Literature DB >> 26194087

Characterization of Heronamide Biosynthesis Reveals a Tailoring Hydroxylase and Indicates Migrated Double Bonds.

Yiguang Zhu1, Wenjun Zhang1, Yaolong Chen1, Chengshan Yuan1, Haibo Zhang1, Guangtao Zhang1, Liang Ma1, Qingbo Zhang1, Xinpeng Tian1, Si Zhang1, Changsheng Zhang2.   

Abstract

Heronamides belong to a growing family of β-amino acid polyketide macrolactams (βPMs) with an unsaturated side chain. The biosynthetic gene cluster for heronamide F was identified from the deep-sea-derived Streptomyces sp. SCSIO 03032. The involvement of the gene cluster in heronamide biosynthesis was confirmed by the functional characterization of the P450 enzyme HerO as an 8-hydroxylase for tailoring heronamide biosynthesis. The presence of migrated double bonds in the conjugated diene-containing side chain of heronamides was confirmed by feeding experiments with labeled small carboxylic acid molecules. This study is the first demonstration of migrated double bonds in βPMs with an unsaturated side chain.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  biosynthesis; heronamides; hydroxylation; migrated double bonds; polyketides

Mesh：

Substances：

Year:  2015        PMID： 26194087     DOI： 10.1002/cbic.201500281

Source DB:  PubMed          Journal:  Chembiochem        ISSN： 1439-4227            Impact factor:   3.164


  8 in total

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  8 in total

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