Table 1.
Fragmentation ions revealed by LC/ESI(–)-MS/MS product ion scan analyses of metabolites produced from the biotransformation of benzo[k]fluoranthene by strain KK22
| Parent ion [M – H]− | tRa (min) | CIDb (eV) | Diagnostic fragments from product ion scan analyses (% relative intensity) | Identity assignment |
|---|---|---|---|---|
| 315 | 5.8 | 8 | 315 (M−, 100), 297 (M− – H2O, 2), 283 (5), 279 (M− – 2H2O, 5), 271 (M− – CO2, 84) 245 (M− – CO2 – C2H2, 17), 227 (M− – 2CO2, 43) | 8-Carboxyfluoranthenyl-9-propenic acid |
| 265 | 5.1 | 20 | 265 (M−, 61), 221 (M− – CO2, 11), 193 (M− – CO2 – CO, 50), 175 (M− – CO2 – CO – H2O, 17), 165 (M− – CO2 – 2CO, 3), 97 (HC4O3−, 100) | 3-(2-Formylacenaphthylen-1-yl)-2-hydroxy-prop-2-enoic acid |
| 261 | 8.0 | 20 | 261 (M−, 3), 217 (M− – CO2, 100), 199 (M− – CO2 – H2O, 0.1), 189 (M− – CO2 – CO, 1), 173 (1) | 9-Hydroxy-fluoranthene-8-carboxylic acid |
| 239 | 3.6 | 8 | 239 (M−, 100), 195 (M− – CO2, 95), 151 (M− – 2CO2, 53) | Acenaphthylene-1,2-dicarboxylic acid |
| 229 | 5.6 | 8 | 229 (M−, 100), 215 (2), 197 (M− – CH3OH, 15)c, 185 (M− – CO2, 13), 171 (5), 157 (M− – CO2 – CO, 77), 127 (6) | 1,8-Naphthalic anhydrided |
| 223 | 4.7 | 20 | 223 (M−, 4), 179 (M− – CO2, 100), 151 (M− – CO, 91) | 2-Formylacenaphthylene-1-carboxylic acide |
| 171 | 6.5 | 8 | 171 (M−, 100), 153 (M− – H2O, 7), 127 (M− – CO2, 8) | 1-Naphthoic acidd |
a
tR, retention time.
b
Collision-induced dissociation energy.
c
The product corresponding to [M – H]− = 229 was detected as its methanol adduct.
d
Products were detected from benzo[k]fluoranthene, fluoranthene and acenaphthylene biotransformation.
e
Product was detected from benzo[k]fluoranthene and fluoranthene biotransformation.