Identification of metabolites from the degradation of fluoranthene by Mycobacterium sp. strain PYR-1.
Mycobacterium sp. strain PYR-1, previously shown to extensively mineralize high-molecular-weight polycyclic aromatic hydrocarbons in pure culture and in sediments, degrades fluoranthene to 9-fluorenone-1-carboxylic acid. In this study, 10 other fluoranthene metabolites were isolated from ethyl acetate extracts of the culture medium by thin-layer and high-performance liquid chromatographic methods. On the basis of comparisons with authentic compounds by UV spectrophotometry and thin-layer chromatography as well as gas chromatography-mass spectral and proton nuclear magnetic resonance spectral analyses, the metabolites were identified as 8-hydroxy-7-methoxyfluoranthene, 9-hydroxyfluorene, 9-fluorenone, 1-acenaphthenone, 9-hydroxy-1-fluorenecarboxylic acid, phthalic acid, 2-carboxybenzaldehyde, benzoic acid, phenylacetic acid, and adipic acid. Authentic 9-hydroxyfluorene and 9-fluorenone were metabolized by Mycobacterium sp. strain PYR-1. A pathway for the catabolism of fluoranthene by Mycobacterium sp. strain PYR-1 is proposed.
Kelley
I
I
National Center for Toxicological Research, Food and Drug Administration, Jefferson, Arkansas 72079.
Freeman
J P
JP
Evans
F E
FE
Cerniglia
C E
CE
D001673:Biodegradation, Environmental; D002851:Chromatography, High Pressure Liquid; D005449:Fluorenes / Q000378:metabolism*; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D009161:Mycobacterium / Q000378:metabolism*; D012989:Soil Pollutants / Q000378:metabolism*; D013056:Spectrophotometry, Ultraviolet
D005449:Fluorenes; D012989:Soil Pollutants; C007738:fluoranthene