Involvement of CYP347W1 in neurotoxin 3-nitropropionic acid-based chemical defense in mustard leaf beetle Phaedon cochleariae

文献类型： 外文期刊

第一作者： Fu, Nanxia

作者： Fu, Nanxia;Becker, Tobias;Kunert, Maritta;Burse, Antje;Boland, Wilhelm;Fu, Nanxia;Brandt, Wolfgang;Kunert, Maritta;Burse, Antje

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关键词： chemical defense; isoxazolin-5-one glucoside; isoxazolin-5-one glucoside ester; leaf beetles; P450; 3-nitropropionic acid (3-NPA)

期刊名称：INSECT SCIENCE （ 影响因子：3.262； 五年影响因子：3.206 ）

ISSN： 1672-9609

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收录情况： SCI

摘要： Chrysomelina beetlesstore 3-nitropropionic acid in form of a pretoxin, isoxazolin-5-one glucoside-conjugated ester, to protect themselves against predators. Here we identified a cytochrome P450 monooxygenase, CYP347W1, to be involved in the production of the 3-nitropropionic acid moiety of the isoxazolin-5-one glucoside ester. Knocking down CYP347W1 led to a significant depletion in the concentration of the isoxazolin-5-one glucoside ester and an increase in the concentration of the isoxazolin-5-one glucoside in the larval hemolymph. Enzyme assays with the heterologously expressed CYP347W1 showed free beta-alanine was not the direct substrate. Homology modeling indicated that beta-alanine-CoA ester can fit into CYP347W1's active site. Furthermore, we proved that Phaedon cochleariae eggs are not able to de novo synthesize 3-NPA, although both isoxazolin-5-one glucoside and its 3-NPA-conjugated ester are present in the eggs. These results provide direct evidence for the involvement of CYP347W1 in the biosynthesis of a P. cochleariae chemical defense compound.

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