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. 2023 Oct 11;14:1252196. doi: 10.3389/fpls.2023.1252196

Table 2.

Polar lipids putatively identified in fresh and roasted “Nocciola Piemonte” extracts by using a RP-C4 column for the chromatographic separation.

Compound Rt (min) Molecular
Formula
[M-H]- [(M+FA)-H]- Error
(ppm)
Characteristic product ions NPR NPF
72 l-PG (16:0) 12.57b C22H45O9P 483.2722 -1.29 391, 255, 245, 227, 153 +
73 l-PA (18:2) 12.88b C21H39O7P 433.2349 -0.11 415, 279, 153, 135 + +
74 l-PG (16:0) 12.93b C22H45O9P 483.2722 0.86 391, 255, 245, 227, 153 + +
75 l-PG (18:1) 13.29b C24H47O9P 509.2874 -0.03 417, 281, 245, 227, 153 + +
76 l-PG (18:1) 13.54b C24H47O9P 509.2870 -0.86 417, 281, 245, 227, 153 + +
77 l-PA (18:2) 13.59b C21H39O7P 433.2350 0.12 415, 279, 153, 135 + +
78 l-PA (18:1) 13.75b C21H41O7P 435.2500 -1.42 417, 281, 153, 135 +
79 l-PA (16:0) 14.06b C19H39O7P 409.2359 2.21 391, 255, 153 +
80 l-PA (18:1) 14.67b C21H41O7P 435.2504 -0.43 417, 281, 153, 135 +
81 PI (18:2-1O;16:0) 19.78a C43H79O14P 849.5112 -1.34 831, 687, 593, 553, 431, 391, 315, 295, 255, 241 + -
82 PI (18:2-1O;18:1) 20.50a C45H81O14P 875.5273 -0.84 857, 713, 611, 593, 579, 431, 417, 315, 295, 281 +
83 PI (18:1;18:2-1O) 22.29a C45H81O14P 875.5299 2.16 713, 611, 593, 579, 431, 417, 315, 297, 295, 281 +
84 PI (18:2;16:1) 23.67a C43H77O13P 831.5022 0.49a 577, 569, 551, 389, 297, 279, 253, 241 + +
85 PI (18:3; 16:0) 23.73a C43H77O13P 831.5030 1.46 575, 389, 277, 255, 241 + +
86 PI (18:2;18:2) 24.34a C45H79O13P 857.5177 0.26 595, 577, 433, 415, 315, 297, 279, 241 + +
87 GlcCer (d18:2; h16:0) 24.76a C40H75O9N 712.5353 -0.74 550, 532, 271, 225; MS3(550): 532, 314, 312, 296, 271, 270, 253, 235, 225 + +
88 PI (16:0;18:2) 25.48a C43H79O13P 833.5174 -0.09 595, 577, 571, 553, 415, 391, 315, 297, 279, 255, 241 + +
89 PI (18:1;18:2) 26.63a C45H81O13P 859.5334 0.35 597, 595, 579, 577, 435, 417, 315, 297, 281, 279, 241 + +
90 PI (16:0;18:1) 28.08a C43H81O13P 835.5334 0.41 673, 579, 571, 553, 417, 391, 315, 297, 281, 255, 241 + +
91 GlcCer (d18:2; h18:0) 28.86a C42H79O9N 740.5677 0.86 578, 560; MS3(578): 560, 530, 342, 340, 324, 299, 298, 281, 253 + +
92 PI (18:1;18:1) 29.48a C45H83O13P 861.5492 0.53 699, 597, 579, 435, 417, 315, 297, 281, 241 + +
93 PE (18:2; 18:2) 29.85a C41H74O8NP 738.5078 1.36 476, 458, 279 + +
94 SQDG (16:0; 18:1) 30.83a C43H80O12S 819.5277 -1.18 563, 555, 537, 281, 255; MS3(563): 545, 519, 299, 225 + +
95 SQDG (18:1; 18:1) 32.33a C45H82O12S 845.5431 -1.46 581, 563, 281; MS3(563): 299, 225 + +
96 PG (16:0;18:2) 31.35a C40H75O10P 745.5005 -1.15 671, 507, 489, 483, 465, 415, 391, 279, 255, 227 + +
97 PE (16:0; 18:2) 31.81a C39H74O8NP 714.5075 0,92 476, 458, 452, 434, 279, 255 + +
98 PG (18:1;18:2) 32.80a C42H77O10P 771.5182 1.42 697, 509, 507, 491, 489, 417, 415, 281, 279, 245 + +
99 PI (18:0;18:1) 32.90a C45H85O13P 863.5647 0,36 599, 581, 437, 419, 315, 297, 283, 281, 241 + +
100 PE (18:2; 18:1) 33.11a C41H76O8NP 740.5232 0,99 478, 476, 460, 458, 281, 279 + +
101 PC (18:2;18:2) 34.24a C44H80O8NP 826.5597 0.52 766, 504, 279 + +
102 PG (16:0;18:1) 34.76a C40H77O10P 747.5176 0.69 673, 509, 491, 483, 465, 417, 391, 281, 255, 245, 227 + +
103 PE (16:0; 18:1) 35.18a C39H76O8NP 716.5234 1,25 452, 434, 391, 281, 255 + +
104 SQDG (18:0; 18:1) 35.95a C45H84O12S 847.5591 -0.98 565, 563, 283, 281; MS3(563): 225 + +
105 PG (18:1;18:1) 36.31a C42H79O10P 773.5339 1.50 699, 509, 491, 435, 417, 281, 227 + +
106 PC (16:0;18:2) 36.57a C42H80O8NP 802.5600 0.92 742, 504, 480, 279, 255 + +
107 PE (18:1; 18:1) 36.68a C41H78O8NP 742.5391 1,33 486, 478, 460, 281 + +
108 PA (18:2;18:2) 37.96b C39H69O8P 695.4647 0.13 433, 415, 279 +
109 PC (18:2;18:1) 37.98a C44H82O8NP 828.5746 -0.39 768, 506, 504, 488, 486, 281, 279 + +
110 PA (18:1;18:2) 40.45b C39H71O8P 697.4814 1.57 435, 433, 417, 415, 281, 279 + +
111 PA (16:0;18:2) 40.82b C37H69O8P 671.4647 0.04 433, 415, 409, 391, 279, 255 - +
112 PC (16:0;18:1) 40.99a C42H82O8NP 804.5750 0.12 744, 488, 480, 462, 281, 255 + +
113 PC (18:1;18:1) 42.55a C44H84O8NP 830.5911 0.60 770, 506, 488, 281 + +
114 PA (16:0;18:1) 45.71b C37H71O8P 673.4810 1.01 435, 417, 409, 391, 281, 255 + +
115 PA (18:1;18:1) 46.84b C39H73O8P 699.4966 1.01 435, 417, 281 + +
116 PA (18:1;20:2) 49.31b C41H75O8P 725.5107 -0.84 461, 443, 417, 307, 281 +
117 PC (18:1;18:0) 49.59a C44H86O8NP 832.6050 -1.41 772, 508, 283 + +
118 PA (18:1;18:0) 50.82b C39H75O8P 701.5110 -0.59 437, 419, 417, 283, 281 +
119 PA (18:1;20:1) 52.42b C41H77O8P 727.5267 -0.56 463, 445, 417, 309, 281 +

aderived by LC-HRMS analysis of NPR on Symmetry C4 column in negative ion mode; bderived by LC-HRMS analysis of NPF on Symmetry C4 column in negative ion mode.

In GlcCer nomenclature, the 2-hydroxylated fatty acids are indicated by the letter “h” added to their lipid number (i.e., h16:0).

+: metabolites present in the extract; -: metabolites absent in the extract. The 18-carbon hydroxylated acyl chain is abbreviated as 18:2-1O to indicate two double bond equivalent and one oxygen atom beyond the carbonyl group.