Identification and Interrogation of the Herbicidin Biosynthetic Gene Cluster: First Insight into the Biosynthesis of a Rare Undecose Nucleoside Antibiotic,Journal of the American Chemical Society

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Identification and Interrogation of the Herbicidin Biosynthetic Gene Cluster: First Insight into the Biosynthesis of a Rare Undecose Nucleoside Antibiotic
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2017-11-08 00:00:00 , DOI: 10.1021/jacs.7b08985
Geng-Min Lin ₁ , Anthony J. Romo ₁ , Priscilla H. Liem ₁ , Zhang Chen ₁ , Hung-wen Liu ₁

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Herbicidins are adenosine-based nucleoside antibiotics with an unusual tricyclic undecose core decorated with a (5-hydroxy)tiglyl moiety. Feeding studies are herein reported demonstrating that the tricyclic core is derived from d-glucose and d-ribose, whereas the tiglyl moiety is derived from an intermediate of l-isoleucine catabolism. Identification of the gene cluster for herbicidin A biosynthesis in Streptomyces sp. L-9-10 as well as its verification by heterologous expression in a nonproducing host are described, and the results of in vitro characterization of a carboxyl methyltransferase encoded in the cluster, Her8, are presented. Based on these observations, a biosynthetic pathway is proposed for herbicidins.

中文翻译：

鉴定和审讯除草素生物合成基因簇：对罕见的未折叠核苷抗生素的生物合成的首次见解。

除草素是基于腺苷的核苷类抗生素，具有一个不寻常的三环十一碳核，并饰有（5-羟基）烯丙基部分。本文报道了进食研究，证明三环核心衍生自d-葡萄糖和d-核糖，而tiglyl部分衍生自1-异亮氨酸分解代谢的中间体。链霉菌中除草素A生物合成基因簇的鉴定。描述了L-9-10及其在非生产性宿主中通过异源表达进行的验证，以及体外结果介绍了在簇Her8中编码的羧基甲基转移酶的特征。基于这些观察，提出了除草剂的生物合成途径。

更新日期：2017-11-09

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