Chaxapeptin, a Lasso Peptide from Extremotolerant Streptomyces leeuwenhoekii Strain C58 from the Hyperarid Atacama Desert

Chaxapeptin, a Lasso Peptide from Extremotolerant Streptomyces leeuwenhoekii Strain C58 from the Hyperarid Atacama Desert
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DOI:
10.1021/acs.joc.5b01878
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发表时间:
2015-10-16
影响因子:
3.6
通讯作者:
Rateb, Mostafa E.
Rateb, Mostafa E.
中科院分区:
化学2区
文献类型:
--
作者:
Elsard, Somayah S.;Trusch, Franziska;Rateb, Mostafa E.

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套索肽是核糖体合成和翻译后修饰的肽 (RiPP),具有独特的“套索结”结构基序。通过基因组挖掘,从极端环境中获得的微生物中发现了新的天然产物,从而在从阿塔卡马沙漠分离的链霉菌 C58 菌株的基因组中鉴定出了指导新套索肽(称为 chaxapeptin 1)生物合成的基因簇。随后,使用高分辨率电喷雾电离质谱和核磁共振方法分离并表征了1。 1 的套索性质通过计算其基于核奥弗豪瑟效应约束的解结构得到了证实。 Chaxapeptin 1 在人肺癌细胞系 A549 的细胞侵袭测定中显示出显着的抑制活性。
Lasso peptides are ribosomally synthesized and post-translationally modified peptides (RiPPs) that possess a unique "lariat knot" structural motif. Genome mining-targeted discovery of new natural products from microbes obtained from extreme environments has led to the identification of a gene cluster directing the biosynthesis of a new lasso peptide, designated as chaxapeptin 1, in the genome of Streptomyces leeuwenhoekii strain C58 isolated from the Atacama Desert. Subsequently, 1 was isolated and characterized using high-resolution electrospray ionization mass spectrometry and nuclear magnetic resonance methods. The lasso nature of 1 was confirmed by calculating its nuclear Overhauser effect restraint-based solution structure. Chaxapeptin 1 displayed a significant inhibitory activity in a cell invasion assay with human lung cancer cell line A549.