·m−3, (3) ethyl butyrate = 13.5 mg·m−3, (4) methyl butyrate = 11.1 mg·m−3, (5) acetaldehyde = 24.9 mg·m−3, (6) acetic acid = 15.2 mg·m−3, and (7) acetone = 13.9 mg·m−3. In contrast, two alcohols dominated the aroma profile of decayed samples (RC up to 98.6%): (1) ethyl alcohol = 94.2 mg·m−3 and (2) isobutyl alcohol = 289 mg·m−3. Alternatively; if the aroma profiles are re-evaluated by summing odor activity values (ΣOAV); four ester compounds ((1) ethyl butyrate (6,160); (2) ethyl hexanoate (3,608); (3) ethyl isovalerate (1,592); and (4) ethyl 2-methylbutyrate (942)) were identified as the key constituents of fresh strawberry aroma (SRD-0). As the strawberries began to decay; isobutyl alcohol recorded the maximum OAV of 114 (relative proportion (RP) (SRD = 6) = 58.3%). However, as the decay process continued, the total OAV dropped further by 3 to 4 orders of magnitude—decreasing to 196 on SRD = 6 to 7.37 on SRD = 9. The overall results of this study confirm dramatic changes in the aroma profile of strawberries over time, especially with the onset of decay.

Keywords: fresh and decaying strawberry, strawberry fragrances, mass concentration, threshold, odor activity value (OAV)

1. Introduction

Strawberries are one of the most widely consumed fruits with a good flavor and high nutritional value [1,2]. The aroma and odor-quality of strawberries depend on the type and concentration of volatile hydrocarbons (HC) in the aroma profile [35]. In fact, it is estimated that more than 360 volatile organic compounds (VOC) are emitted from strawberries [6,7]. However, only a small number of these contribute significantly to the strawberry fragrance and impact its perceived quality [8]. The intensity of strawberry fragrance has also been found to vary with the degree of freshness of the fruit. If the characteristics of VOC emitted from strawberries are evaluated thoroughly over time, this information can be used to improve our understanding of the natural strawberry fragrance and allow growers and retailers to optimize their harvesting, packing, storage and retail display procedures.

In order to assess the VOCs released from strawberry, researchers have used several different analytical approaches. Gas chromatographs (GCs) equipped with either flame ionization (FID) or mass spectrometer (MS) detectors have been the most common choices [911]. Recently, strawberry fragrances were also evaluated by combining olfactometry and GC techniques—i.e., harnessing state-of-the-art analytical technology alongside the particular selectivity of the human nose [1,2,12].

In this study, the concentrations and chemical types of strawberry volatiles were analyzed to characterize the fragrance (aroma profile: freshness staging) and offensive odorants (due to decay). All volatile compounds released from strawberry samples were collected at five different intervals (up to 9 days of storage period) at 25 °C. For the quantification of volatile components, liquid-phase standard was prepared containing a total of 19 odorous compounds for external calibration (Table 1S) The numbering of all supplementary (S) Tables and Figures are made with an S symbol following the number and placed in the Appendix section at the end. These calibration results were then used to develop predictive equations based on effective carbon number (ECN) [13]. These equations were then used for an extensive list of ‘compounds lacking authentic standards/surrogates (CLASS)’ due to the absence of standard material (i.e., authentic compounds) or to the synthesis complexities or costs involved in standard preparation [14]. The use of the predictive equations based on response factor vs. effective carbon number (ECN) linear correlation allowed robust, statistical estimation of all CLASS. The results of this approximation method allowed us to characterize the emission pattern of most fragrance and odorous components released from strawberry samples in a quantitative manner. In this research, we undertook measurements of strawberry aromas and odorants to provide detailed descriptions on their emission patterns in relation to storage duration. The results of this study will thus help us understand the characteristics of the flavor changes in strawberries that occur during storage.

2. Materials and Methods

In this research, a total of 19 VOCs that had relatively strong odor intensities with a wide range of volatility and polarity were selected for external calibration (Table 1S). The calibration results obtained using this standard mixture was used to derive predictive equations based on ‘effective carbon number (ECN)’ theory [13]. These ECN-based predictive equations were then used to calculate the concentrations of ‘CLASS’ due to the absence of standard material (i.e., authentic compounds) or to the complexity involved in standard preparation [14].

Liquid-phase working standards (L-WS) of 19 VOCs in methanol were prepared to include: (1) five aldehydes: acetaldehyde (AA), propionaldehyde (PA), butyraldehyde (BA), isovaleraldehyde (IA), and n-valeraldehyde (VA), (2) six aromatics hydrocarbons: benzene (B), toluene (T), styrene (S), p-xylene (p-X), m-xylene (m-X), and o-xylene (o-X), (3) two ketones: methyl ethyl ketone (MEK) and methyl isobutyl ketone (MIBK), (4) one alcohol: isobutyl alcohol (i-BuAl), (5) one ester: n-butyl acetate (BuAc), and (6) four volatile fatty acids: propionic acid (PPA), butyric acid (BTA), isovaleric acid (IVA), and n-valeric acid (VLA) (Table 1S). The detailed procedures to make the L-WS are described in Table 2S.

The concentrations of CLASS were derived from the predictive equations based on linear regression equations between RF values of target standard compounds (Table 3S) and their effective carbon numbers (ECNs). The ECN was determined by counting the number of the atoms (C, H, and O) and moieties in functional groups (e.g., ether, carbonyl, and methyl groups) in terms of ‘carbon number equivalent (CNE)’ in light of their approximate relative contribution to the sensitivity (RF) in the MS system: ECN = I × (CNE of C) + J × (CNE of H) + K × (CNE of O) + (CNE of > C = O) + M × (CNE of -O-) + N × (CNE of -CH3) (Figure S1): (1) C = 1, (2) H = -0.035, (3) O = 0, (4) >C = O = -0.95, (5) -O- = 0.55, and (6) -CH3 = 0.15). As 10 out of 147 volatiles detected from the strawberry samples matched with 19 VOCs contained in the L-WS, they were quantified directly using the calibration data of the L-WS. However, we did not prepare standards for the remaining 137 volatiles for many different reasons. For simple quantitation of those strawberry aroma components, we treated them as CLASS to quantify their concentrations based on the ECN approach (Table 4S).

2.1. Approaches for the Collection of Volatile Components and Instrumental Setup

2.1.1. The Collection of Strawberry Volatiles

The sorbent tube sampling method was used for the collection of the VOCs released from the cut strawberry sample. In the case of ammonia and RSC, the bag sampling method (polyester aluminum-PEA bag) was used as discussed in the next subsection. The sorbent tube was prepared as a three-bed sorbent by packing with 100 mg of Tenax TA, Carbopack B, and Carboxen 1000 (Supelco, Bellefonte, PA, USA) in a SS tube holder (tube size: length: 9 cm, OD: 6 mm, and ID: 5 mm; Camsco, Houston, TX, USA). The strawberries for this study were grown in Jin Ju city, Gyeong Sang Nam Do Province, Korea. The strawberries (1 kg in a Styrofoam tray) were purchased from a local market within one day after harvesting. An approximately 50 gram of strawberry sample was sliced and placed inside a 750 mL capacity impinger with the gas inlet and outlet positioned as the side arm and nozzle cap, respectively (ID: 3 mm and length: 30 mm). The strawberry samples were cut into four pieces (3 cm ×3 cm × 5.5 cm) (The weight of sample was adjusted to ∼50 g) (Figure S2). The inlet and outlet of the impinger were connected to a 10 L PEA bag filled with back-up gas (ultra-pure nitrogen > 99.999%) and the inlet of the sorbent tube (ST), respectively. A Teflon tube was used to connect the impinger and the PEA bag at one end and the ST at the other. The outlet of the ST was connected to the mini vacuum pump interfaced with mass flow controller (MFC) (Shibata ΣMP-30, Saitama, Japan) using silicon tubing. The VOCs emitted from the strawberry were flushed onto the ST by pumping the nitrogen gas through the impinger containing the strawberry samples at a flow rate of 50 mL·min −1 for 1 min. The impinger was maintained at 25 °C using a temperature-controlling water bath (Figure 1). VOCs emitted from the strawberry sample were collected five times during the entire storage period of 9 days set for this study at 0, 1, 3, 6 and 9 days (Table 5S). For each selected day, the collection of samples was made as replicate for each target group (VOC, RSC, ammonia, and olfactory analysis). To initiate each sampling at a given day, a pre-purge was conducted by supplying ultra-pure nitrogen into the impinger at a flow rate of 50 mL·min −1 for 20 min. Throughout the storage period, the strawberry sample in the impinger was maintained in an aerobic state as the inlet and outlet of the impinger were left open to the air in the laboratory.

Figure 1.

Figure 1.

Illustration of the impinger system for the collection of VOCs emitted from strawberry samples. Labels: (1) 10 L polyester aluminum bag filled with ultra-pure nitrogen; (2) Silicon tubing; (3) Impinger bottle; (4) Aluminum container; (5) Water heated to 25 °C; (6) Heater; (7) Sensor; (8) Temperature regulator; (9) Strawberry slices; (10) Sorbent tube; (11) Mini vacuum pump; and (12) Teflon tubing.

2.1.2. Instrumental Setup for VOC Analysis

All the analyses in this study were carried out using a GC-2100 (Shimadzu, Kyoto, Japan) equipped with a QP2010 MS (Shimadzu) and a UNITY thermal desorber (TD: Markes International, Ltd, Llantrisant, UK). The TD focusing cold trap was packed with Tenax TA and Carbopack B in a 1:1 volume ratio (inner diameter = 2 mm and total sorbent bed length: 50 mm). The VOCs were separated on a CP Wax column (diameter = 0.25 mm, length = 60 m, and film thickness = 0.25 μm) using a 50 min GC analytical cycle. The separated VOCs were detected by MS system and identified through library searching (NIST mass spectral library, NIST, Gaithersburg, MD, USA). The detailed conditions are also presented in Table 5S.

2.2. Calibration of the Liquid Working Standards of VOCs

Five-point calibration curves were prepared by analyzing sorbent tubes loaded with 1 μL of L-WS at these different concentration levels: (1) 1.30, (2) 6.52, (3) 13.0, (4) 26.1, and (5) 65.2 ng·μL−1) (Table 2S). Details of the approach used to introduce the liquid standards to the sorbent tubes in the vapor phase have been described in detail elsewhere [15]. In short, a micro-syringe was used to introduce the liquid standard into the sampling end of the ST in a 50 mL·min−1 flow of nitrogen for 10 minutes. Each loaded sorbent tube was then analyzed by the TD-GC-MS system described below.

The sensitivity of the instrumental system remained fairly constant leading to stable response factors throughout the 9-day study period (Table 3S). All coefficients of variation (CV (%): SD/mean × 100) for the RF values were fairly stable (CV = 1.46 ± 1.29% (<4%)) allowing mean RF values to be applied to all the data. The correlation coefficients (R2) of nearly all VOCs were above 0.99 (mean = 0.9954 ± 0.0075%), although there was a slight anomaly in the case of AA (0.9619 (SRD = 0) and 0.9698 (SRD-9)). In addition, to assess reproducibility, the L-WS with a mean of 26.1 ng·μL−1 was analyzed repeatedly prior to analysis of each batch of samples (SRD -0, 1, 3, 6, and 9). If the RF values of the 19 VOCs determined using this consecutive series of analyses, the RSE values generally fell below 4% (mean RSE = 1.39 ± 0.82%).

2.3. The Analysis of Ammonia and Reduced Sulfur Species

Although strawberries are noted for their attractive fragrance, the fruit can release unpleasant odors if stored for too long. Important offensive odorants such as ammonia and reduced sulfur compounds (RSC) [16,17] were therefore also quantified in this study. As expected, these compounds were found to be difficult to detect in the fresh fruit but they became increasingly abundant as the decay progressed. The TD-GC-MS setup optimized for the VOC analysis in this study is not optimal choice for ammonia or RSCs, thus these compounds were determined using alternative analytical approaches.

For the collection of samples to analyze for ammonia and RSC, the bag sampling method (PEA bag) was employed. The inlet and outlet of the impinger filled with the strawberry samples were connected to a gas cylinder filled with ultra-pure air (>99.999%) and a 10 L empty PEA bag, respectively. Teflon tubing was used to connect the impinger and the gas cylinder at one end and the empty PEA bag at the other. Air for the cylinder was plowed through the impinger containing the strawberry sample and into the 10 L empty PEA bag at a flow rate of 100 mL·min−1 for 100 min afterapre-purge was conducted by supplying ultra-pure air into the impinger at a flow rate of 100 mL·min−1 for 10 min. Ammonia was analyzed using absorption photometry (Genysys 10 series, Thermo Scientific, Waltham, MA, USA) based on the indophenol method, a well-known approach for amino compounds [18,19]. The reduced sulfur compounds were analyzed using an on-line thermal desorption system (UNITY-Air Server, Markes International, Ltd.) coupled with a GC (CP-3800, Varian, Palo Alto, CA, USA) and pulsed flame photometric detector (PFPD: Varian). The RSCs in the PEA bag were transferred to the TD system using pump and collected into the focusing trap (cold trap) in TD system. The RSCs loaded on the focusing trap were then thermally desorbed and transferred to the GC column for separation and detection. Finally, the dilution-to-threshold (D/T) ratios of the strawberry samples were also determined using an air dilution sensory (ADS) test, as a direct means to assess odor intensity [20].

3. Results and Discussion

3.1. Major Volatile Components Emitted from Strawberry Samples

The concentration and occurrence frequency of these species is classified in terms of functional groups in Table 1. The types and concentration levels of 147 VOCs detected from all strawberry samples are also summarized in Table 6S. If they are arranged by the chemical grouping and occurrence frequency, they can be classified as follows: (1) ester = 61, (2) alcohol = 21, (3) aldehyde = 11, (4) ketone = 9, (5) fatty acid = 5 and (6) miscellaneous (etc.) = 40.

Table 1.

Occurrence frequency and summed concentration of VOC groups emitted from strawberry samples during the whole study period.

Sample Code Functional Group Total

A. Ester B. Alcohol C. Aldehyde D. Ketone E. Fatty Acid F.etc.
[A] Frequency (Number of chemical compounds for each functional group)
SRD-0 47 7 3 6 3 15 81
SRD-1 38 (34) a 5 (4) 1 (1) 4 (4) 1 (1) 12 (7) 61(51)
SRD-3 31 (24) 8 (3) 3 (1) 5 (2) 1 (1) 7 (5) 55 (36)
SRD-6 18 (14) 17 (7) 8 (2) 5 (2) 2 (1) 15 (3) 65 (29)
SRD-9 4 (3) 16 (16) 8 (7) 4 (4) 2 (1) 21 (8) 55 (39)

Total 61 21 11 9 5 40 147

[B] Summed concentration (ug m−3)
SRD-0 52,648 140 2,918 6,251 6,390 221 68,569
SRD-1 42,713 364 2,959 7,649 4,703 115 58,503
SRD-3 705,447 1,078 19,054 589 4,319 105 730,593
SRD-6 533 379,789 1,338 35.0 516 35.1 382,245
SRD-9 45.7 4,658 1,022 73.9 212 73.4 6,086

Total 801,386 386,029 27,292 14,598 16,139 550 1,245,995
a

No. of compounds detected consistently from the previous sample is given in the parenthesis: 33 out of 37 compounds in SRD-1 were for example, also seen in SRD-0.

Esters (n = 47), with total concentration of 52,648 μg· m−3 (76.8% by mass), represented more than half of the 81 VOCs detected at the start of the study (SRD = 0). Similarly, approximately 130 different types of esters have been reported from strawberry fragrances [21], where they were found to represent 25 to 90% of strawberry volatiles [22-24]. At SRD-1, esters (n = 38) still recorded the highest concentration (42,713 μg· m−3). By day 3, while the total concentration of esters had continued to increase (sum concentration = 705,447 μg· m−3) their numbers had fallen down to 31. However, once decay had started, their concentration dropped dramatically down to 533 (SRD = 6) and 45.7 μg·m−3 (SRD = 9). In contrast, alcohols exhibited a reversed trend. Although alcohols were much less abundant in fresh strawberries (sum concentration of SRD-0, 1, and 3 = 1,582 μg· m−3), they tended to peak noticeably at 380 mg·m−3 on SRD-6. Thus, the best indicators of the fresh and decayed stages of strawberries are identified as esters and alcohols, respectively. If the other classes of chemicals are considered, aldehydes were detected in all samples and recorded the highest concentration (19,054 μg· m−3) on day 3. Ketones and fatty acids were also relatively abundant in fresh strawberries, although they faded away during decay (Figure 2).

Figure 2.

Figure 2.

Comparison of frequency) pattern and log concentration of strawberry volatiles (compounds sorted by functional group).

In order to evaluate the indicative fragrance of strawberry, the relative composition (RC) of the strawberry volatiles was assessed initially by normalizing the concentration of an individual compound against the total concentration of all species at each sampling day (Table 2). If any compound with more than 0.05% of RC (total mass) on one or more sampling day was selected, 53 were observed. The compound contribution pattern of these 53 VOCs was then analyzed both in terms of concentration and odor intensity. The sum concentration for these major VOCs (RC > 0.05%) generally exceeded 99.9% of the total mass of VOCs from each individual measurement (99.4% (SRD-0) to 99.99% (SRD-6).

Table 2.

Concentration (in both ppb and μg· m−3) and the corresponding relative (mass) composition (RC) of the major strawberry volatiles (mass concentration abundance a ≥ 0.05 %: n = 53).

Order Compounds Concentration Relative composition a (RC: %)


ppb μgm−3


SRD-0 SRD-1 SRD-3 SRD-6 SRD-9 SRD-0 SRD-1 SRD-3 SRD-6 SRD-9 SRD-0 SRD-1 SRD-3 SRD-6 SRD-9
A. Ester
1 Methyl acetate 3,949 3,875 71,077 1.57 0.75 11,945 11,720 214,987 4.76 2.28 17.4 20.0 29.4 1.25E-03 0.04
2 Ethyl acetate 4,793 4,277 134,969 130 11.8 17,240 15,384 485,476 467 42.5 25.1 26.3 66.4 0.12 0.70
3 Methyl propionate 40.8 51.0 23.6 0.17 8.75E-03 147 183 85.0 0.63 3.15E-02 0.21 0.31 0.01 1.64E-04
4 S-Methyl thioacetate 94.2 129.3 3.07E-02 3.07E-02 3.07E-02 346 476 1.13E-01 1.13E-01 1.13E-01 0.51 0.81
5 Isopropyl acetate 52.8 16.7 27.5 4.95E-03 4.95E-03 220 69.5 114 2.06E-02 2.06E-02 0.32 0.12 0.02
6 Ethyl propionate 52.7 5.19E-03 53.5 5.19E-03 5.19E-03 220 2.17E-02 223 2.17E-02 2.17E-02 0.32 0.03
7 Propyl acetate 5.19E-03 5.19E-03 185 0.72 5.19E-03 2.17E-02 2.17E-02 769 3.02 2.17E-02 0.11 7.90E-04
8 Methyl butyrate 1,194 1,384 88.8 0.47 5.19E-03 4,977 5,772 370 1.95 2.17E-02 7.26 9.9 0.05 5.10E-04
9 Methyl 2-methylbutanoate 21.8 21.7 13.2 1.08 3.35E-03 103 103 62.7 5.14 1.59E-02 0.15 0.18 0.01 1.35E-03
10 Isobutyl acetate 9.11 7.00 88.9 1.86 3.35E-03 43.2 33.2 421 8.80 1.59E-02 0.06 0.06 0.06 2.30E-03
11 Methyl isovalerate 54.8 56.9 7.78 3.35E-03 3.35E-03 260 270 36.9 1.59E-02 1.59E-02 0.38 0.46 0.01
12 Ethyl butyrate 1,537 1,142 171 1.50 3.48E-03 7,290 5,415 812 7.10 1.65E-02 10.6 9.3 0.11 1.86E-03
13 Butyl acetate 34.2 36.5 26.4 0.05 3.49E-03 162 173 125 0.24 1.65E-02 0.24 0.30 0.02 6.19E-05
14 Isopropyl butyrate 30.7 25.9 2.43E-03 2.43E-03 2.43E-03 163 138 1.29E-02 1.29E-02 1.29E-02 0.24 0.24
15 Ethyl 2-methylbutyrate 63.0 23.8 66.3 3.13 2.43E-03 335 126 352 16.6 1.29E-02 0.49 0.22 0.05 4.35E-03
16 Ethyl isovalerate 142 67.2 36.1 0.70 2.43E-03 753 357 192 3.73 1.29E-02 1.10 0.61 0.03 9.76E-04
17 Isoamyl acetate 81.3 69.1 165 1.21 2.43E-03 432 367 878 6.43 1.29E-02 0.63 0.63 0.12 1.68E-03
18 Ethyl valerate 7.31 1.73 2.51E-03 2.51E-03 2.51E-03 38.8 9.22 1.33E-02 1.33E-02 1.33E-02 0.06 0.02
19 Methyl hexanoate 469 185 11.4 2.51E-03 2.51E-03 2,492 982 60.3 1.33E-02 1.33E-02 3.63 1.68 0.01
20 trans-2-Hexenyl acetate 38.6 1.78 1.90E-03 1.90E-03 1.90E-03 224 10.4 1.11E-02 1.11E-02 1.11E-02 0.33 0.02
21 Ethyl hexanoate 725 137 20.8 0.03 1.90E-03 4,270 808 123 0.16 1.12E-02 6.23 1.38 0.02 4.28E-05
22 Hexyl acetate 110 25.5 4.70 1.90E-03 1.90E-03 647 150 27.7 1.12E-02 1.12E-02 0.94 0.26 3.79E-03
23 Methyl octanoate 5.84 0.88 1.49E-03 1.49E-03 1.49E-03 37.7 5.71 9.64E-03 9.64E-03 9.64E-03 0.06

ΣConcentration or its RC (ester) 52,346 42,553 705,116 526 44.7 76.3 72.7 96.5 0.14 0.74

B. Alcohol
1 Ethyl alcohol 3.72E-02 3.72E-02 309 48,685 1,417 7.00E-02 7.00E-02 580 91,537 2,665 0.08 23.9 43.8
2 Isopropyl Alcohol 8.76 4.58 45.3 92.8 278 21.5 11.2 111 228 681 0.03 0.02 0.02 0.06 11.2
3 n-Propyl alcohol 1.42E-02 1.42E-02 30.4 46.6 36.1 3.49E-02 3.49E-02 74.5 114 88.5 0.01 0.03 1.45
4 Isobutyl alcohol 7.01E-03 7.01E-03 31.8 95,136 320 2.12E-02 2.12E-02 96.3 287,758 967 0.01 75.3 15.9
5 Isopropenylethyl alcohol 4.86E-03 4.86E-03 4.86E-03 2.41 4.47 1.71E-02 1.71E-02 1.71E-02 8.48 15.7 2.22E-03 0.26
6 3-Methyl-1-butanol 1.09 1.28 50.7 26.9 43.3 3.91 4.61 182 96.9 156 0.01 0.01 0.02 0.03 2.56
7 2-Methyl-1-butanol 4.65E-03 4.65E-03 4.65E-03 9.48 19.6 1.67E-02 1.67E-02 1.67E-02 34.1 70.5 0.01 1.16
8 n-Pentanol 4.84E-03 4.84E-03 4.84E-03 0.99 0.86 1.74E-02 1.74E-02 1.74E-02 3.57 3.10 9.33E-04 0.05
9 1-Chloro-2-propanol 20.0 80.3 8.91E-03 8.91E-03 8.91E-03 77.0 309 3.42E-02 3.42E-02 3.42E-02 0.11 0.53
10 n-Hexanol 0.52 3.34E-03 1.16 0.15 1.08 2.17 1.39E-02 4.83 0.63 4.51 3.16E-03 6.61E-04 1.65E-04 0.07
11 Linalool 5.14 5.08 1.17E-03 1.17E-03 1.17E-03 32.4 32.0 7.34E-03 7.34E-03 7.34E-03 0.05 0.05

ΣConcentration or its RC (alcohol) 137 356 1,049 379,781 4,651 0.20 0.61 0.14 99.4 76.4

C. Aldehyde
1 Acetaldehyde 1,618 1,646 10,584 730 540 2,909 2,959 19,035 1313 971 4.24 5.06 2.61 0.34 16.0
2 Allyl aldehyde (Acrolein) 8.24E-02 8.24E-02 8.24E-02 5.08 6.90 1.89E-01 1.89E-01 1.89E-01 11.6 15.8 3.04E-03 0.26
3 Methylacryl aldehyde 1.59E-02 1.59E-02 1.59E-02 1.80 3.33 4.54E-02 4.54E-02 4.54E-02 5.14 9.52 1.34E-03 0.16
4 Isobutyraldehyde 1.46E-02 1.46E-02 1.46E-02 0.24 3.80 4.30E-02 4.30E-02 4.30E-02 0.71 11.2 1.85E-04 0.18
5 Isovaleraldehyde 8.52E-03 8.52E-03 8.52E-03 1.03 2.45 2.99E-02 2.99E-02 2.99E-02 3.60 8.62 9.43E-04 0.14

ΣConcentration or its RC (aldehyde) 2,909 2,959 19,035 1,334 1,016 4.24 5.06 2.61 0.35 16.7

D. Ketone
1 Acetone 2,514 3,131 224 7.35 28.0 5,960 7,422 532 17.4 66.5 8.69 12.7 0.07 4.56E-03 1.09
2 Methyl ethyl ketone 1.38E-02 1.38E-02 1.38E-02 1.15 1.35 4.05E-02 4.05E-02 4.05E-02 3.39 3.96 8.86E-04 0.07
3 Methyl n-propyl ketone 54.0 47.1 7.55E-03 7.55E-03 7.55E-03 190 165 2.66E-02 2.66E-02 2.66E-02 0.28 0.28
4 Methyl Isobutyl Ketone 4.62 7.50 1.11 4.11E-03 4.11E-03 18.9 30.7 4.53 1.68E-02 1.68E-02 0.03 0.05 6.19E-04
5 Methyl amyl ketone 5.64 6.52 3.23E-03 0.51 0.61 26.3 30.4 1.50E-02 2.36 2.85 0.04 0.05 6.18E-04 0.05

ΣConcentration or its RC (ketone) 6,195 7,649 536 23.2 73.3 9.04 13.1 0.07 6.06E-03 1.20

E. Fatty acid
1 Acetic acid 2,519 1,918 1,761 210 86.3 6,177 4,703 4,319 514 212 9.01 8.04 0.59 1.35E-01 3.48
2 2-PROPYNOIC ACID 69.6 2.35E-02 2.35E-02 2.35E-02 2.35E-02 199.3 6.71E-02 6.71E-02 6.71E-02 6.71E-02 0.29

ΣConcentration or its RC (fatty acid) 6,376 4,703 4,319 514 212 9.30 8.04 0.59 1.35E-01 3.48

E. etc.
1 n-Pentane 12.1 6.63E-03 6.63E-03 0.29 2.20 35.7 1.95E-02 1.95E-02 0.86 6.48 0.05 2.26E-04 0.11
2 Ethyl ether 7.28E-03 7.28E-03 0.70 0.41 1.45 2.20E-02 2.20E-02 2.12 1.23 4.38 2.90E-04 3.21E-04 0.07
3 1,3-Hexadiene 25.0 1.77 4.55E-03 4.55E-03 4.55E-03 83.9 5.94 1.53E-02 1.53E-02 1.53E-02 0.12 0.01
4 n-Hexane 1.21 1.02 1.02 4.33E-03 8.03 4.27 3.60 3.57 1.52E-02 28.2 0.01 0.01 4.89E-04 0.46
5 Toluene 3.14E-03 3.14E-03 3.14E-03 3.14E-03 2.48 1.18E-02 1.18E-02 1.18E-02 1.18E-02 9.32 0.15
6 Styrene 10.0 12.0 19.4 3.03 1.09 42.7 51.0 82.5 12.9 4.64 0.06 0.09 0.01 3.36E-03 0.08
7 2,5-Dimethyl-4-methoxy-3(2H)-furanone 1.42 1.96E-03 1.96E-03 2.66 0.88 8.23 1.14E-02 1.14E-02 15.5 5.08 0.01 4.04E-03 0.08

ΣConcentration or its RC (etc) 175 60.5 88.2 30.4 58.1 0.25 0.10 0.01 0.01 0.96

ΣConcentration or its RC (all) 68,139 58,281 730,144 382,209 6,055 99.4 99.6 99.9 99.99 99.5
a

RC = [Mass concentration (‘i’th compound) / mass concentration (sum) at a given exp day] s100

b

Values below detection limit (BDL) are underlined (calculated as method detection limit)

Ethyl acetate [mass concentration = 17,240 μg·m−3 (25.1%)] and methyl acetate 11,945 μg·m−3 (17.4%) were the highest from the SRD-0 sample along with ethyl butyrate (7,290 μg·m−3), methyl butyrate (4,977 μg·m−3), ethyl hexanoate (4,270 μg·m−3), and methyl hexnoate (2,492 μg· m−3). These six esters thus showed the highest RC (70.3%) at SRD-0. Other than esters, acetone and acetic acid had relatively high concentrations of 5,960 and 6,177 μg· m−3 at SRD-0.

If the results of all fresh stages (SRD-0, 1, and 3) are combined together, esters maintained the maximum abundance (n = 23) with the sum of 80,015 μg· m−3 (93.4%). However, patterns changed dramatically during decay, esters dropped down to 20 μg· m−3 (n = 22) in SRD-6 after excluding ethyl acetate (SRD-6 = 467 μg·m−3). Acetaldehyde also underwent 15-fold reduction to 1,313 μg· m−3 in SRD-6 compared to its maximum at (SRD-3). In contrast, two alcohols rose significantly to 287,758 μg·m−3 [75.3% (isobutyl alcohol)] and 91,537 μg·m−3 [23.9% (ethyl alcohol)] at SRD-6. In the case of SRD-9, the concentrations of those alcohols decreased to 967 (15.9%) and 2,665 μg·m−3 (43.8%), respectively. Moreover the sum quantity (μg· m−3) of strawberry volatiles detected recorded the lowest value of 6,055 at SRD-9 [(RC [SRD-9/Σ SRD-all] × 100) = 0.49%] compared with all other periods (58,281 (SRD-2) to 730,144 μg· m−3 (SRD-3)).

Although our analysis focused mainly on volatile organics by GC-MS, we also analyzed some offensive odorants like reduced sulfur compounds (RSC) and NH3 (Table 7S). It can be seen that three RSCs and ammonia were detected from the strawberry sample. Especially, methane thiol and dimethyl disulfide were seen fairly consistently and recorded fairly high concentrations of 267 μg· m−3 and 196 μg m−3 in SRD-1, respectively. In contrast, ammonia was detected apparently only under the decaying conditions (concentration (μg· m−3) = 169 (SRD-6) and 445 (SRD-9)) relative to the fresh period below 81.3 (SRD-0, 1, and 3).

3.2. The Variety of VOC Threshold Values for Strawberry Volatiles and Their Relationship with Molecular Weights

The odor threshold of a compound is defined as the lowest concentration that can be detected by human olfaction [25]. The lower the odor threshold, the stronger the odorant will be. However, many authors have investigated the threshold values of various volatiles and results for individual compounds can be very variable. In this study, a literature survey was conducted for the odor strengths (thresholds) of the strawberry volatiles. Although we measured a total of 147 VOCs during this study period, we were only able to obtain threshold values for up to of 79 species (Table 6S). The results of this survey are also summarized in Table 8S.

As reported previously, the odor strengths of VOCs tend to exhibit strong relationships with their physicochemical properties, e.g., the number of carbons and molecular weight [26]. Hence, a number of combinations between such variables (e.g., log thresholds vs. molecular weights) were tested to seek for such linear relationship. For this comparative analysis, fatty acids and some miscellaneous groups were however excluded due to the lack of threshold data. As shown in Table 9S, an inverse correlation was seen consistently between the log (thresholds) and molecular weights of VOCs without a single exception. However, the magnitude of slope values differed greatly between the VOC groups, while the strongest correlation with molecular weights was seen from the maximum (out of all available) threshold values.

As shown in Figure 3, the strongest correlations were seen from a pair of log-maximum threshold values and molecular weight among all matching combinations (<1> for all data (n = 62): (1) R2 (maximum) = 0.4260, (2) R2 (minimum) = 0.2171, and (3) R2 (geometric mean) = 0.3384, and <2> For optimal fit (n = 54): (1) R2 (maximum) = 0.5743, (2) R2 (minimum) = 0.2897, and (3) R2 (geometric mean) = 0.4473).

Figure 3.

Figure 3.

Figure 3.

Plots of correlation between molecular weight and log (odor thresholds (ppbv)) for alldata (n = 62) and optimal fit (n = 54) of the four major VOC groups (Ester, Alcohol, Aldehyde, and Ketone) emitted from strawberry samples.

3.3. The Evaluation of the Odor Strengths with Changes in Freshness Status

In previous sections, the changes of VOC quantities and their threshold values were evaluated from fresh to decayed stages of strawberry. To learn more about strawberry fragrance, our results were examined further with respect to type and strength of strawberry odors. The selection of reasonable threshold value is important to help understand the contribution of a compound at its given concentration level to the overall perception of odor. It is however difficult to assign a single meaningful figure because the threshold of a given compound is often available as multiple reported values.

In this study, the odor strengths of strawberry were calculated in terms of odor activity values (OAV) by dividing the concentrations of the VOCs with the corresponding threshold in the same concentration unit: OAV = concentration (ppbv)/threshold value (ppbv) [27]. For the 53 selected major VOCs, multiple threshold values have been reported for many (21 (one value), 21 (two values), 10 (three values), and 1 (four values)). In case of two or more reported value thresholds, the one with maximum value was used to calculate the OAVs in light of consistency as seen in correlation analysis.

Table 3 presents the specific description of odor types for each of the major VOCs with their OAV (n = 53). Information of the odor types was obtained by surveying the GC-olfactometry analysis of VOC [refer to a list of references (n = 24) in Table 3]. The ΣOAV values of the strawberries tended to decrease abruptly with storage time from their maximum at SRD-0 (OAV from SRD-0 to SRD-9 were 12,972, 6,992, 2,524, 196 and 7.37, respectively). The OAV values at SRD-0 decreased in order of ethyl butyrate (6,160), ethyl hexanoate (3,608), ethyl isovalerate (1,592), and ethyl 2-methylbutyrate (942).

Table 3.

Relationship between relative composition (RP) and odor activity values (OAV) of the major VOCs (n = 53) emitted from strawberry.

Order Compounds OAV (concentration/ threshold) Relative proportion * (RP, %) Odor type / descriptor


SRD-0 SRD-1 SRD-3 SRD-6 SRD-9 SRD-0 SRD-1 SRD-3 SRD-6 SRD-9
A. Ester
1 Methyl acetate 0.64 0.63 11.52 2.55E-04 1.22E-04 4.93E-03 8.98E-03 0.46 1.30E-04 1.66E-03
2 Ethyl acetate 1.82 1.63 51.3 0.05 4.49E-03 0.01 0.02 2.03 0.03 0.06 sweet fruita, grapea, contact gluei, fruityl, pinapplel
3 Methyl propionate 0.42 0.52 0.24 1.78E-03 3.21E-03 0.01 0.01 9.08E-04
4 S-Methyl thioacetate 58.6 80.4 0.45 1.15 sulfurousa, cheesya
5 Isopropyl acetate 0.02 0.01 0.01 1.70E-04 9.93E-05 4.53E-04
6 Ethyl propionate 7.53 7.65 0.06 0.30
7 Propyl acetate 0.19 7.54E-04 0.01 3.85E-04
8 Methyl butyrate 168 195 12.5 0.07 1.30 2.79 0.50 0.03 applea, fruityb, c, d, i, cheesei
9 Methyl 2-methylbutanoate 218 217 132 10.86 1.68 3.10 5.25 5.54 green applea, fruitya, sweeta
10 Isobutyl acetate 0.02 0.01 0.19 3.88E-03 1.47E-04 2.09E-04 0.01 1.98E-03 strawberrye, light fruityi, floweryi
11 Methyl isovalerate 24.9 25.9 3.54 0.19 0.37 0.14 fruitya, applea, pineapplea
12 Ethyl butyrate 6,160 4,576 686 6.00 47.5 65.4 27.2 3.06 fruitya, b, c, d, e, i, sweeta, b, i, pineapplea, ester-likeb, strawberrye, cheesei, fruity sweetm, p, r, u
13 Butyl acetate 0.18 0.19 0.14 2.56E-04 1.35E-03 2.68E-03 0.01 1.31E-04 fruitya, bananaa, applei, gluei
14 Isopropyl butyrate 4.95 4.18 0.04 0.06 fruitya, sweeta, pineapplea
15 Ethyl 2-methylbutyrate 942 356 993 46.9 7.26 5.08 39.3 23.9 soura, cheesya, sweatya, fruityd
16 Ethyl isovalerate 1,592 755 405 7.88 12.3 10.8 16.0 4.02 fruitya, d, applea, pineapplea, sweet fruite
17 Isoamyl acetate 21.4 18.2 43.5 0.32 0.16 0.26 1.72 0.16
18 Ethyl valerate 21.9 5.19 0.17 0.07
19 Methyl hexanoate 30.1 11.9 0.73 0.23 0.17 0.03 fruitya, b, i, pineapplea, ester-likeb
20 trans-2-Hexenyl acetate 0.90 0.04 0.01 0.001
21 Ethyl hexanoate 3,608 683 103.7 0.14 27.8 9.77 4.11 0.07 fruitya, b, i, sweeta, pineapplea, ester-likeb, green appleb, fruit gumi
22 Hexyl acetate 54.7 12.7 2.34 0.42 0.18 0.09 fruitya, i, green applea, bananaa, i, applei, peari
23 Methyl octanoate 0.16 0.02 1.23E-03 3.45E-04 Sweet fruitye

ΣConcentration (ester) 12,917 6,942 2,453 72.2 4.61E-03 99.6 99.3 97.2 36.8 0.06

B. Alcohol
1 Ethyl alcohol 0.01 1.69 0.05 4.25E-04 0.86 0.67
2 Isopropyl Alcohol 3.37E-04 1.76E-04 1.74E-03 3.57E-03 0.01 2.60E-06 2.52E-06 6.90E-05 1.82E-03 0.14 fruityl
3 n-Propyl alcohol 0.01 0.02 0.02 5.02E-04 0.01 0.20 Sweet (candy)l
4 Isobutyl alcohol 0.04 114 0.38 1.52E-03 58.3 5.22 Plasticl, badl
5 Isopropenylethyl alcohol 9.64E-04 1.79E-03 4.92E-04 0.02
6 3-Methyl-1-butanol 0.02 0.03 1.13 0.60 0.97 1.87E-04 4.10E-04 0.04 0.31 13.2 bittere, harshe, k, Chemicalk, stalek, Alcoholicr, greenr, Fusel oils, pomaces
7 2-Methyl-1-butanol 0.23 0.48 0.12 6.49 Alcoholics, greens, Fusel oilt, pomacet
8 n-Pentanol 2.12E-03 1.84E-03 0.001 0.02
9 1-Chloro-2-propanol 0.02 0.08 1.54E-04 1.15E-03
10 n-Hexanol 0.01 0.03 3.45E-03 0.02 9.16E-05 1.05E-03 1.76E-03 0.34 winey-fruityf, Greeni, k, r, heavyi, nutsi, grassk, freshk
11 Linalool 27.4 27.0 0.21 0.39 citrusa, fruitya, e, florala, floweryb, k, sweetb, lemonc, floral-lavenderf, rosek

ΣConcentration or its RC (alcohol) 27.4 27.1 1.22 117 1.94 0.21 0.39 0.05 59.6 26.3

C. Aldehyde
1 Acetaldehyde 8.70 8.85 56.9 3.92 2.90 6.70E-02 0.13 2.25 2.00 39.4 green applea, fruityj, pungentj, chemicalk, alcoholk, aldehydek, acetaldehydek, pungentk, v, greenn, o, t, sweetv
2 Allyl aldehyde (Acrolein) 0.03 0.04 1.49E-02 0.54
3 Methylacryl aldehyde 0.21 0.39 0.11 5.31
4 Isobutyraldehyde 0.01 0.09 3.01E-03 1.27 greenl, maltyl, floralt
5 Isovaleraldehyde 0.46 1.09 0.23 14.9 greenn, o, maltyn, o
ΣConcentration or its RC (aldehyde) 8.70 8.85 56.9 4.63 4.52 6.70E-02 0.13 2.25 2.36 61.4
D. Ketone
1 Acetone 0.06 0.07 5.34E-03 1.75E-04 6.68E-04 4.61E-04 1.07E-03 2.12E-04 8.93E-05 9.06E-03 aldehydicg, wood pulpl, hayl
2 Methyl ethyl ketone 1.48E-04 1.73E-04 7.56E-05 2.35E-03 Butterh, sweeth, chocolateh, Butterscotchl
3 Methyl n-propyl ketone 0.03 0.03 2.69E-04 4.34E-04 thinnerb, acetoneb, kerosenei, solventsi, orange peelq, sweetw, x, fruityw, x
4 Methyl Isobutyl Ketone 0.01 0.01 2.06E-03 6.63E-05 2.00E-04 8.17E-05
5 Methyl amyl ketone 0.04 0.05 3.60E-03 4.34E-03 3.08E-04 6.61E-04 1.83E-03 0.06 meatyb, danish blue cheesei, greent, Animalsr, bluer, cheeser
ΣConcentration or its RC (ketone) 0.143 0.165 7.40E-03 3.92E-03 5.18E-03 1.10E-03 2.36E-03 2.93E-04 2.00E-03 0.07
E. Fatty acid
1 Acetic acid 17.37 13.23 12.15 1.45 0.60 1.34E-01 0.19 0.48 0.74 8.08 sourd, vinagere, i, k
2 2-PROPYNOIC ACID 0.74 5.71E-03
ΣConcentration or its RC (fatty acid) 18.1 13.2 12.1 1.45 0.60 0.14 0.19 0.48 0.74 8.08
E.etc.
1 n-Pentane 3.84E-04 9.29E-06 6.97E-05 2.96E-06 4.74E-06 9.46E-04
2 Ethyl ether 2.12E-03 1.23E-03 4.39E-03 8.40E-05 6.26E-04 0.06
3 1,3-Hexadiene 0.01 8.86E-04 9.65E-05 1.27E-05
4 n-Hexane 5.55E-05 4.67E-05 4.64E-05 3.67E-04 4.28E-07 6.68E-07 1.84E-06 0.005
5 Toluene 1.60E-03 0.02
6 Styrene 0.29 0.34 0.55 0.09 0.03 2.21E-03 0.00 0.02 0.04 0.42
2,5-Dimethyl-4-methoxy-3(2H)-furanone
ΣConcentration or its RC (etc) 0.73 0.34 0.56 0.90 0.31 0.01 0.00 0.02 0.46 4.15
ΣConcentration or its RC (all) 12,972 6,992 2,524 196 7.37 100 100 100 100 100
*

RP = [OAV (n) / OAV (sum of main VOCs) at the exp day] x 100

References:

a

Du et al. [1],

b

Ulrich et al. [2],

c

Schulbach et al. [28],

d

Schieberle and Hofmann [29],

e

Aznar et al. [30],

f

Buchbauer et al. [31],

g

Cai et al. [32],

h

Clausen et al. [33],

i

Larsen and Poll [34],

j

Semmelroch and Grosch (1995) [35],

k

Komes et al. [36],

l

Arora et al. [37],

m

Carpino and Mallia [38],

n

Kubck ova and Grosch [39],

o

Kubícková and Grosch [40],

p

Le Quéré et al. [41],

q

Moio and Addeo [42],

r

Moio et al. [43],

s

Moio et al. [44],

t

Rychlik and Bosset [45],

u

Christensen and Reineccius [46],

v

Milo and Reineccius [47],

w

Preininger and Grosch [48],

x

Preininger et al. [49]

To assess the relative contribution of a given compound in terms of OAV, its relative proportion (RP) was also calculated by dividing OAV (a given compound) with ΣOAV (all) (Table 3). This RP term for OAV is distinguished from the RC term used for relative mass concentration. If OAVs of these four esters are summed, their RP represents 94.8% of total OAV at SRD-0. It thus suggests that the fragrance of fresh strawberries is governed predominantly by these four esters. The scent of these esters is characterized as fruity, apple, and sweet (Table 3). Although their OAVs decreased from SRD-0 to SRD-1, they still recorded the highest OAVs among all the VOCs evaluated at SRD-1 with ΣRP = 91.1%. The fragrance pattern of SRD-0 and -1 is not likely to have changed because the key volatiles (the four esters) remained constant. In case of SRD-3, esters had high OAV along with significantly large ΣRP (97.2%), although their ΣOAV decreased considerably to 2,453 in SRD-3 relative to the earlier period (SRD-0 (12,917) and SRD-1 (6,942)). As a result, we were able to confirm that the esters should dominate the quality of fresh strawberry fragrance (SRD-0, 1, and 3).

To evaluate the occurrence patterns of fresh strawberry volatiles, our results were compared to a number of previous studies. Du et al. [1] analyzed the volatiles emitted from fresh strawberries using solid-phase micro-extraction (SPME)-GC-MS analysis. A total of 54 volatiles from two cultivar samples (Strawberry Festival and Florida Radiance) were selected as the main target compounds (with their respective standards). It is interesting to note that 52 target volatiles were found in both samples, while 23 of them were seen consistently in all fresh stage samples in this study. They further calculated the OAVs of detected volatiles using thresholds of 44 compounds. Accordingly, OAVs were seen to be dominated by two esters (ethyl butyrate and methyl butyrate), 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF), and linalool in two samples [(1) Strawberry Festival = 461 (ethyl butyrate: RP = 28.7%), 358 (methyl butyrate: 22.3%), 424 (DMHF: 26.4%), and 102 (linalool: 6.3%) and (2) Florida Radiance = 553 (ethyl butyrate: 33.7%) and 261 (methyl butyrate: 15.9%), 359 (DMHF: 21.9%), and 162 (linalool: 9.9%)]. In this study, ethyl butyrate exhibited relatively high OAV in fresh stages with its RP ((1) 47.5% (SRD-0), 65.4% (SRD-1), and 27.2% (SRD-3)). Likewise, methyl butyrate also showed high OAV with the RP values of 1.30% (SRD-0), 2.79% (SRD-1), and 0.50% (SRD-3). In contrast, the RP values of DMHF and linalool were relatively insignificant, although they were selected as the major VOCs in this study.

Nuzzi et al. [12] analyzed strawberry fragrances of six different cultivars such as ApoScaligera ((1) Darselect, (2) Eva, and (3) VR4) and Cesena area in Italy ((4) Alba, (5) Dora, and (6) CS4). The volatiles from these samples were collected by a charcoal adsorption tube and extracted using dichloromethane solution. Lastly, the GC-MS analysis of these extracts yielded a total of 37 volatiles (ester = 28, alcohol = 2, sulfide = 2, lactone = 2, and 3 others (2-pentanone, limonene, and linalool)) in their fresh stage. If the OAV is computed for each compound, nine of them showed the highest contributions with ΣRP = 96.7% (consisting of methyl 2-methylbutyrate (3.46%) to dimethyl trisulfide (23.2%)). Eight out of the nine volatiles with the high RP measured in studies of Nuzzi et al. [12] were also detected from our fresh strawberry samples (SRD-0 ,1, and 3). Especially, ethyl butyrate, ethyl 2-methylbutyrate, ethyl hexnoate, and ethyl isovalerate had the highest contribution to OAV in fresh periods. As such, the results of previous studies confirmed the significant role of esters in the fresh strawberries [1,12].

During decay, ΣOAVs of all detected esters (except ethyl 2-methylbutyrate with OAV = 46.9) were below 10, while accounting for 12.9% by ΣRP (ester (n = 12)). In contrast, isobutyl alcohol exhibited the highest OAV of 114 in SRD-6 (RP = 58.3%). As the odor of isobutyl alcohol is characterized as plastic and bad, is is distinguishable from pleasant fresh scents. As a result, odor intensity decreased with the progress of strawberry decay with the emergence of some offensive odors (e.g., ΣOAV of 7.37 in SRD-9). In SRD-9, only two compounds (acetaldehyde and isovaleraldehyde) showed OAVs above 1. For the reader's reference, volatiles that showed up at least once in terms of either OAV (above 100) or RP (above 5%) during the whole study period are illustrated in Figure 4.

Figure4.

Figure4

Comparison between (odor activity value) OAV and relative proportion (RP) of the major VOCs which had OAV and RP of above 100 and 5%, respectively at storagetime of 0, 1, 3, 6, and 9 days.

If the OAVs of the RSCs and ammonia detected in strawberry aroma profiles are examined, their values from decayed strawberry samples (SRD-6 and 9) generally had very low OAV (below 1). Only methanethiol had high OAVs above 10 in SRD-0 and SRD-1 (OAV = 14.9 (SRD-0) and 64.6 (SRD-1)] compared with other RSCs or ammonia. However, if these results are compared with ΣOAV (all) of all hydrocarbons in fresh strawberry samples (SRD-0 and 1), the RP value of methane thiol were as low as 0.13% (SRD-0) and 1.04% (SRD-1). As a result, it is reasonable to infer that the volatile hydrocarbons should represent the odor/fragrance characteristics of strawberry most effectively.

3.4. Comparison between Odor Activity Value (OAV) and Dilution-to-Threshold Ratio

In this section, the TD-GC-MS odor profiles were compared between fresh and decaying strawberries. The results were then evaluated to assess the relationship between the classes of volatile components and their odor intensity. To estimate the key volatiles which dominate the strawberry scent, the odor strengths (OAV) were examined against the relative (mass) composition. Evaluation of our data indicated that the use of ΣOAV was useful to assess the actual occurrence of fragrance/odor from strawberry samples. As another means to explore the odor intensities of strawberry samples, we estimated the dilution-to-threshold (D/T) ratio derived experimentally based on air dilution sensory (ADS) test [20]. The D/T ratio is commonly used as a tool to measure the level of dilution by which the odor threshold is recognized [20]. As the D/T ratio of strawberry samples was measured concurrently with the analysis of their chemical composition, the ΣOAV values at each SRD interval can also be evaluated in relation to the D/T ratio.

The results of correlation analyses between storage day and log odor intensities (log ΣOAV and log D/T ratio) are plotted in Figure S3(A). In compliance with general expectation, the log D/T ratio decreased with the progress of decay to show the slope values of -0.2185 (with R2 = 0.8646 and p-value = 2.21E-2) (log D/T ratio). A similar trend is also observable from ΣOAV. As such, the results of this correlation analysis between the log ΣOAV and log D/T ratio show a strong correlation with R2 = 0.9338 (p-value = 7.33E-3). As a result, the computation of ΣOAV values can be used as sensitively as that of the D/T ratios to assess the fragrance occurrence pattern. In other words, the ΣOAV should be considered a good criterion to assess the fragrance or odor intensity of strawberry samples.

4. Conclusions

The volatiles emitted from strawberry are important components to accurately assess its fragrance. Although the fragrance of the strawberry can influence its flavor and taste, its smell types can vary greatly with aging conditions. If the volatiles from strawberry were analyzed at the fresh stage, the results should be useful enough to understand the natural flavor of strawberries. In this study, the mass concentrations and odor strength (odor activity values: OAV) from strawberries were analyzed by the sorbent tube method at storage times of 0, 1, 3, 6 and 9 days at 25 °C.

The results of our analysis indicated that the mass concentration (μg·m−3) of all strawberry volatiles varied greatly over time: 68,569 (SRD-0), 58,503 (SRD-1), 730,593 (SRD-3), 382,245 (SRD-6), and 6,086 (SRD-9). The concentrations of strawberry volatiles released at fresh period before (SRD-3) were absolutely dominated in this order, ethyl acetate, methyl acetate, ethyl butyrate, methyl butyrate, acetaldehyde, acetic acid, and acetone (ΣRC of 97.4%). However, as the strawberry samples began to decay, its RC was dominated by two alcohols (isobutyl alcohol and ethyl alcohol) with significant reductions in their summed concentration.

In this study, we were able to quantify a total of 147 strawberry volatiles (with 79 corresponding odor threshold values from literature survey). In order to assess the fragrance/odorant characteristics of strawberries, the OAV values were calculated for a total of 53 major volatiles that comprised more than 0.05% in mass concentration of all strawberry volatiles. The OAV values decreased abruptly with storage time (ΣOAV: SRD-0 (12,972) to SRD-9 (7.37)). If the ΣOAV values of a given strawberry volatiles are computed for the whole fresh period, their magnitude was dominated by four esters with fruity and sweet scents [(1) ethyl butyrate (11,422), (2) ethyl hexanoate (4,395), (3) ethyl isovalerate (2,751), and (4) ethyl 2-methylbutyrate (2,290)] [ΣRP (four esters) of 92.8%]. However, relative dominance of esters as the key strawberry fragrance changed abruptly with the onset of decay. Hence, as the transition proceeds, relationships between key parameters tended to vary widely. In case of SRD-6, the ΣOAV of the four esters decreased to 60.9 with ΣRC of below 1%, while isobutyl alcohol exhibited the highest OAV of 114 with RC of 75.3%. The ΣOAV was reduced further to reach the minimum value of 7.37 in SRD-9.

In this study, the strawberry volatiles were analyzed from fresh stage to 9 day storage at 25 °C, and the concentration of the strawberry volatiles were evaluated in relation to their occurrence patterns and olfaction data derived as D/T ratio. The overall results of our study suggest that strawberry volatiles are useful indicators to characterize the flavor changes of strawberry at the latter stages of its storage period.

Acknowledgments

This work was supported by a grant from the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (MEST) (No. 2009-0093848).

Appendix

Table 1S.

List of 19 VOCs selected as model compounds for the predictive estimation of concentration values for “compounds lacking authentic standards/surrogates (CLASS)” that are emitted from strawberry.

Order Group Compounds Short name MW (g·mol−1) Density (g·cm−3) Boiling point (°C) Formula CAS number
1 Aldehyde Acetaldehyde AA 44.1 0.785 20.2 C2H4O 75-07-0
2 Propionaldehyde PA 58.1 0.798 46–50 C3H6O 123-38-6
3 Butyraldehyde BA 72.1 0.805 74.8 C4H8O 123-72-8
4 Isovaleraldehyde IA 86.1 0.797 90–93 C5H10O 590-86-3
5 n-Valeraldehyde VA 86.1 0.81 102–103 C5H10O 110-62-3

6 Aromatic Benzene B 78.11 0.878 80.1 C6H6 71-43-2
7 Toluene T 92.14 0.866 111 C7H8 108-88-3
8 Styrene S 104.2 0.906 145 C8H8 100-42-5
9 p-Xylene p-X 106.2 0.865 138 C8H10 106-42-3
10 m-Xylene m-X 106.2 0.865 139 C8H10 108-38-3
11 o-Xylene o-X 106.2 0.88 144 C8H10 95-47-6

12 Ketone Methyl ethyl ketone MEK 72.11 0.805 79.64 C4H8O 78-93-3
13 Methyl isobutyl ketone MIBK 100.2 0.802 117–118 C6H12O 108-10-1

14 Alcohol Isobutyl alcohol i-BuAl 74.12 0.801 108 C4H10O 78-83-1

15 Ester n-Butyl acetate BuAc 116.2 0.881 126 C6H12O2 123-86-4

16 Fatty acid Propionic acid PPA 74.1 0.99 141 C3H6O2 79-09-04
17 n-Butyric acid BTA 88.1 0.958 163.5 C4H8O2 107-92-6
18 i-Valeric acid IVA 102 0.925 175–177 C5H10O2 503-74-2
19 n-Valeric acid VLA 102 0.938 186–187 C5H10O2 109-52-4

Table 2S.

Preparation of liquid phase VOC standard for the analysis by the TD-GC-MS system.

A. Preparation of liquid phase standard for 19 VOCs

Compounds Methanol AA PA BA IA VA B T S p-X m-X o-X MEK MIBK i-BuAl BuAc PPA BTA IVA VLA
Primary grade chemical Concentration (%) 99.0 97.0 99.0 97.0 97.0 99.5 99.5 99.0 99.0 99.0 97.0 99.0 99.5 99.0 99.5 99.0 99.0 99.0 99.0

PSa Volume (μL) 13,700 900 300 300 300 300 300 300 300 300 300 300 300 300 300 300 300 300 300 300
Concentration (ng·μL−1) 34,972 11,611 11,954 11,596 11,786 13,104 12,925 13,454 12,845 12,845 12,804 11,954 11,970 11,895 13,149 14,702 14,226 13,736 13,929

1st L-WSb volume (μL) 19,800 200 (of PS)

Concentration ( ng·μL−1) 350 116 120 116 118 131 129 135 128 128 128 120 120 119 131 147 142 137 139
B. Preparation of final working standard (F-WS) for 5 point calibration: absolute mass (ng) of VOC loaded on tube sampler

Order Mixing volume (μL) Concentration c (ng μL−1)

1st L-WS Methanol AA PA BA IA VA B T S p-X m-X o-X MEK MIBK i-BuAl BuAc PPA BTA IVA VLA
1 14 1,486 3.26 1.08 1.12 1.08 1.10 1.22 1.21 1.26 1.20 1.20 1.20 1.12 1.12 1.11 1.23 1.37 1.33 1.28 1.30
2 70 1,430 16.3 5.42 5.58 5.41 5.50 6.12 6.03 6.28 5.99 5.99 5.98 5.58 5.59 5.55 6.14 6.86 6.64 6.41 6.50
3 140 1,360 32.6 10.8 11.2 10.8 11.0 12.2 12.1 12.6 12.0 12.0 12.0 11.2 11.2 11.1 12.3 13.7 13.3 12.8 13.0
4 280 1,220 65.3 21.7 22.3 21.6 22.0 24.5 24.1 25.1 24.0 24.0 23.9 22.3 22.3 22.2 24.5 27.4 26.6 25.6 26.0
5 700 800 163 54.2 55.8 54.1 55.0 61.2 60.3 62.8 59.9 59.9 59.8 55.8 55.9 55.5 61.4 68.6 66.4 64.1 65.0
a

PS: Dilution of pure chemical (primary grade chemical) to make 20 mL solution

b

1st L-WS: Dilution of PS to make 20 mL solution

c

Analysis volume: 1 μL

Table 3S.

Comparison of calibration results determined at the start and end of experiments: Response factor (RF), coefficient of determination (R2), and relative standard errors (RSE).

Order Group Compound RF R2 RSEa (%)


Exp_day 0 Exp_day 9 Mean CVb Exp_day 0 Exp_day 9 Mean
1 Aldehyde AA 522 497 509.5 3.47 0.9619 0.9698 0.9659 2.52
2 PA 12,017 11,950 11,984 0.40 0.9991 0.9991 0.9991 3.49
3 BA 43,572 43,467 43,520 0.17 0.9963 0.9938 0.9951 1.05
4 IA 66,125 65,836 65,981 0.31 0.9962 0.9932 0.9947 1.93
5 VA 59,322 59,804 59,563 0.57 0.9973 0.9973 0.9973 1.35

6 Aromatic B 131,760 131,280 131,520 0.26 0.9909 0.9930 0.9920 2.06
7 T 168,602 165,819 167,211 1.18 0.9995 0.9995 0.9995 0.83
8 S 188,198 191,709 189,954 1.31 0.9995 0.9997 0.9996 1.32
9 p-X 188,510 184,038 186,274 1.70 0.9997 0.9987 0.9992 0.49
10 m-X 197,068 193,888 195,478 1.15 0.9992 0.9994 0.9993 0.56
11 o-X 198,376 194,140 196,258 1.53 0.9991 0.9991 0.9991 0.73

12 Ketone MEK 48,980 48,566 48,773 0.60 0.9969 0.9987 0.9978 1.79
13 MIBK 117,383 117,646 117,515 0.16 0.9998 0.9985 0.9992 0.85

14 Alcohol i-BuAl 93,667 92,778 93,223 0.67 0.9969 0.9972 0.9971 1.73

15 Ester BuAc 113,114 117,791 115,453 2.86 0.9982 0.9973 0.9978 0.79

16 Carboxyl PPA 25,574 26,963 26,269 3.74 0.9977 0.9953 0.9965 1.68
17 BTA 71,259 67,832 69,546 3.48 0.9963 0.9967 0.9965 0.13
18 IVA 99,441 94,589 97,015 3.54 0.9965 0.9935 0.9950 2.09
19 VLA 79,615 78,950 79,283 0.59 0.9918 0.9925 0.9922 0.97

Mean 1.46 0.9954 1.39
SD 1.29 0.0075 0.82
a

Five replicate analyses of 26.1 ng (mean mass) of analytes per 1 μL injection of F-WS (4th calibration point)

b

CV (coefficient of variation) = SD/mean * 100

Table 4S.

Comparison of RF values between actual experiment and the effective carbon number (ECN) approach.

Order Group Compounds Short name Number of atom and functional groupa ECNc RF values PDe

CIb HJb OKb (>C=O)Lb (-O-)Mb (-CH3)Nb Actucal exp ECN approachd
1 Aldehyde Acetaldehyde AA 2 4 1 1 0 1 1.06 510 -15,532
2 Propionaldehyde PA 3 6 1 1 0 1 1.99 11,984 12,921 7.82
3 Butyraldehyde BA 4 8 1 1 0 1 2.92 43,520 41,375 4.93
4 Isovaleraldehyde IA 5 10 1 1 0 2 4.00 65,981 74,418 12.8
5 n-Valeraldehyde VA 5 10 1 1 0 1 3.85 59,563 69,828 17.2


6 Aromatic Benzene B 6 6 0 0 0 0 5.79 131,520 129,183 1.78
Toluene T 7 8 0 0 0 1 6.87 167,211 162,226 2.98
8 Styrene S 8 8 0 0 0 0 7.72 189,954 188,232 0.91
9 p-Xylene p-X 8 10 0 0 0 2 7.95 186,274 195,269 4.83
10 m-Xylene m-X 8 10 0 0 0 2 7.95 195,478 195,269 0.11
11 o-Xylene o-X 8 10 0 0 0 2 7.95 196,258 195,269 0.50


12 Ketone Methyl ethyl ketone MEK 4 8 1 1 0 2 3.07 48,773 45,964 5.76
13 Methyl isobutyl ketone MIBK 6 12 1 1 0 3 5.08 117,515 107,460 8.56


14 Alcohol Isobutyl alcohol i-BuAl 4 10 1 0 1 2 4.50 93,223 89,715 3.76


15 Ester n-Butyl acetate BuAc 6 12 2 1 1 2 5.48 115,453 119,698 3.68


16 Fatty acid Propionic acid PPA 3 6 2 1 1 1 2.54 26,269 29,748 13.2
17 n-Butyric acid BTA 4 6 2 1 1 1 3.54 69,546 60,344 13.2
18 i-Valeric acid IVA 5 10 2 1 1 2 4.55 97,015 91,245 5.95
19 n-Valeric acid VLA 5 10 2 1 1 1 4.40 79,283 86,656 9.30

Mean:6.52 ± 4.99
a

Carbon number equivalent for each atom and functional group (CNE): (1) C = 1, (2) H = −0.035, (3) O = 0, (4) >C=0 = −0.95, (5) -O- = 0.55, and (6) − CH3 = 0.15

b

I, J, K, L, M and N = number of C, H, O, >=O, -O-, CH3 (atoms or functional groups) in each VOC, respectively

c

ECN = I + J*(CNE of -H) + L*(CNE of >C=O) + M*(CNE of -O-) + N*(CNE of -CH3)

d

The predictive equation (by ECN approach) for estimation of VOC concentration was determined using 18 liquid working standards except for AA: (1) RF = 30,595, (2) intercept = -47,963, and (3) R2 = 0.9901

e

Percent different (PD, %) = ABS{[RF (actual exp)-RF (ECN approach)] / RF (actual exp) * 100}

Table 5S.

Operational conditions of TD-GC-TOF MS system for the analysis of fresh and decaying strawberry.

[A] Sampling information of strawberry volatiles

a. Information of strawberry for sampling

Order Sample code Storage time (day) Storage temp. (°C )


1 SRD-0 0 25
2 SRD-1 1 25
3 SRD-3 3 25
4 SRD-6 6 25
5 SRD-9 9 25

Initial weight = 50.09 g
b. Sampling approach

Sampler: 3 bed sorbent tube
Purge gas: Nitrogen (>99.999%)
Purge gas flow: 50 mL·min−1
Pump model: MP-Σ30 (Sibata, Japan)
Heater model: TC200P (Korea)

[B] Instrumental setups for VOC analysis

a. GC (Shimadzu GC-2010, Japan) and MS (Shimadzu GCMS-QP2010, Japan) Column: CP Wax (diameter: 0.25 mm, length: 60 m, and film thickness: 0.25 μm )

Oven setting Detector setting


Initial temp: 35 °C (10 min) Ionization mode: EI (70 eV)
Ramp rate: 6 °C·min −1 Ion source temp.: 200 °C
Max oven temp: 215 °C (10 min) Interface temp.: 200 °C
Total time: 50 min TIC scan range: 35∼260 m/z
Carrier gas: He (99.999%)
Carrier gas flow: 1 mL·min −1

b. Thermal desorber (Unity, Markes, UK)

Cold trap sorbent: Tenax TA + Carbopack B (volume ratio=1:1) (diameter: 2 mm and sorbent bed length = 5 mm)
Split ratio: 1:5 Adsorption temp.: -10 °C
Split flow: 5 mL·min−1 Desorption temp.: 320 °C
Trap hold time: 20 min Flow path temp: 150 °C

c. Sorbent (Sampling) Tube

Sorbent material: Tenax TA + Carbopack B + Carboxen 1000 (mass (mg)=100 : 100: 100 )
Desorption flow: 50 mL·min−1
Desorption time: 5 min Desorption temp.: 300 °C

Table 6S.

A list of individual VOC determined by the TD-GC-MS system from all strawberry samples throughout the study period.

Order Compounds MW Formula Concentration Odor threshold Averaged Similarity * (%)


ppb (μg m−3)


(g mole−1) SRD-0 SRD-1 SRD-3 SRD-6 SRD-9 SRD-0 SRD-1 SRD-3 SRD-6 SRD-9 (ppbv) (μg m3) Reference
A. Ester (61)
1 Methyl acetate 74 C3H6O2 3,949 3,875 71,077 1.57 0.75 11,945 11,720 214,987 4.76 2.28 1,700-6,170 5,142- b, c 98.4
2 Ethyl acetate 88 C4 H8 O2 4,793 4,277 134,969 130.0 11.80 17,240 15,384 485,476 467 42.5 610-329 1,183-9,460 a, b, c, e 98.8
3 Methyl propionate 88 C4H8O2 40.8 51.0 23.6 0.17 0.009 147 183 85.0 0.63 0.031 98 352 b 97.8
4 S-Methyl thioacetate 90 C3 H6 O S 94.2 130 0.031 0.031 0.031 346 475.8 0.113 0.113 0.113 1.6 5.9 a 97.0
5 Methyl trans-crotonate 100 C5 H8 O2 2.77 3.16 8.51 0.005 0.005 11.3 12.9 34.8 0.021 0.021 92.0
6 Isopropyl acetate 102 C5H10O2 52.8 16.7 27.5 0.005 0.005 220 69.5 114.5 0.021 0.021 290-2,400 1,209- a, b, c 98.3
7 Methyl isobutyrate 102 C5H10O2 0.005 0.005 0.005 0.43 0.005 0.021 0.021 0.021 1.77 0.021 1.9 10,006 7.9 b 91.0
8 Ethyl propionate 102 C5 H10 O2 52.7 0.005 53.5 0.005 0.005 219.8 0.022 223 0.022 0.022 7 29 b 98.5
9 Propyl acetate 102 C5 H10 O2 0.005 0.005 185 0.72 0.005 0.022 0.022 769 3.02 0.022 568-960 2,367-4,002 a, b, c 97.5
10 Methyl butyrate 102 C5 H10 O2 1194 1,384 88.8 0.47 0.005 4,977 5,772 370 1.95 0.022 2.8-7.1 12-30 a, b 98.0
11 Ethyl crotonate 114 C6 H10 O2 7.13 4.49 26.2 0.003 0.003 33.22 20.91 122 0.016 0.016 95.7
12 Methyl tiglate 114 C6H10O2 0.003 0.003 1.26 0.003 0.003 0.016 0.016 5.88 0.016 0.016 95.0
13 Ethyl isobutyrate 116 C6 H12 O2 3.80 1.29 8.57 0.86 0.003 18.0 6.11 40.6 4.07 0.016 0.22 0.10 b 95.0
14 Methyl 2-methylbutanoate 116 C6H12O2 21.8 21.7 13.2 1.08 0.003 104 103 62.7 5.14 0.016 0.1 0.5 a 97.3
15 Isobutyl acetate 116 C6H12O2 9.11 7.00 88.9 1.86 0.003 43.2 33.2 421 8.80 0.016 8-479 38-2,271 b, c 98.0
16 Methyl isovalerate 116 C6 H12 O2 54.8 56.9 7.78 0.003 0.003 260 270 36.9 0.016 0.016 1.1-2.2 5.2-10 a, b 97.7
17 Ethyl butyrate 116 C6 H12 O2 1,537 1,142 171 1.50 0.003 7,290 5,415 812 7.10 0.017 0.04-0.2 0.19-1.2 a, b 97.5
18 Butyl acetate 116 C6 H12 O2 34.2 36.5 26.4 0.05 0.003 162 173 125 0.24 0.017 10.7-195 50.9-925 a, b, c 93.0
19 Methyl valerate 116 C6 H12 O2 3.91 1.74 0.003 0.003 0.003 18.5 8.26 0.017 0.017 0.017 2.2 10 b 95.5
20 S-Methyl thiobutyrate 118 C5H10OS 0.006 4.47 0.006 0.006 0.006 0.027 21.57 0.027 0.027 0.027 92.0
21 Methyl 2-vinylbutanoate 128 C7 H12 O2 0.77 0.003 0.003 0.003 0.003 4.03 0.013 0.013 0.013 0.013 96.0
22 4-Penten-1-yl acetate 128 C7 H12 O2 2.65 0.80 3.74 0.003 0.003 13.8 4.20 19.6 0.014 0.014 91.3
23 Ethyl tiglate 128 C7H12O2 0.002 1.41 16.6 0.002 0.002 0.013 7.40 86.7 0.013 0.013 94.5
24 cis-2-Penten-1-yl acetate 128 C7 H12 O2 4.96 0.003 0.003 0.003 0.003 25.95 0.013 0.013 0.013 0.013 91.0
25 Prenyl acetate 128 C7H12O2 0.48 2.83 0.002 0.002 0.002 2.52 14.81 0.013 0.013 0.013 96.0
26 Methyl (2E)-2-hexenoate 128 C7H12O2 1.66 0.89 0.66 0.003 0.003 8.66 4.68 3.44 0.013 0.013
27 Isopropyl butyrate 130 C7H14O2 30.7 25.9 0.002 0.002 0.002 163.0 137.8 0.013 0.013 0.013 6.2 33 b 93.5
28 Ethyl 2-methylbutyrate 130 C7H14O2 63.0 23.8 66.3 3.13 0.002 335 126 352 16.6 0.013 0.07 0.36 a 97.0
29 Ethyl isovalerate 130 C7 H14 O2 142 67.2 36.1 0.70 0.002 753 357 192 3.73 0.013 0.013-0.09 0.069-0.47 a, b 96.3
30 Isoamyl acetate 130 C7 H14 O2 81.3 69.1 165 1.21 0.002 432 367.15 878 6.43 0.013 3.8 20 e 98.0
31 Ethyl valerate 130 C7 H14 O2 7.31 1.73 0.003 0.003 0.003 38.83 9.22 0.013 0.013 0.013 0.11-0.33 0.58-1.78 a, b 96.5
32 Methyl 4-methylvalerate 130 C7H14O2 2.58 0.96 0.002 0.002 0.002 13.72 5.09 0.013 0.013 0.013 94.5
33 Methyl hexanoate 130 C7 H14 O2 469 185 11.36 0.003 0.003 2,492 982 60.34 0.013 0.013 15.6 82.8 a 97.0
34 3-Methyl-2-butyl acetate 130 C7 H14 O2 0.002 0.002 0.48 0.002 0.002 0.013 0.013 2.55 0.013 0.013 93.0
35 Hex-5-enoic acid, ethyl ester 142 C8H14O2 1.31 0.002 0.002 0.002 0.002 7.62 0.011 0.011 0.011 0.011 92.0
36 cis-3-Hexenyl acetate 142 C8 H14 O2 2.43 0.002 0.002 0.002 0.002 14.1 0.011 0.011 0.011 0.011 3.3 19 a 95.0
37 (4E)-4-Hexenyl acetate 142 C8H14O2 5.41 2.68 0.002 0.002 0.002 31.4 15.5 0.011 0.011 0.011 91.0
38 trans-2-Hexenyl acetate 142 C8 H14 O2 38.6 1.78 0.002 0.002 0.002 224 10.4 0.011 0.011 0.011 42.8 249 a 92.0
39 Ethyl 2-hexenoate 142 C8H14O2 3.29 1.24 0.002 0.002 0.002 19.1 7.21 0.011 0.011 0.011 95.5
40 Methyl amyl acetate 144 C8 H16 O2 0.002 0.002 0.37 0.002 0.002 0.011 0.011 2.16 0.011 0.011 93.0
41 Isobutyl butyrate 144 C8H16O2 0.002 1.13 0.91 0.002 0.002 0.011 6.65 5.35 0.011 0.011 1.6 9.4 b 93.5
42 Propyl isovalerate 144 C8H16O2 0.39 0.48 0.75 0.002 0.002 2.29 2.85 4.40 0.011 0.011 0.056 0.330 b 91.0
43 Butyl butylate 144 C8 H16 O2 0.78 1.37 0.002 0.002 0.002 4.60 8.08 0.011 0.011 0.011 4.8-22.1 28-130 a, b 96.5
44 Ethyl hexanoate 144 C8H16O2 725 137 20.9 0.03 0.002 4,270 808 123 0.16 0.011 0.2 1.2 a 97.0
45 Hexyl acetate 144 C8H16O2 110 25.5 4.70 0.002 0.002 647 150 27.7 0.011 0.011 2 12 a 97.7
46 Valeric acid, thio-, S-ethyl ester 146 C7 H14 O S 0.89 0.003 0.003 0.003 0.003 5.29 0.015 0.015 0.015 0.015 95.0
47 Ethyl 3-hydroxy-3-methylbutanoate 146 C7 H14 O3 0.002 0.002 0.002 0.04 0.002 0.012 0.012 0.012 0.21 0.012 97.0
48 Ethyl benzoate 150 C9H10O2 0.39 0.002 0.002 0.02 0.002 2.37 0.009 0.009 0.15 0.009 90.0
49 Isobutyl isovalerate 158 C9H18O2 0.001 0.001 0.33 0.001 0.001 0.009 0.009 2.15 0.009 0.009 5.2 34 b 94.0
50 Neopentyl butyrate 158 C9H18O2 0.001 0.59 0.001 0.001 0.001 0.009 3.78 0.009 0.009 0.009 93.0
51 Isoamyl butyrate 158 C9 H18 O2 1.58 1.53 0.001 0.001 0.001 10.2 9.87 0.009 0.009 0.009 94.0
52 Heptyl acetate 158 C9H18O2 0.29 0.001 0.001 0.001 0.001 1.85 0.010 0.010 0.010 0.010 91.0
53 Methyl octanoate 158 C9 H18 O2 5.84 0.88 0.001 0.001 0.001 37.7 5.710 0.010 0.010 0.010 36.7 237 a 95.5
54 Octyl acetate 172 C10 H20 O2 0.55 0.001 0.001 0.001 0.001 3.86 0.008 0.008 0.008 0.008 95.0
55 Hexyl butyrate 172 C10H20O2 0.52 0.001 0.001 0.001 0.001 3.65 0.008 0.008 0.008 0.008 92.0
56 Ethyl octanoate 172 C10H20O2 4.55 0.001 0.001 0.001 0.001 32.0 0.008 0.008 0.008 0.008 94.0
57 Octyl acetate 172 C10H20O2 1.25 0.001 0.001 0.001 0.001 8.80 0.008 0.008 0.008 0.008 91.0
58 Cyclopentanecarboxylic acid, decyl ester 254 C16H30O2 0.0005 0.0005 0.0005 0.0005 0.0555 0.0049 0.0049 0.0049 0.005 0.58 92.0
59 2-(Dodecyloxy)ethyl acetate 272 C16H32O3 0.0004 0.0004 0.11 0.0004 0.0004 0.0047 0.0047 1.21 0.005 0.0047 92.0
60 Linalylanthranilate N-(tert-butoxycarbonyl)-glycyl- 273 C17 H23 N O2 0.44 0.0004 0.0004 0.0004 0.0004 4.95 0.0044 0.0044 0.004 0.0044 93.0
61 glycin-imidthiosaure-s-ethylester 275 C11H21N3O3S 0.001 0.001 0.001 0.05 0.03 0.008 0.008 0.008 0.58 0.39 92.5

Σconcentration (ester) 52,648 42,713 705,447 533 45.7
B. Alcohol (21)
62 Ethyl alcohol 46 C2H6O 0.037 0.037 309 48,685 1,417 0.070 0.070 580 91,537 2,665 520-28,800 978-54,150 b, c 95 .6
63 Isopropyl Alcohol 60 C3H8O 8.76 4.58 45.3 92.8 278 21.5 11.2 111 228 680.73 10,200- 25,015- b, c 95.6
64 n-Propyl alcohol 60 C3 H8 O 0.014 0.014 30.40 46.6 36.1 0.035 0.035 74.54 114.4 88.51 94-2,400 231-5,886 b, c 94.3
65 sec-Butyl alcohol 74 C4 H10 O 0.007 0.007 0.007 0.56 0.55 0.022 0.022 0.022 1.70 1.65 220-1,700 665-5,142 b, c 93.5
66 Isobutyl alcohol 74 C4 H10 O 0.007 0.007 31.84 95,136 319.8 0.021 0.021 96.30 287,758 967 11-832 33-2,517 b, c 97.7
67 n-Butyl alcohol 74 C4H10O 0.008 2.40 8.78 0.86 0.37 0.023 7.26 26.6 2.61 1.12 490-26,000 1,482- b, c 96.3
68 1-Penten-3-ol 86 C5 H10 O 0.005 0.005 0.61 0.005 0.005 0.017 0.017 2.13 0.017 0.017 94.0
69 Isopropenylethyl alcohol 86 C5H10O 0.005 0.005 0.005 2.41 4.47 0.017 0.017 0.017 8.48 15.7 2,500 8,788 e 96.0
70 3-Methyl-1-butanol 88 C5 H12 O 1.09 1.28 50.7 26.9 43.4 3.91 4.61 182.26 96.9 156 2-45 6-161 b, c 93.2
71 2-Methyl-1-butanol 88 C5 H12 O 0.005 0.005 0.005 9.48 19.6 0.017 0.017 0.017 34.12 70.50 41 147 e 98.0
72 n-Pentanol 88 C5 H12 O 0.005 0.005 0.005 0.99 0.86 0.017 0.017 0.017 3.57 3.10 100-468 360-1,683 b, c 96.0
73 1-Chloro-2-propanol 94 C3 H7 CL O 20.03 80.3 0.009 0.009 0.009 77.0 309 0.034 0.034 0.034 1,000 3,842 f 93.0
74 3-Methylpentanol 102 C6 H14 O 0.003 0.003 0.003 0.05 0.34 0.013 0.013 0.013 0.22 1.41 93.0
75 n-Hexanol 102 C6 H14 O 0.52 0.003 1.16 0.15 1.08 2.17 0.014 4.83 0.63 4.51 1.1-43.7 4.6-182 b, c, e 92.8
76 2-Heptanol 116 C7 H16 O 0.002 0.002 0.002 0.42 0.17 0.011 0.011 0.011 2.01 0.81 93.5
77 Phenethyl alcohol 122 C8 H10 O 0.002 0.002 0.002 0.15 0.13 0.010 0.010 0.010 0.73 0.65 92.0
78 (E)-2-Octen-1-ol 128 C8H16O 0.25 0.002 0.002 0.002 0.002 1.31 0.010 0.010 0.010 0.010
79 1-Octen-3-ol 128 C8 H16 O 0.002 0.002 0.002 0.02 0.12 0.010 0.010 0.010 0.09 0.62 2.26 11.8 a 91.0
80 2-Ethylhexanol 130 C8 H18 O 0.42 0.002 0.002 0.05 0.12 2.21 0.010 0.010 0.28 0.63 91.0
81 Linalool 154 C10 H18 O 5.14 5.08 0.001 0.001 0.001 32.4 32.0 0.007 0.007 0.007 0.19 1.18 a 93.0
82 .alpha.-Methyl-.alpha.-[4-methyl-3-pentenyl]oxiranemethanol 170 C10H18O2 0.001 0.001 0.001 0.03 0.001 0.007 0.007 0.007 0.17 0.007 91.0

Sum 140 364 1,078 379,789 4,658
C. Aldehyde (11)
83 Acetaldehyde 44 C2 H4 O 1,618 1,646 10,584 730 540 2,909 2,959 19,035 1,313 971 1.5-186 2.7-335 b, c 99 .2
84 Allyl aldehyde (Acrolein) 56 C3 H4 O 0.082 0.082 0.082 5.08 6.90 0.189 0.189 0.189 11.62 15.8 3.6-174 8.2-398 b, c 98.0
85 Methylacryl aldehyde 70 C4 H6 O 0.016 0.016 0.016 1.80 3.33 0.045 0.045 0.045 5.14 9.52 8.5 24 b
86 Isobutyraldehyde 72 C4H8O 0.015 0.015 0.015 0.24 3.80 0.043 0.043 0.043 0.71 11.17 0.35-40.7 1.03-120 b, c
87 Butyraldehyde 72 C4H8O 0.015 0.015 0.015 0.35 0.015 0.045 0.045 0.045 1.04 0.045 0.67-8.91 1.97-26.2 b, c 96.0
88 Methylethylacetaldehyde 86 C5H10O 0.008 0.008 0.008 0.15 0.51 0.027 0.027 0.027 0.52 1.79 94.5
89 Isovaleraldehyde 86 C5 H10 O 0.009 0.009 0.009 1.03 2.45 0.030 0.030 0.030 3.60 8.62 0.1-2.24 0.4-7.87 b, c 96.0
90 n-Caproaldehyde 100 C6H12O 1.38 0.005 0.77 0.005 0.005 5.66 0.020 3.14 0.020 0.020 0.28-13.8 1.14-56.4 a, b, c 91.0
91 Benzaldehyde 106 C7 H6 O 0.003 0.003 3.71 0.50 0.22 0.015 0.015 16.1 2.16 0.97 41.7 181 c 94.3
92 n-Nonylaldehyde 142 C9 H18 O 0.55 0.002 0.002 0.002 0.002 3.17 0.011 0.011 0.011 0.011 0.34-2.24 1.97-13.0 b, c 91.0
93 2,4-dihydroxy-6-(2′-oxoheptyl)benzaldehyde 250 C14 H18 O4 0.001 0.001 0.001 0.001 0.36 0.006 0.006 0.006 0.006 3.64 96.0

Sum 2,918 2,959 19,054 1,338 1,022
D. Ketone (9)
94 Acetone 58 C3 H6 O 2,514 3,131 224 7.35 28.0 5,960 7,422 532 17.43 66.5 4,580-42,000 10,858- b, c, e 97.8
95 Methyl vinyl ketone 70 C4 H6 O 0.016 0.016 1.25 0.016 0.016 0.045 0.045 3.57 0.045 0.045 183 524 d 91.0
96 Methyl ethyl ketone 72 C4 H8 O 0.014 0.014 0.014 1.15 1.35 0.041 0.041 0.041 3.39 3.96 270-7,760 795-22,837 b, c, e 93.0
97 Methyl n-propyl ketone 86 C5H10O 54.0 47.1 0.008 0.008 0.008 190 166 0.027 0.027 0.027 28-1,550 98-5,449 b, c 93.5
98 Dimethyl diketone 86 C4H6O2 13.7 0.030 13.9 3.21 0.030 48.10 0.104 48.89 11.3 0.104 4.37 15.4 c 96.3
99 Methyl Isobutyl Ketone 100 C6H12O 4.62 7.50 1.11 0.004 0.004 18.87 30.7 4.53 0.017 0.017 121-537 495-2,195 b, c, e 95.0
100 Methyl amyl ketone 114 C7 H14 O 5.64 6.52 0.003 0.51 0.61 26.28 30.4 0.015 2.36 2.85 35.6-141 166-657 a, b, c 97.8
101 Spiro[3.6]deca-5,7-diene-1-one 148 C10 H12 O 0.001 0.001 0.15 0.001 0.001 0.009 0.009 0.91 0.009 0.009 94.0
102 Phenyl methyl ketone 120 C8 H8 O 1.56 0.002 0.002 0.10 0.13 7.67 0.012 0.012 0.50 0.62 363 1,780 c 91.3

Sum 6,251 7,649 589 35 74
E. Fatty acid (5)
103 Acetic acid 60 C2H4O2 2,519 1,918 1,761 210 86 6,177 4,703 4,319 514 212 6-145 15-356 b, c, e 93 .0
104 2-Propynoic acid 70 C3 H2 O2 69.6 0.023 0.023 0.023 0.023 199 0.067 0.067 0.067 0.067 94 269 i 93.0
105 Methacrylic acid 86 C4H6O2 3.92 0.009 0.009 0.009 0.009 13.8 0.033 0.033 0.033 0.033 93.0
106 2-Methylbutanoic acid 102 C5 H10 O2 0.005 0.005 0.005 0.31 0.005 0.022 0.022 0.022 1.30 0.022 8-186 33-775 a, c, e 93.0
107 Undec-10-ynoic acid 182 C11H18O2 0.001 0.001 0.001 0.001 0.04 0.008 0.008 0.008 0.008 0.28 92.0

Sum 6,390 4,703 4,319 516 212
F.etc. (40)
108 Isoprene 68 C5 H8 3.98 6.11 4.08 0.007 0.77 11.06 17.0 11.34 0.020 2.13 48-455 133-1,265 b, e 95.3
109 Ethylidenecyclopropane 68 C5 H8 0.007 0.007 0.007 0.06 0.007 0.020 0.020 0.020 0.17 0.020 93.0
110 cis-Piperylene 68 C5 H8 1.54 1.49 0.007 0.17 0.007 4.29 4.14 0.020 0.46 0.020 89.3
111 Methylenecyclobutane 68 C5H8 0.007 0.79 0.54 0.007 0.007 0.020 2.20 1.49 0.020 0.020 84.5
112 Divinylene oxide 68 C4H4O 0.008 0.008 0.008 0.008 0.60 0.023 0.023 0.023 0.023 1.66 97.0
113 Propylethylene 70 C5 H10 0.007 0.007 0.74 0.007 0.007 0.020 0.020 2.12 0.020 0.020 90.0
114 n-Pentane 72 C5 H12 12.1 0.007 0.007 0.29 2.20 35.7 0.019 0.019 0.86 6.48 1,400-31,600 4,120-92,997 b, c 96.3
115 Furanidine 72 C4H8O 0.008 0.008 0.008 0.008 0.56 0.024 0.024 0.024 0.024 1.65 97.0
116 Ethyl ether 74 C4 H10 O 0.007 0.007 0.70 0.41 1.45 0.022 0.022 2.12 1.23 4.38 330 998 h 93.7
117 1,3-Hexadiene 82 C6 H10 25.0 1.77 0.005 0.005 0.005 83.9 5.94 0.015 0.015 0.015 2,000 6,703 g 97.0
118 Furan, 2-methyl- 82 C5 H6 O 0.005 0.005 0.005 0.005 0.60 0.016 0.016 0.016 0.016 2.00 24,678 82,713 d 93.0
119 Methylcyclopentane 84 C6H12 0.005 0.005 0.005 0.005 0.57 0.016 0.016 0.016 0.016 1.97 96.0
120 n-Hexane 86 C6H14 1.21 1.02 1.02 0.004 8.03 4.27 3.60 3.57 0.015 28.22 1,500-21,900 5,273-76,983 b, c 94.3
121 2,2-Dimethylbutane 86 C6 H14 3.49 0.004 0.004 0.004 0.004 12.27 0.014 0.014 0.014 0.014 90.0
122 Toluene 92 C7H8 0.003 0.003 0.003 0.003 2.48 0.012 0.012 0.012 0.012 9.32 160-1,550 602-5,829 b, c, e 97.0
123 Phenol 94 C6H6O 0.004 0.004 0.004 0.22 0.004 0.014 0.014 0.014 0.84 0.014 5.60-110 21.5-423 b, c 91.0
124 1-Heptene 98 C7H14 0.42 0.63 0.47 0.17 0.56 1.69 2.51 1.87 0.68 2.24 94.4
125 3-Methylhexane 100 C7H16 0.003 0.003 0.003 0.003 0.08 0.012 0.012 0.012 0.012 0.33 840 3,433 b 92.0
126 Styrene 104 C8 H8 10.05 11.99 19.41 3.03 1.09 42.7 51.0 82.5 12.9 4.64 34.4-35 146-149 b, e 93.2
127 Ethylbenzene 106 C8H10 1.65 0.002 0.002 0.002 0.10 7.16 0.010 0.010 0.010 0.44 2.88-170 12.5-737 b, c 94.5
128 p-Xylene 106 C8 H10 0.32 0.002 0.002 0.002 0.02 1.39 0.011 0.011 0.011 0.10 58-490 251-2,123 b, c 93.0
129 3-Cyclohexenyl cyanide 107 C7 H9 N 0.003 0.003 0.003 0.003 0.13 0.013 0.013 0.013 0.013 0.55 92.0
130 Anisole 108 C7H8O 0.002 0.002 0.002 0.06 0.002 0.011 0.011 0.011 0.27 0.011 90.0
131 n-Octane 114 C8 H18 0.002 0.002 0.002 0.002 0.12 0.011 0.011 0.011 0.011 0.57 1,700-5,750 7,921-26,793 b, c 91.0
132 p-Allyltoluene 132 C10H12 0.52 0.001 0.001 0.001 0.001 2.78 0.008 0.008 0.008 0.008 94.0
133 p-Isopropylphenol 136 C9H12O 0.001 0.001 0.001 0.001 0.04 0.008 0.008 0.008 0.008 0.23 93.0
134 2-Methyl-6-methylene-2,7-octadiene 136 C10 H16 0.001 0.42 0.001 0.001 0.001 0.008 2.34 0.008 0.008 0.008 92.0
135 l-Limonene 136 C10 H16 0.25 0.52 0.001 0.001 0.001 1.36 2.88 0.008 0.008 0.008 90.0
136 (E)-.beta.-Ocimene 136 C10 H16 0.24 0.001 0.001 0.001 0.001 1.33 0.008 0.008 0.008 0.008 90.0
137 Tetramethylbutanedinitrile 136 C8H12N2 0.59 0.002 0.002 0.002 0.002 3.30 0.010 0.010 0.010 0.010 94.0
138 2,2,3,3-Tetramethylhexane 142 C10 H22 0.001 1.65 0.001 0.001 0.001 0.008 9.57 0.008 0.008 0.008 94.0
139 2,5-Dimethyl-4-methoxy-3(2H)-furanone 142 C7H10O3 1.42 0.002 0.002 2.66 0.88 8.23 0.011 0.011 15.5 5.08 3.26 18.9 a 91.7
140 m-Dichlorobenzene 146 C6H4Cl2 0.003 0.003 0.003 0.06 0.08 0.015 0.015 0.015 0.34 0.46 96.5
141 3,5-Dihydroxybenzamide 153 C7H7NO3 0.002 0.002 0.002 0.03 0.002 0.012 0.012 0.012 0.18 0.012 91.0
142 n-Butanoic anhydride 158 C8H14O3 0.002 0.53 0.002 0.002 0.002 0.013 3.44 0.013 0.013 0.013 93.0
143 Genitron 164 C8H12N4 0.001 0.001 0.001 0.05 0.001 0.010 0.010 0.010 0.33 0.010 90.0
144 2-Propyloctahydro-2H-thiochromene 198 C12H22S 0.001 0.001 0.001 0.01 0.001 0.007 0.007 0.007 0.04 0.007 90.0
145 l-Caryophyllene 204 C15 H24 0.001 0.001 0.001 0.15 0.11 0.005 0.005 0.005 1.28 0.88 92.0
146 .alpha.-Muurolene 204 C15 H24 0.001 0.001 0.001 0.01 0.01 0.005 0.005 0.005 0.11 0.11 91.0
147 2,3-Epoxy-.beta.-ionone 208 C13 H20 O2 0.001 1.28 0.001 0.001 0.001 0.006 10.9 0.006 0.006 0.006 98.0

Sum 221 115 105 35.1 73.4 Mean 94.1
Total 68,569 58,503 730,593 382,245 6,086

Below detection limit

References: a. Van Gemert [50], b. Nagata [26], c. Devos et al. [51], d. Ruth [52], e. Woodfield and Hall [53], f. Chemwatch [54], g. Evans et al. [55], h. U.S. Department of Labor [56], and i. Amoore and Hautala [57].

*

Mean similarity of mass spectra between actual experiment and library (NIST)

Table 7S.

Concentrations of reduced sulfur compounds (RSC) and ammonia measured separately by GC-PFPD and absorption photometry.

Order Compounds SRD-0 SRD-1 SRD-3 SRD-6 SRD-9 Thresholdsb (μg m−3) Reference
[A] Concentration (μg m−3)

1 Hydrogen sulfide 0.02a 0.02 0.02 0.02 0.02 24.8 Schiffman et al. [58]
2 Sulfur dioxide 0.03 0.03 0.03 0.03 0.03 1,635 Nagata [26]
3 Methanethiol 61.4 267 0.79 0.02 0.49 4.13 Iowa State University [59]
4 Dimethyl sulfide 0.02 3.83 0.91 0.02 0.02 7.60 Nagata [26]
5 Dimethyl disulfide 18.9 196 35.8 0.57 0.79 47.3 Schiffman et al. [58]
6 Ammonia 81.3 81.3 81.3 169 445 1,042 Nagata [26]
[B] Odor activity value (OAV: concentration/ threshold)

1 Hydrogen sulfide
2 Sulfur dioxide
3 Methanethiol 14.9 64.6 0.19 0.12
4 Dimethyl sulfide 0.50 0.12
5 Dimethyl disulfide 0.40 4.14 0.76 0.01 0.02
6 Ammonia 0.16 0.43
a

Values below detection limit are underlined (calculated as method detection limit)

Table 8S.

The basic statistics on threshold valuesa (n = 79) of VOC.

[A] Number of contrasting sources for the VOC with odor thresholds

No. of sources for odor thresholds 0 (no data) 1 2 3 4 Total
No. of VOC 73 35 31 12 1 152

[B] The basic statistics of threshold values of VOCs (n = 79)

Statistical parameter Mean SD CV b Minimum Maximum Median Sum

Minimum 1,929 8,272 429 0.058 69,896 28 152,379
Maximum 7,576 19,199 253 0.088 84,140 227 598,518
Geo mean 3,077 9,552 310 0.088 69,896 123 243,085

a

We determined the 79 threshold values out of the 147 VOCs detected from strawberry samples from previous studies(references from Table 5S)

b

CV (coefficient of variation) = SD/mean × 100

Table 9S.

Log normal relationship between different types of odor threshold (ppbv) and molecular weight to assess the odor strength patterns of strawberry volatiles.

Groups A. Ester B. Alcohol C. Aldehyde D. Ketone Sum of all groups b





All data Optimal fit a All data All data Optimal fit All data Optimal fit All data Optimal fit
Number of data (n = 31) (n = 28) (n = 14) (n = 9) (n = 6) (n = 8) (n = 6) (n = 62) (n = 54)
[A] Slope c

Min −0.0237 −0.0336 −0.0357 −0.0043 −0.0086 −0.0152 −0.0171 −0.0222 −0.0256
Max −0.0296 −0.0406 −0.0507 −0.0161 −0.0187 −0.0253 −0.0366 −0.0351 −0.0415
Geo mean −0.0263 −0.0367 −0.0432 −0.0098 −0.0142 −0.0197 −0.0268 −0.0286 −0.0329

[B] R2

Min 0.1511 0.2842 0.5048 0.0231 0.4825 0.1360 0.3959 0.2171 0.2897
Max 0.1906 0.3363 0.8397 0.4396 0.8833 0.2113 0.9237 0.4260 0.5743
Geo mean 0.1743 0.3188 0.7164 0.1934 0.8730 0.1885 0.6547 0.3384 0.4473

[C] p-value

Min 3.07E-02 3.49E-03 4.40E-03 6.96E-01 1.26E-01 3.69E-01 1.81E-01 1.35E-04 2.69E-05
Max 1.41E-02 1.22E-03 4.12E-06 5.16E-02 5.32E-03 2.52E-01 2.24E-03 9.00E-09 3.26E-11
Geo mean 1.94E-02 1.75E-03 1.35E-04 2.36E-01 6.33E-03 2.82E-01 5.12E-02 7.10E-07 3.25E-08
a

After excluding outlying data points

b

Sum of the four major VOC groups (Ester, Alcohol, Aldehyde, and Ketone)

c

Results of linear regression analysis between odor threshold and molecular weights: for this comparison, results are compared between minimum, maximum, and geometric mean of threshold values available from previous studies

Figure 1S.

Figure 1S

The linear regression analysis between the response factors (RF) and effective carbon number (ECN) for each atom and function group (e.g., C, H, O, >C=O, -O-, and -CH3).

Figure 2S.

Figure 2S

Photographs showing strawberry samples in impinge.

Figure 3S.

Figure 3S

Relationship between Σodor activity values (OAV) and dilution-to-threshold (D/T) ratio.

Conflict of Interest

The authors declare no conflict of interest.

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