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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

作者: Fu, Nanxia 1 ; Becker, Tobias 1 ; Brandt, Wolfgang 3 ; Kunert, Maritta 1 ; Burse, Antje 1 ; Boland, Wilhelm 1 ;

作者机构: 1.Max Planck Inst Chem Ecol, Dept Bioorgan Chem, Hans Knoll Str 8, D-07745 Jena, Germany

2.Chinese Acad Agr Sci, Tea Res Inst, Key Lab Tea Biol & Resource Utilizat, Hangzhou, Peoples R China

3.Leibniz Inst Plant Biochem, Dept Bioorgan Chem, Halle, Saale, Germany

4.Max Planck Inst Chem Ecol, Dept Nat Prod Biosynth, Jena, Germany

5.Ernst Abbe Hsch Jena, Dept Med Technol & Biotechnol, Jena, Germany

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

年卷期:

页码:

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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