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. 2021 Aug 18;11:100127. doi: 10.1016/j.fochx.2021.100127

Table 3.

Volatile chemical compounds tested in Maillard reaction products generated by disparate sugars.

Compounds RI Amouts (ng/g)
R-MRPs X-MRPs G-MRPs F-MRPs
Furans 2238.7 ± 67.9b 2374.1 ± 96.2b 1788.4 ± 60.8c 2512.2 ± 47.9a
2-methyl-furan —— ND 134.7 ± 23.0 33.3 ± 18.4 ND
3-methyl-furan —— 90.6 ± 14.1 70.4 ± 17.2 ND ND
2-ethyl-furan 738 ND ND 88.6 ± 8.6 68.4 ± 18.2
Furfural 833 1341.2 ± 94.8 1212.6 ± 151.8 ND ND
2-acetyl furan 928 ND ND 618.7 ± 85.8 1034.3 ± 10.2
2-pentyl-furan 1014 126.3 ± 19.8b 134.5 ± 27.5b 223.7 ± 35.6a 209.3 ± 47.3a
trans-2-(2-Pentenyl) furan 1021 ND 85.3 ± 9.4 ND 90.5 ± 12.5
(E)-2-(1-pentenyl)-furan 1074 98.8 ± 16.3 ND 78.7 ± 6.8 ND
4,7-dimethyl-Benzofuran 1233 295.1 ± 17.2d 472.7 ± 60.5b 500.2 ± 53.4a 377.6 ± 21.8c
(E)-2,2′-(1,2-ethenediyl) bis-furan 1339 161.9 ± 1.5 128.2 ± 2.9 ND ND
2(3H)-Furanone, dihydro-5-methyl-5-phenyl- 1378 124.8 ± 12.7c 135.7 ± 14.8c 245.2 ± 26.3b 732.1 ± 37.3a
Thiophenes 894.1 ± 21.7d 1274.8 ± 76.8c 3299.6 ± 97.1a 2363.3 ± 55.3b
3-methyl-thiophene 804 21.2 ± 3.2c 28.5 ± 4.5b 23.7 ± 2.5c 34.7 ± 9.2a
Thiophene, 2-ethyl- 889 ND ND 103.2 ± 17.3 85.6 ± 13.7
Thiophene, 2,3-dimethyl- 893 ND ND 3. 7 ± 1.6 ND
Thiophene, 2,5-dimethyl- 895 ND ND ND 405.6 ± 23.6
2-Thiophenecarboxaldehyde 1013 19.5 ± 2.9d 112.8 ± 14.1c 236.6 ± 24.7b 312.8 ± 21.8a
Ethanone, 1-(3-thienyl)- 1102 ND ND 58.2 ± 11.4 118.5 ± 22.1
3-Methyl-2-thiophenecarboxaldehyde 1134 490.1 ± 32.9c 613.9 ± 61.8b 1543.7 ± 147.2a 647.3 ± 64.9b
Thiophene,2-(1,1-dimethylethoxy)-5-methyl_ 1308 327.7 ± 42.5d 519.6 ± 62.4c 1392.4 ± 106.8a 758.8 ± 83.9b
5-Methylthiophen-3-ylamine 1590 35.6 ± 9.5 ND ND ND
Thiazoles ND 28.1 ± 6.2 ND ND
4(5H)-Thiazolone, 2-imino- 984 ND 28.1 ± 5.4 ND ND
Thiols 1712.2 ± 142.3b 3497.4 ± 78.5a 91.6 ± 20.4c 41.6 ± 6.9d
2-Pentanethiol 809 ND ND 56.1 ± 5.4 ND
2-Methyl-3-furanthiol 895 221.6 ± 15.3 121.2 ± 9.3 ND ND
2-methyl-3-Pentanethiol 906 42.3 ± 3.1b 59.6 ± 9.5a 22.6 ± 3.1c 26.7 ± 2.5c
2-Furfurylthiol 921 1418.9 ± 27.4 3295.5 ± 34.9 ND ND
2-Thiophenemethanethiol 1074 29.4 ± 7.3a 21.1 ± 4.3b 12.9 ± 2.1c 14.9 ± 5.1c
Sulfur substituted furans 478.4 ± 27.3b 676.9 ± 45.1a 34,0.5 ± 5.9d 171.3 ± 11.2c
Furfuryl sulfide 1452 185.3 ± 13.7a 131.6 ± 19.1b 34.5 ± 2.9c 27.4 ± 3.2c
2-[(methyldithio)methyl]-Furan 1567 86.6 ± 7.1 197.9 ± 14.6 ND ND
Bis(2-furfuryl) disulfide 1699 206.5 ± 17.8b 347.4 ± 27.5a ND 143.9 ± 14.8c
Aliphatic sulfur compounds
Diisopropyl sulfide 912 21.2 ± 1.4b 44.7 ± 3.9a 15.2 ± 4.2c 13.6 ± 3.2c
Nitrogen containing compounds
Pyrazines 473.4 ± 27.4a 362.8 ± 13.2b 258.2 ± 23.1c 67.1 ± 11.3d
2-methyl pyrazine 842 47.6 ± 3.6b 42.9 ± 7.3c 56.7 ± 6.4a 47.8 ± 6.8b
Pyrazine,2-ethyl-3,5-dimethyl- 937 425.8 ± 47.3a 319.9 ± 24.5b 201.5 ± 34.4c 19.3 ± 4.3d
Pyridines and pyrimidines 214.7 ± 21.2a 211.8 ± 25.3a 65.7 ± 18.2c 83.7 ± 17.3b
4-Hydroxypyridine 969 ND ND 65.6 ± 10.5 83.3 ± 15.4
2,5-dimethoxy-pyrimidine 1213 214.7 ± 10.3 211.4 ± 38.2 ND ND
Oxygen containing compounds
Ketones 521.9 ± 77.2d 579.3 ± 36.7c 703.3 ± 135.5b 754.1 ± 49.3a
Acetone 797 14.6 ± 47.4d 16.9 ± 6.4c 21.4 ± 3.9b 27.7 ± 4.1a
2-Butanone 875 47.4 ± 10.2d 58.5 ± 14.8c 74.1 ± 13.6a 67.4 ± 12.9b
2-Pentanone 967 38.3 ± 5.9b 45.9 ± 10.2a 12.7 ± 3.8c 16.4 ± 2.9c
2-Heptanone 911 27.4 ± 6.3c 36.1 ± 6.4c 289.5 ± 43.7b 341.2 ± 62.2a
4-Methoxy-2(1H)-quinolone 1017 24.5 ± 5.4c 32.2 ± 6.7c 127.9 ± 24.7a 91.2 ± 18.4b
4-Hydroxy-2-methylacetophenone 1292 ND ND 62.5 ± 10.3 73.4 ± 13.5
4-Hydroxy-3-methylacetophenone 1292 111.7 ± 23.6 105.9 ± 21.9 ND ND
Ethanone,1-(2-hydroxy-5-methylphenyl)- 1292 72.2 ± 13.7 115.7 ± 34.7 ND ND
Ethanone,1-(2-hydroxy-4-methoxyphenyl)- 1351 11.6 ± 3.4c 15.7 ± 2.5b ND 24.8 ± 4.6a
2(3H)-Furanone, dihydro-5-methyl-5-phenyl- 1438 174.2 ± 37.1a 152.4 ± 29.7b 91.4 ± 10.4d 112 ± 15.2c
Ethanone,1-(2-hydroxy-5-methoxyphenyl)- 1457 ND ND 23.8 ± 3.0 ND
Alcohols 969.2 ± 146.2d 1063.7 ± 208.7c 1320.8 ± 241.6b 1456.8 ± 317.8a
.alpha-Terpineol 637 15.5 ± 3.2d 208.9 ± 29.5b 173.2 ± 30.2c 204.6 ± 38.8a
1-Butanol 705 39.5 ± 15.3b 34.2 ± 6.2c 46.1 ± 9.5a 42.5 ± 7.3a
Eucalyptol 1051 116.7 ± 19.4c 113.8 ± 20.5c 282.2 ± 14.3b 318.6 ± 45.9a
1-Octanol 1091 14.4 ± 3.8c 11.5 ± 3.9c 103.5 ± 19.5b 183.4 ± 28.5a
(2,4,6-Trimethylcyclohexyl) methanol 1156 107.2 ± 17.4c 128.6 ± 20.1b 92.1 ± 18.5c 174.8 ± 30.2a
4-(1-methylethenyl)-1-cyclohexene-1-methanol 1372 491.4 ± 95.3a 395.1 ± 63.1b 371.8 ± 78.4b 349.5 ± 10.4c
3,7-dimethyl-1, 6-octadien-3-ol 1438 184.5 ± 4.5b 171.6 ± 12.5c 251.9 ± 11.9a 183.4 ± 19.4b
Esters 47.5 ± 4.4c 63.1 ± 3.6b 67.7 ± 11.4b 75.9 ± 14.8a
Ethanethioic acid,S-(2-furanylmethyl) ester 1422 47.5 ± 7.4 63.1 ± 11.7 ND ND
i-Propyl tricosanoate 1692 ND ND 19.2 ± 5.9 23.6 ± 4.9
Methyl salicylate 1210 ND ND 48.5 ± 7.3 52.3 ± 9.3
Aldehydes 964.5 ± 132.5b 1012.3 ± 203.4a 690.2 ± 121.4c 582.7 ± 105.5d
Benzaldehyde 975 609.9 ± 81.7b 656.9 ± 66.2a 415.9 ± 78.4c 349.4 ± 46.3d
Nonanal 1121 43.7 ± 6.74b 58.3 ± 9.46a 28.2 ± 5.8c 31.6 ± 5.9c
Decanal 1222 54.2 ± 12.4a 26.7 ± 4.8c 31.6 ± 9.6b ND
Benzene,2,4-pentadiynyl- 1254 127.7 ± 21.7a 92.8 ± 12.4b ND 13.9 ± 7.8c
Benzaldehyde, 4-ethoxy- 1249 ND ND 21.3 ± 4.8 25.7 ± 5.8
Benzaldehyde, 4-methoxy- 1267 16.9 ± 4.8c 9.5 ± 3.7d 31.6 ± 7.3a 28.2 ± 5.3b
Cinnamaldehyde, (E)- 1282 43.7 ± 7.4c 28.6 ± 4.9d 62.2 ± 11.5a 54.6 ± 11.3b
2-Propenal, 3-phenyl- 1284 56.1 ± 7.4a 46.4 ± 9.4b 15.8 ± 4.3c 17.9 ± 4.7c
Hexadecanal,2-methyl- 1905 12.3 ± 1.1d 93.1 ± 7.5a 83.6 ± 5.3b 61.4 ± 1.8c
Carboxylic acids
Benzoic acid 1198 95.7 ± 14.5b 92.9 ± 18.4b 159.6 ± 29.4a 42.8 ± 6.9c

Note: ND indicated not detected; Means within different letters were significantly (p < 0.05) different on the same line.