Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
A New Metabolic Pathway for meta Ring-fission Compounds of Biphenyl
Toshio OMORIHiroshi ISHIGOOKAYasuji MINODA
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1988 年 52 巻 2 号 p. 503-509

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The double bonds of 2-hydroxy-6-oxo-6-phenylhexa-2, 4-dienoic acid (HOPDA) were stabilized by methylation to establish which of the double bonds of the meta ring-fission compound of biphenyl was reduced by the HOPDA reducing enzyme. HOPDA reducing enzyme III converted 2-methoxy-6-oxo-6-phenylhexa-2, 4-dienoic acid methyl ester into 2-methoxy-6-oxo-6-phenylhexa-2-enoic acid methyl ester. To discover the metabolic pathway of HOPDA, partially purified enzyme fractions were used. The eluate from a 2nd column of DEAE-cellulose transformed HOPDA to γ-benzoylbutyric acid, 2, 6-dioxo-6-phenylhexanoic acid, and γ-benzoylbutyraldehyde. Fractions passed through the 1st column of DEAE-cellulose formed γ-benzoylbutyric acid and 2-hydroxy-6-oxo-6-phenylhexanoic acid from HOPDA. Based on these data and previous reports, a new metabolic divergence of biphenyl and related compounds was proposed.

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