Cytochrome P450 for Citreohybridonol Synthesis: Oxidative Derivatization of the Andrastin Scaffold

Yudai Matsuda; Zhiyang Quan; Takaaki Mitsuhashi; Chang Li; Ikuro Abe

doi:10.1021/acs.orglett.5b03465

Cytochrome P450 for Citreohybridonol Synthesis: Oxidative Derivatization of the Andrastin Scaffold

Yudai Matsuda, Zhiyang Quan, Takaaki Mitsuhashi, Chang Li, Ikuro Abe^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

34 Citations (Scopus)

Abstract

A biosynthetic gene cluster similar to that for andrastin A (1) was discovered in Emericella variecolor NBRC 32302. Ctr-P450, a cytochrome P450 uniquely present in the cluster, was coexpressed with the andrastin A biosynthetic genes, leading to the production of the antifeedant agent citreohybridonol (4), along with four new andrastin derivatives. The results revealed the unusual multifunctionality of Ctr-P450 and indicated that this approach can be applied for further natural product diversification.

Original language	English
Pages (from-to)	296-299
Journal	Organic Letters
Volume	18
Issue number	2
Online published	5 Jan 2016
DOIs	https://doi.org/10.1021/acs.orglett.5b03465
Publication status	Published - 15 Jan 2016
Externally published	Yes

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title = "Cytochrome P450 for Citreohybridonol Synthesis: Oxidative Derivatization of the Andrastin Scaffold",

abstract = "A biosynthetic gene cluster similar to that for andrastin A (1) was discovered in Emericella variecolor NBRC 32302. Ctr-P450, a cytochrome P450 uniquely present in the cluster, was coexpressed with the andrastin A biosynthetic genes, leading to the production of the antifeedant agent citreohybridonol (4), along with four new andrastin derivatives. The results revealed the unusual multifunctionality of Ctr-P450 and indicated that this approach can be applied for further natural product diversification.",

author = "Yudai Matsuda and Zhiyang Quan and Takaaki Mitsuhashi and Chang Li and Ikuro Abe",

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TY - JOUR

T1 - Cytochrome P450 for Citreohybridonol Synthesis

T2 - Oxidative Derivatization of the Andrastin Scaffold

AU - Matsuda, Yudai

AU - Quan, Zhiyang

AU - Mitsuhashi, Takaaki

AU - Li, Chang

AU - Abe, Ikuro

PY - 2016/1/15

Y1 - 2016/1/15

N2 - A biosynthetic gene cluster similar to that for andrastin A (1) was discovered in Emericella variecolor NBRC 32302. Ctr-P450, a cytochrome P450 uniquely present in the cluster, was coexpressed with the andrastin A biosynthetic genes, leading to the production of the antifeedant agent citreohybridonol (4), along with four new andrastin derivatives. The results revealed the unusual multifunctionality of Ctr-P450 and indicated that this approach can be applied for further natural product diversification.

AB - A biosynthetic gene cluster similar to that for andrastin A (1) was discovered in Emericella variecolor NBRC 32302. Ctr-P450, a cytochrome P450 uniquely present in the cluster, was coexpressed with the andrastin A biosynthetic genes, leading to the production of the antifeedant agent citreohybridonol (4), along with four new andrastin derivatives. The results revealed the unusual multifunctionality of Ctr-P450 and indicated that this approach can be applied for further natural product diversification.

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DO - 10.1021/acs.orglett.5b03465

M3 - RGC 21 - Publication in refereed journal

C2 - 26731665

AN - SCOPUS:84955470477

SN - 1523-7060

VL - 18

SP - 296

EP - 299

JO - Organic Letters

JF - Organic Letters

IS - 2

ER -

Cytochrome P450 for Citreohybridonol Synthesis: Oxidative Derivatization of the Andrastin Scaffold

Abstract

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