Stereochemistry of an alcohol oxidase from the defensive secretion of larvae of the leaf beetle Phaedon armoraciae (Coleoptera: Chrysomelidae).

被引：27
|
作者：
Veith, M
Dettner, K
Boland, W
机构：
[1] UNIV BONN, INST ORGAN CHEM & BIOCHEM, D-53121 BONN, GERMANY
[2] UNIV BAYREUTH, D-95440 BAYREUTH, GERMANY
来源：
TETRAHEDRON | 1996年 / 52卷 / 19期
关键词：
D O I：
10.1016/0040-4020(96)00298-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Larvae of the leaf beetle Phaedon armoraciae produce the iridoids chrysomelidial 1 and plagiodial 3 from geraniol 6 by an oxidative sequence identical to that known in plants. Following omega-oxidation of geraniol the resulting 8-hydroxygeraniol 7 is ortidised via 8-oxogeraniol 14 and 8-hydroxygeranial 15 and to the dialdehyde 8. In plants this transformation is achieved by NADP(+) dependent oxidoreductases. However, in the defensive secretion of several leaf beetles an oxygen-dependent oxidase is present. The enzyme catalyses the removal of the C(1)- and C(8)-H-R hydrogen atoms (Re-specificity) from the diol 7 yielding 8-oxogeranial 8. Copyright (C) 1996 Elsevier Science Ltd
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页码：6601 / 6612
页数：12
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