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Mechanism of Hydroxylation of Biphenyl by Cunninghamella Echinulata

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Journal Biochem J
Specialty Biochemistry
Date 1981 Apr 15
PMID 7306077
Citations 1
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Abstract

The hydroxylation of [U-2H]biphenyl and [2,2',3,3',5,5',6,6'-2H]biphenyl by Cunninghamella echinulata A.T.C.C. 9244 has been studied. G.l.c.-mass-spectrometry analyses indicate the lack of an isotope effect during the hydroxylation of the perdeuterated substrate. Both g.l.c.-mass spectrometry and 1H n.m.r. were used to definitively demonstrate the presence of a 1,2-hydride-shift during the microbiological hydroxylation of [2,2',3,3',5,5',6,6'-2H]biphenyl.

Citing Articles

Microbial models of mammalian metabolism: O-dealkylation of para-alkoxybiphenyls.

Smith R, Milton S, Davis P Appl Environ Microbiol. 1982; 44(1):149-52.

PMID: 6812499 PMC: 241982. DOI: 10.1128/aem.44.1.149-152.1982.

References
1.
Daly J, Jerina D, WITKOP B . Arene oxides and the NIH shift: the metabolism, toxicity and carcinogenicity of aromatic compounds. Experientia. 1972; 28(10):1129-49. DOI: 10.1007/BF01946135. View

2.
Smith R, Rosazza J . Microbial models of mammalian metabolism. Aromatic hydroxylation. Arch Biochem Biophys. 1974; 161(2):551-8. DOI: 10.1016/0003-9861(74)90338-5. View

3.
Smith R, Rosazza J . Microbial models of mammalian metabolism. J Pharm Sci. 1975; 64(11):1737-59. DOI: 10.1002/jps.2600641104. View

4.
Smith R, Davis P, Clark A . Hydroxylations of biphenyl by fungi. J Appl Bacteriol. 1980; 49(1):65-73. DOI: 10.1111/j.1365-2672.1980.tb01044.x. View

5.
Dodge R, Cerniglia C, Gibson D . Fungal metabolism of biphenyl. Biochem J. 1979; 178(1):223-30. PMC: 1186500. DOI: 10.1042/bj1780223. View