Biosynthetic assembly of cytochalasin backbone

被引：40

作者：

Fujii, Ryuya ^{[1
]}

Minami, Atsushi ^{[1
]}

Gomi, Katsuya ^{[2
]}

Oikawa, Hideaki ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Sci, Div Chem, Sapporo, Hokkaido 0600810, Japan

[2] Tohoku Univ, Grad Sch Agr Sci, Sendai, Miyagi 9818555, Japan

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 23期

基金：

日本学术振兴会;

关键词：

Cytochalasin; Biosynthesis; Polyketide synthase; Non-ribosomal peptide synthetase; Fungal metabolite; ASPERGILLUS-ORYZAE; SACCHAROMYCES-CEREVISIAE; CHAETOGLOBOSIN-A; GENE-CLUSTER; SYNTHASE; METABOLITES; EXPRESSION; CLAVATUS; IDENTIFICATION;

D O I：

10.1016/j.tetlet.2013.03.120

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cytochalasins are an important class of fungal natural products in view of structural diversity and biological activities. Although their biosynthetic studies have been examined extensively, the detailed molecular assembly mechanism remains to be solved. We have succeeded to heterologously express the cytochalasin polyketide synthase-non-ribosomal peptide synthetase (PKS-NRPS) hybrid gene ccsA and the trans-acting enoyl-CoA reductase gene ccsC in Aspergillus oryzae. The resultant transformant produced a novel metabolite possessing the cytochalasin backbone. This established that CcsA is capable of constructing the octaketide connected with phenylalanine in collaboration with CcsC, and that CcsA R domain catalyzes reductive cleavage of the thio-tethered PKS-NRPS product. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：2999 / 3002

页数：4

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