ePrints

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

Lookup NU author(s): Kanungrid Busarakam, Professor Alan Bull, Professor Michael Goodfellow

Downloads

Full text for this publication is not currently held within this repository. Alternative links are provided below where available.

Abstract

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.

Publication metadata

Author(s): Elsard SS, Trusch F, Deng H, Raab A, Prokes I, Busarakam K, Asenjo JA, Andrews BA, van West P, Bull AT, Goodfellow M, Yi Y, Ebel R, Jaspars M, Rateb ME

Publication type: Article

Publication status: Published

Journal: Journal of Organic Chemistry

Year: 2015

Volume: 80

Issue: 20

Pages: 10252-10260

Online publication date: 24/09/2015

Acceptance date: 01/01/1900

ISSN (print): 0022-3263

ISSN (electronic): 1520-6904

Publisher: American Chemical Society

URL: http://dx.doi.org/10.1021/acs.joc.5b01878

DOI: 10.1021/acs.joc.5b01878

Altmetrics

Funding

Share