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. 2020 Sep 16;7(9):200688. doi: 10.1098/rsos.200688

Table 3.

Biodegradation product of Congo red by MnP, LiP and Lac, as obtained through GC-MS analysis (50 mg l−1 Congo red) (combined: LiP + MnP + Lac); not all metabolites are shown.

number metabolite molecular weight retention time (min) chemical formula catalytic system
1 l-proline, N-allyloxycarbonyl-, tetradecyl ester 395.303 38.892 C23H41NO4 LiP, combined
2 bis(2-ethylhexyl) phthalate 390.303 35.599 C24H38O4 combined
3 9-octadecenamide, (Z)- 281.272 37.391 C18H35NO LiP, Lac
4 benzeneacetic acid, decyl ester 276.208 12.958 C18H28O2 Lac
5 pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(phenylmethyl)- 244.121 34.014 C14H16N2O2 LiP, MnP, Lac, combined
6 diphenylolpropane 228.115 31.834 C15H16O2 Lac
7 pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(2-methylpropyl)- 210.136 27.429 C11H18N2O2 MnP, Lac
8 tryptophol 161.084 24.324 C10H11NO MnP, combined
9 diethyltrisulfide 153.994 25.508 C4H10S3 MnP, Lac
10 propanoic acid, 2-methyl-, butyl ester 144.115 5.164 C8H16O2 LiP
11 butanoic acid, 2-methylpropyl ester 144.115 5.209 C8H16O2 LiP, MnP
12 butanoic acid, butyl ester 144.115 5.985 C8H16O2 LiP, MnP, Lac
13 hexanoic acid, 2-oxo-, methyl ester 144.078 4.905 C7H12O3 MnP
14 2,2-dimethyl-3-heptanone 142.135 4.808 C9H18O MnP
15 3,5-dimethyl-4-heptanone 142.135 4.782 C9H18O combined
16 benzeneacetic acid 136.052 12.473 C8H8O2 LiP, MnP, Lac, combined
17 4-methyl-2-oxovaleric acid 130.063 4.84 C6H10O3 LiP, combined
18 nonane 128.157 3.436 C9H20 MnP, combined
19 phenylethyl alcohol 122.073 8.767 C8H10O LiP, MnP, Lac, combined
20 propanoic acid, 3-(methylthio)- 120.025 8.592 C4H8O2S combined
21 p-xylene 106.678 3.889 C8H10 LiP, MnP, Lac, combined
22 o-xylene 106.678 4.213 C8H10 LiP, MnP, Lac, combined
23 ethylbenzene 106.078 3.792 C8H10 LiP, MnP, Lac, combined
24 butanoic acid, 3-methyl- 102.068 3.838 C5H10O2 LiP, MnP, combined
25 butanoic acid, 2-methyl- 102.068 4.458 C5H10O2 MnP, Lac, combined