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Identification by Synthesis: Imidacins, Urocanate-Derived Alkaloids from the Myxobacterium Stigmatella aurantiaca
Organic Letters ( IF 4.9 ) Pub Date : 2024-07-22 , DOI: 10.1021/acs.orglett.4c02036
Michael Kostka 1 , Daniel Krug 2, 3 , Jennifer Herrmann 2 , Jeroen S. Dickschat 2, 4 , Julia Meyer 1 , Rolf Müller 2, 3 , Stefan Schulz 1
Affiliation  

Innovative discovery approaches such as genome-mining and metabolomics-inspired methods have reshaped the natural product research field, complementing traditional bioactivity-based screens and allowing hitherto unseen compounds to be uncovered from previously investigated producers. In line with these trends, we report here imidacins, a novel class of secondary metabolites specific to the myxobacterial genus Stigmatella. A combination of secondary metabolome analysis, genome-mining techniques, spectroscopic analysis, and finally total synthesis was used to allow structure elucidation. Imidacins are urocanate-derived aliphatic acids with an adjacent cyclopropane moiety, structural features unprecedented in natural products to date.

中文翻译:


合成鉴定:来自橙色粘杆菌的尿氰酸盐衍生生物碱咪达星



基因组挖掘和代谢组学启发的方法等创新发现方法重塑了天然产物研究领域,补充了传统的基于生物活性的筛选,并允许从先前研究的生产者中发现迄今为止未见的化合物。根据这些趋势,我们在此报告了咪达星,这是粘细菌属 Stigmatella 特有的一类新型次生代谢产物。结合二级代谢组分析、基因组挖掘技术、光谱分析和最后的全合成来阐明结构。咪达星是尿刊酸衍生的脂肪酸,具有相邻的环丙烷部分,其结构特征是迄今为止天然产物中前所未有的。
更新日期:2024-07-24
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