三肽
部分
立体化学
非核糖体肽
真菌
生物合成
化学
异源表达
圆二色性
基因簇
海洋真菌
生物化学
肽
基因
生物
植物
重组DNA
作者
Chengzeng Zhou,Xun Cao,Yichao Ge,Xiaodan Wu,Zunjing Zhang,Yihan Ma,Jeroen S. Dickschat,Bin Wu
标识
DOI:10.1021/acs.jnatprod.2c00638
摘要
We report the discovery of talaropeptins A (1) and B (2), tripeptides with an unusual 5/6/5 heterocyclic scaffold and an N-trans-cinnamoyl moiety, which were identified from the marine-derived fungus Talaromyces purpureogenus CX11. A bioinformatic analysis of the genome of T. purpureogenus CX11 and gene inactivation revealed that the biosynthesis of talaropeptins involves a nonribosomal peptide synthase gene cluster. Their chemical structures were elucidated using a combination of 1D and 2D NMR spectroscopy and mass spectrometry. The absolute configurations of 1 and 2 were established by electronic circular dichroism calculations and Marfey's method. The plausible biosynthesis of 1 and 2 is also proposed on the basis of gene deletion, substrate feeding, and heterologous expression. Compounds 1 and 2 showed moderate antifungal activity against phytopathogenic fungus Fusarium oxysporum with MIC values of 12.5 and 25 μg/mL, respectively.
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