Table 1.
Identification and relative concentration of triacylglycerols in five berry seed oils.
| RT(min) | Mass ([M + NH4]+) | Molecular Formula | Possible Structure | UB | TAG Composition (g/100 g TAGs) | ||||
|---|---|---|---|---|---|---|---|---|---|
| Blackberry | Red Raspberry | Black Raspberry | Blueberry | Cranberry | |||||
| 4.46 | 816.7073 | C51H90O6 | LaLL | 4 | 0.04 b ± 0.00 | 0.06 c ± 0.01 | 0.04 b ± 0.00 | 0.01 a ± 0.00 | 0.01 a ± 0.00 |
| 4.81 | 840.7066 | C53H90O6 | MLnLn | 6 | 0.06 a ± 0.01 | 0.13 b ± 0.02 | 0.23 c ± 0.00 | 0.09 a ± 0.00 | 0.07 a ± 0.00 |
| 4.99 | 842.7233 | C53H92O6 | MLLn | 5 | 0.20 a ± 0.02 | 0.36 c ± 0.03 | 0.44 d ± 0.02 | 0.27 b ± 0.01 | 0.20 a ± 0.02 |
| 5.17 | 844.7394 | C53H94O6 | MLL | 4 | 0.44 c ± 0.03 | 0.43 c ± 0.01 | 0.39 b ± 0.01 | 0.34 b ± 0.02 | 0.16 a ± 0.01 |
| 5.23 | MOLn | nd | nd | nd | nd | 0.12 a ± 0.01 | |||
| 5.44 | 846.7556 | C53H96O6 | MOL | 3 | 0.04 b ± 0.00 | 0.01 a ± 0.00 | 0.01 a ± 0.00 | 0.05 b ± 0.00 | 0.04 b ± 0.00 |
| 6.05 | 848.7701 | C53H98O6 | PLP | 2 | 0.09 b ± 0.00 | 0.04 a ± 0.00 | 0.03 a ± 0.00 | 0.04 a ± 0.00 | 0.03 a ± 0.00 |
| 6.40 | 850.7859 | C53H100O6 | POP | 1 | 0.07 b ± 0.00 | 0.03 ab ± 0.00 | 0.01 a ± 0.00 | 0.06 b ± 0.00 | 0.04 ab ± 0.00 |
| 4.88 | 854.7233 | C54H92O6 | PeLLn | 6 | 0.03 a ± 0.00 | 0.09 c ± 0.01 | 0.05 b ± 0.00 | 0.02 a ± 0.00 | 0.06b ± 0.00 |
| 5.23 | 868.7403 | C55H94O6 | PoLnL | 6 | 0.62 a ± 0.02 | 0.84 b ± 0.05 | 0.62 a ± 0.03 | 0.64 a ± 0.02 | 0.56 a ± 0.04 |
| 5.59 | PLnLn | 0.57 c ± 0.03 | 0.49 b ± 0.01 | 0.29 a ± 0.01 | 1.29 d ± 0.02 | 1.75 e ± 0.04 | |||
| 5.76 | 870.7551 | C55H96O6 | PLLn | 5 | 1.08 b ± 0.01 | 1.02 b ± 0.09 | 0.73 a ± 0.01 | 1.88 c ± 0.02 | 2.21 d ± 0.07 |
| 5.44 | PoLL | 0.42 c ± 0.01 | 0.16 b ± 0.00 | 0.09 a ± 0.00 | 0.17 b ± 0.01 | nd | |||
| 5.94 | PLL | 2.45 c ± 0.04 | 1.24 a ± 0.16 | 1.19 a ± 0.01 | 1.49 b ± 0.30 | 1.22 a ± 0.08 | |||
| 6.08 | 872.7703 | C55H98O6 | POLn | nd | 0.54 b ± 0.00 | 0.43 a ± 0.01 | 1.62 c ± 0.03 | 2.05 d ± 0.03 | |
| 6.30 | 874.7861 | C55H100O6 | POL | 5 | 1.84 c ± 0.04 | 1.28 b ± 0.08 | 1.02 a ± 0.03 | 2.09 d ± 0.02 | 1.79 c ± 0.12 |
| 7.04 | 876.8019 | C55H102O6 | LPS | 2 | 0.43 c ± 0.00 | 0.17 ab ± 0.01 | 0.13 a ± 0.00 | 0.22 b ± 0.01 | 0.13 a ± 0.00 |
| 6.65 | POO | 0.49 b ± 0.01 | 0.29 a ± 0.02 | 0.18 a ± 0.01 | 1.33 c ± 0.01 | 1.51 d ± 0.04 | |||
| 7.47 | 878.8129 | C55H104O6 | POS | 1 | 0.29 b ± 0.01 | nd | nd | 0.29 b ± 0.02 | 0.13 a ± 0.01 |
| 5.33 | 890.7241 | C55H96O6 | LnLnLn | 9 | 5.02 a ± 0.12 | 7.36 c ± 0.19 | 8.85 d ± 0.21 | 6.72 b ± 0.07 | 6.35 b ± 0.17 |
| 5.52 | 892.7397 | C57H92O6 | LnLnL | 8 | 8.51 a ± 0.12 | 9.04 ab ± 0.74 | 9.95 b ± 0.49 | 8.41 a ± 0.30 | 8.41 a ± 0.55 |
| 5.70 | 894.7553 | C57H96O6 | LLLn | 7 | 8.66 b ± 0.15 | 9.67 c ± 0.56 | 11.67 d ± 0.42 | 9.71 c ± 0.11 | 7.87 a ± 0.24 |
| 6.44 | 896.7697 | C57H98O6 | LnSLn | 6 | 1.04 a ± 0.06 | 1.45 b ± 0.27 | 1.43 b ± 0.07 | 1.08 a ± 0.01 | 0.90 a ± 0.06 |
| 5.91 | LLL | 8.24 c ± 0.10 | 6.89 b ± 0.28 | 9.87 d ± 0.33 | 4.13 a ± 0.01 | nd | |||
| 6.05 | LOLn | 4.57 a ± 0.27 | 6.03 bc ± 0.32 | 5.56 b ± 0.37 | 6.33 c ± 0.14 | 10.65 d ± 0.10 | |||
| 6.19 | 898.7862 | C57H100O6 | OLL | 5 | 12.31 c ± 0.24 | 14.97 d ± 0.42 | 11.89 c ± 0.49 | 8.11 b ± 0.21 | 7.37 a ± 0.16 |
| 6.68 | LSLn | 2.75 ab ± 0.04 | 3.58 c ± 0.08 | 3.41 c ± 0.35 | 2.99 b ± 0.02 | 2.56 a ± 0.03 | |||
| 6.36 | OOLn | nd | nd | nd | 4.66 a ± 0.10 | 6.08 b ± 0.38 | |||
| 6.58 | 900.8047 | C57H102O6 | LOO | 4 | 5.40 a ± 0.12 | 6.79 b ± 0.13 | 5.41 a ± 0.18 | 9.54 c ± 0.14 | 11.64 d ± 0.27 |
| 7.07 | SOLn | nd | nd | nd | 3.39 b ± 0.21 | 2.91 a ± 0.15 | |||
| 6.9 | SLL | 5.39 d ± 0.09 | 5.60 d ± 0.20 | 4.13 c ± 0.16 | 3.12 b ± 0.22 | 2.03 a ± 0.00 | |||
| 7.32 | 902.8221 | C57H104O6 | SOL | 3 | 3.90 b ± 0.09 | 2.51 a ± 0.14 | nd | 4.26 c ± 0.07 | 4.00 bc ± 0.14 |
| 6.94 | OOO | nd | nd | nd | 4.35 a ± 0.11 | 6.54 b ± 0.16 | |||
| 7.32 | SLO | nd | nd | 1.55 a ± 0.16 | nd | nd | |||
| 8.21 | 904.8322 | C57H106O6 | SSL | 2 | 0.81 c ± 0.02 | 0.23 b ± 0.01 | 0.15 a ± 0.00 | 0.17 a ± 0.01 | nd |
| 7.78 | OOS | 1.18 c ± 0.04 | 0.32 b ± 0.01 | 0.18 a ± 0.00 | 2.32 e ± 0.03 | 1.70 d ± 0.03 | |||
| 8.74 | 906.8494 | C57H108O6 | SSO | 1 | 0.26 c ± 0.01 | 0.05 a ± 0.00 | nd | 0.12 b ± 0.00 | 0.07 a ± 0.00 |
| 6.79 | 924.8030 | C59H108O6 | LLF | 0.53 c ± 0.01 | 0.39 b ± 0.04 | 0.81 d ± 0.08 | 0.16 a ± 0.01 | 0.43 bc ± 0.03 | |
| 7.00 | LnLG | 0.61 b ± 0.04 | 0.69 b ± 0.03 | 1.30 c ± 0.07 | 0.38 a ± 0.00 | 0.61 b ± 0.03 | |||
| 7.47 | LnLnA | 1.06 c ± 0.02 | 1.65 d ± 0.13 | 1.67 d ± 0.10 | 0.72 b ± 0.01 | 0.33 a ± 0.03 | |||
| 7.22 | 926.8173 | C59H104O6 | LLG | 5 | 2.29 d ± 0.13 | 1.23 b ± 0.12 | 1.78 c ± 0.04 | 0.69 a ± 0.06 | 1.31 b ± 0.05 |
| 7.39 | LnOG | nd | nd | nd | 0.30 a ± 0.03 | 0.71 b ± 0.04 | |||
| 7.75 | LnLA | 2.75 c ± 0.10 | 3.30 d ± 0.28 | 3.37 d ± 0.31 | 1.12 b ± 0.01 | 0.68 a ± 0.01 | |||
| 8.21 | 928.8326 | C59H106O6 | LnOA | 4 | nd | nd | nd | 0.57 b ± 0.03 | 0.42 a ± 0.03 |
| 7.64 | LOG | 1.59 b ± 0.11 | 1.02 a ± 0.08 | 1.04 a ± 0.12 | 0.97 a ± 0.04 | 1.59 b ± 0.07 | |||
| 8.03 | LLA | 5.11 e ± 0.05 | 3.35 d ± 0.20 | 3.09 c ± 0.37 | 0.94 b ± 0.03 | 0.48 a ± 0.03 | |||
| 8.10 | 930.848 | C59H108O6 | OOG | 3 | nd | nd | nd | nd | 0.62 a ± 0.01 |
| 8.53 | LOA | 2.25 d ± 0.04 | 1.06 c ± 0.10 | 0.83 b ± 0.03 | 0.87 b ± 0.06 | 0.51 a ± 0.01 | |||
| 9.06 | 932.8641 | C59H110O6 | OOA | 2 | 0.60 d ± 0.02 | 0.13 ab ± 0.01 | 0.09 a ± 0.00 | 0.24 c ± 0.00 | 0.18 b ± 0.00 |
| 9.63 | LSA | 0.49 d ± 0.02 | 0.12 b ± 0.01 | 0.09 b ± 0.00 | 0.03 a ± 0.00 | 0.02 a ± 0.00 | |||
| 8.71 | 942.8499 | C60H108O6 | OLHo | 4 | nd | nd | nd | 0.11 b ± 0.00 | 0.05 a ± 0.00 |
| 8.67 | LLHn | 0.33 a ± 0.01 | 0.31 a ± 0.03 | 0.31 a ± 0.01 | nd | nd | |||
| 8.71 | 952.8345 | C61H106O6 | LnLnB | 6 | 0.46 c ± 0.01 | 0.87 d ± 0.08 | 1.03 e ± 0.09 | 0.32 b ± 0.02 | 0.14 a ± 0.00 |
| 9.02 | LnLB | 1.11 c ± 0.05 | 1.41 d ± 0.17 | 1.65 d ± 0.23 | 0.47 b ± 0.02 | 0.20 a ± 0.01 | |||
| 9.37 | 956.864 | C61H110O6 | LLB | 4 | 1.59 e ± 0.02 | 0.93 c ± 0.12 | 1.13 d ± 0.13 | 0.24 b ± 0.01 | 0.12 a ± 0.00 |
| 9.59 | LnOB | nd | 0.23 b ± 0.03 | 0.23 b ± 0.00 | 0.13 a ± 0.00 | 0.09 a ± 0.00 | |||
| 9.95 | 958.8807 | C61H112O6 | LOB | 3 | 0.58 d ± 0.02 | 0.32 c ± 0.04 | 0.28 c ± 0.01 | 0.15 b ± 0.00 | 0.08 a ± 0.00 |
| 10.65 | 960.8965 | C61H114O6 | LSB | 2 | 0.16 b ± 0.01 | 0.05 a ± 0.00 | 0.04 a ± 0.00 | 0.04 a ± 0.00 | 0.04 a ± 0.00 |
| 10.16 | 970.8806 | C62H112O6 | LLT | 4 | 0.33 c ± 0.01 | 0.19 b ± 0.02 | 0.22 b ± 0.01 | 0.05 a ± 0.00 | 0.03 a ± 0.00 |
| 10.16 | 980.8647 | C63H110O6 | LnLnLi | 6 | 0.17 b ± 0.01 | 0.25 c ± 0.02 | 0.22 c ± 0.00 | 0.07 a ± 0.00 | 0.07 a ± 0.00 |
| 10.54 | 982.8818 | C63H112O6 | LnLLi | 5 | 0.30 b ± 0.01 | 0.43 c ± 0.02 | 0.43 c ± 0.01 | 0.07 a ± 0.00 | 0.08 a ± 0.00 |
| 11.01 | 984.8955 | C63H114O6 | LLLi | 4 | 0.43 c ± 0.01 | 0.33 b ± 0.02 | 0.39 bc ± 0.01 | 0.04 a ± 0.00 | 0.04 a ± 0.00 |
| 12.42 | 1010.9115 | C65H116O6 | LnLH | 5 | 0.03 b ± 0.00 | 0.09 c ± 0.01 | 0.09 c ± 0.00 | 0.01 a ± 0.00 | 0.02 a ± 0.00 |
TAGs, triacylglycerols; RT, retention time; UB, number of unsaturation; nd, not detectable; P, palmitic acid; M, myristic acid; O, oleic acid; S, stearic acid; L, linoleic acid; Ln, linolenic acid; G, gondoic acid; A, arachidic acid; B, behenic acid. X-X-Y, X-Y-X, X-X-X and X-Y-Z represent the structures of triacylglycerols; for example, SPO stands for the structure of 1/3-stearoyl-2-palmitoyl-1/3-oleoylglycerol. The relative concentration of each triacylglycerol is reported as gram of triacylglycerols/100 g of oil samples. Cranberry, red raspberry, black raspberry, blackberry and blueberry seed oils were analyzed in triplicates and results reported as mean ± standard deviation (SD). Different letters represent significant differences within a column (p < 0.05).