异源表达
立体化学
生物合成
四肽
化学
基因
细胞色素P450
阿维链霉菌
基因组
酶
基因簇
链霉菌
生物化学
遗传学
生物
肽
细菌
重组DNA
作者
Joon Soo An,Hyunbin Lee,Hyun‐Gyu Kim,Seungyeon Woo,Hyunsung Nam,Jayho Lee,Ji Yun Lee,Sang‐Jip Nam,Sang Kook Lee,Ki-Bong Oh,Seokhee Kim,Dong Kyu Oh
标识
DOI:10.1002/anie.202300998
摘要
Abstract Cihunamides A–D ( 1 – 4 ), novel antibacterial RiPPs, were isolated from volcanic‐island‐derived Streptomyces sp. The structures of 1 – 4 were elucidated by 1 H, 13 C, and 15 N NMR, MS, and chemical derivatization; they contain a tetrapeptide core composed of WNIW, cyclized by a unique C−N linkage between two Trp units. Genome mining of the producer strain revealed two biosynthetic genes encoding a cytochrome P450 enzyme and a precursor peptide. Heterologous co‐expression of the core genes demonstrated the biosynthesis of cihunamides through P450‐mediated oxidative Trp‐Trp cross‐linking. Further bioinformatic analysis uncovered 252 homologous gene clusters, including that of tryptorubins, which possess a distinct Trp‐Trp linkage. Cihunamides do not display the non‐canonical atropisomerism shown in tryptorubins, which are the founding members of the “atropitide” family. Therefore, we propose to use a new RiPP family name, “bitryptides”, for cihunamides, tryptorubins, and their congeners, wherein the Trp‐Trp linkages define the structural class rather than non‐canonical atropisomerism.
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