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  A cytochrome P450 from juvenile mustard leaf beetles hydroxylates geraniol, a key step in iridoid biosynthesis

Fu, N., Yang, Z.-l., Pauchet, Y., Paetz, C., Brandt, W., Boland, W., et al. (2019). A cytochrome P450 from juvenile mustard leaf beetles hydroxylates geraniol, a key step in iridoid biosynthesis. Insect Biochemistry and Molecular Biology, 113: 103212. doi:10.1016/j.ibmb.2019.103212.

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Item Permalink: https://hdl.handle.net/21.11116/0000-0003-9712-E Version Permalink: https://hdl.handle.net/21.11116/0000-0009-30CD-A
Genre: Journal Article

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 Creators:
Fu, Nanxia1, 2, Author           
Yang, Zhi-ling3, Author           
Pauchet, Yannick4, Author           
Paetz, Christian5, Author           
Brandt, Wolfgang, Author
Boland, Wilhelm6, Author           
Burse, Antje6, Author           
Affiliations:
1Research Group Dr. A. Burse, Chemical Defense of Leaf Beetles, Department of Bioorganic Chemistry, Prof. Dr. W. Boland, MPI for Chemical Ecology, Max Planck Society, ou_543545              
2IMPRS on Ecological Interactions, MPI for Chemical Ecology, Max Planck Society, Jena, DE, ou_421900              
3Research Group Dr. F. Beran, Detoxification in Insects, MPI for Chemical Ecology, Max Planck Society, ou_1933291              
4Department of Entomology, Prof. D. G. Heckel, MPI for Chemical Ecology, Max Planck Society, ou_421895              
5Research Group Biosynthesis / NMR, MPI for Chemical Ecology, Max Planck Society, ou_421898              
6Department of Bioorganic Chemistry, Prof. Dr. W. Boland, MPI for Chemical Ecology, Max Planck Society, ou_24028              

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 Abstract: Juveniles of the leaf beetle Phaedon cochleariae synthesize iridoid via the mevalonate pathway to repel predators. The normal terpenoid biosynthesis is integrated into the dedicated defensive pathway by the ω-hydroxylation of geraniol to 8-hydroxygeraniol. Here we identify and characterize the geraniol 8-hydroxylase as a P450 monooxygenase using integrated transcriptomic and proteomic analyses. In the fat body, 73 individual cytochrome P450s were identified. The double stranded RNA (dsRNA)-mediated knock down of CYP6BH5 led to a significant reduction of 8-hydroxygeraniol-glucoside in the hemolymph and, later, of the chrysomelidial in the defensive secretion. Heterologously expressed CYP6BH5 converted geraniol to 8-hydroxygeraniol. In addition to geraniol, CYP6BH5 also catalyzes other monoterpenols, such as nerol and citronellol, into the corresponding α, ω-dihydroxy compounds.

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 Dates: 2019-08-162019-10
 Publication Status: Published online
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 Identifiers: Other: BOL713
DOI: 10.1016/j.ibmb.2019.103212
arXiv: https://www.biorxiv.org/content/10.1101/634485v1
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Title: Insect Biochemistry and Molecular Biology
  Other : Insect Biochem. Mol. Biol.
Source Genre: Journal
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Publ. Info: Oxford [England] : Pergamon
Pages: - Volume / Issue: 113 Sequence Number: 103212 Start / End Page: - Identifier: ISSN: 0965-1748
CoNE: https://pure.mpg.de/cone/journals/resource/954925581163