Degradation of biphenyl by Mycobacterium sp. strain PYR-1.
The metabolism of biphenyl by Mycobacterium sp. PYR-1 was investigated. The Mycobacterium sp. degraded >98% of the biphenyl added within 72 h. Analysis of ethyl acetate extracts of the culture medium by HPLC indicated that benzoic acid was the major metabolite. Other products were 4-hydroxybiphenyl, 4-hydroxybenzoic acid, and 5-oxo-5-phenylpentanoic acid. The metabolites were characterized by mass and 1H NMR spectrometry. Identification of benzoic acid and 5-oxo-5-phenylpentanoic acid indicates that biphenyl degradation by Mycobacterium sp. PYR-1 is generally similar to known pathways. A novel alternative metabolic pathway consisted of monooxygenation at C-4 of biphenyl to give 4-hydroxybiphenyl, with subsequent degradation via ring cleavage to 4-hydroxybenzoic acid.
Moody
J D
JD
Division of Microbiology, National Center for Toxicological Research, US Food and Drug Administration, Jefferson, AR 72079, USA.
Doerge
D R
DR
Freeman
J P
JP
Cerniglia
C E
CE
D019817:Benzoic Acid / Q000378:metabolism; D001673:Biodegradation, Environmental; D001713:Biphenyl Compounds / Q000032:analysis / Q000302:isolation & purification / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D007700:Kinetics; D008903:Minerals / Q000378:metabolism; D008958:Models, Molecular; D009161:Mycobacterium / Q000254:growth & development / Q000378:metabolism*
D019817:Benzoic Acid; D001713:Biphenyl Compounds; D008903:Minerals; C010574:biphenyl