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Issue 20, 1969
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Enzymic phenol oxidation. Part III. Head-to-head coupling of 1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxyphenethyl)-6-methoxy-2-methylisoquinoline with homogenised Wasabia japonica Matsumura and hydrogen peroxide

Abstract

Enzymic phenol oxidation of 1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxyphenethyl)-6-methoxy-2-methylisoquinoline (I) with homogenised Wasabia japonica Matsumura in the presence of hydrogen peroxide was found to give, by head-to-head, C–O–C coupling, the bisphenethylisoquinoline (IV), characterised as the triacetyl derivative by spectroscopic methods. In contrast, 1,2,3,4-tetrahydro-7-hydroxy-6-methoxy-1-(4-methoxyphenethyl)-2-methylisoquinoline (IX) was recovered almost quantitatively after treatment with Wasabia japonica or potato peel homogenates. Suggestions are made concerning the active sites of these oxidising enzymes.

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J. Chem. Soc. C, 1969, 2770-2773
Article type
Paper

Enzymic phenol oxidation. Part III. Head-to-head coupling of 1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxyphenethyl)-6-methoxy-2-methylisoquinoline with homogenised Wasabia japonica Matsumura and hydrogen peroxide

T. Kametani, S. Takano and T. Kobari, J. Chem. Soc. C, 1969, 2770
DOI: 10.1039/J39690002770

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