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

• DOI: 10.1021/acs.joc.5b01878
• Publication Date: 2015-09-24T12:41:01Z
• Authors: Somayah S. Elsayed; Franziska Trusch; Hai Deng; Andrea Raab; Ivan Prokes; Kanungnid Busarakam; Juan A. Asenjo; Barbara A. Andrews; Pieter van West; Alan T. Bull; Michael Goodfellow; Yu Yi; Rainer Ebel; Marcel Jaspars; Mostafa E. Rateb
• Keywords: Lasso; Strain (injury)

Lasso peptides are ribosomally synthesized and post-translationally modified (RiPPs) that possess a unique "lariat knot" structural motif. Genome mining-targeted discovery of new natural products from microbes obtained extreme environments has led to the identification gene cluster directing biosynthesis lasso peptide, designated as chaxapeptin 1, in genome Streptomyces leeuwenhoekii strain C58 isolated Atacama Desert. Subsequently, 1 was characterized using high-resolution electrospray ionization mass spectrometry nuclear magnetic resonance methods. The nature confirmed by calculating its Overhauser effect restraint-based solution structure. Chaxapeptin displayed significant inhibitory activity cell invasion assay with human lung cancer line A549.