Table 2.

Fragmentation ions revealed by LC/ESI(–)-MS/MS product ion scan analyses of metabolites produced from the biotransformation of fluoranthene and acenaphthylene by strain KK22

Parent ion [M – H]−	tRa (min)	CIDb (eV)	Diagnostic fragments from product ion scan analyses (% relative intensity)	Identity assignment
265	3.6	8	265 (M−, 23), 221 (M− – CO2, 3), 193 (M− – CO2 – CO, 100), 177 (C14H9, 2), 165 (M− – CO2 – 2CO, 1), 151 (M− – M− – CO2 – CO – H2O – C2H2, 1)	2-Hydroxyacenaphthylenyl-2-oxo-but-3-enoic acid
239	3.0	20	239 (M−, 71), 223 (M− – H2O, 47), 211 (M− – CO, 72), 195 (M− – CO2, 100), 179 (M− – H2O – CO2, 54), 167 (M− – CO2 – CO, 70), 139 (M− – CO2 – 2CO, 64)	2-Hydroxyacenaphthylenyl-2-oxo-acetic acid
229	5.6	8	229 (M−, 53), 215 (3), 197 (M− – CH3OH, 13)c, 185 (M− – CO2, 12), 171 (2), 157 (M− – CO2 – CO, 100), 127 (10)	1,8-Naphthalic anhydrided
223	4.3	20	223 (M−, 12), 179 (M− – CO2, 100), 151 (M− – CO, 59)	2-Formylacenaphthylene-1-carboxylic acide
207	3.5	20	207 (M−, < 0.1), 179 (M− – CO, 90), 151 (M− – 2CO, 100)	Acenaphthylene-1,2-dicarbaldehyde
195	3.4	20	195 (M−, 100), 177 (M− – H2O, 8), 167 (M− – CO, 52), 151 (M− – CO – H2O, 7)	2-Hydroxyacenaphthylene-1-carbaldehyde
171	6.4	8	171 (M−, 100), 153 (M− – H2O, 5), 127 (M− – CO2, 15)	1-Naphthoic acidd
229f	5.6	8	229 (M−, 100), 215 (6), 197 (M− – CH3OH, 39), 185 (M− – CO2, 81), 171 (23), 157 (M− – CO2 – CO, 55), 127 (6)	1,8-Naphthalic anhydrided
171f	6.2	8	171 (M−, 94), 153 (M− – H2O, 1), 127 (M− – CO2, 100)	1-Naphthoic acidd

^at_R, retention time.

^bCollision-induced dissociation energy.

^cThe product corresponding to [M – H]⁻ = 229 was detected as its methanol adduct.

^dProducts were detected from benzo[k]fluoranthene, fluoranthene and acenaphthylene biotransformation.

^eProduct was detected from benzo[k]fluoranthene and fluoranthene biotransformation.

^fData are for products from acenaphthylene biotransformation.