2N5C

Solution NMR structure of the lasso peptide chaxapeptin

Summary for 2N5C

• Entry DOI: 10.2210/pdb2n5c/pdb
• NMR Information: BMRB: 25704
• Descriptor: chaxapeptin (1 entity in total)
• Functional Keywords: chaxapeptin, ripps, genome mining, atacama desert, streptomyces, cell invasion
• Biological source: Streptomyces leeuwenhoekii
• Total number of polymer chains: 1
• Total formula weight: 1633.82

Authors

Elsayed, S.S.,Trusch, F.,Deng, H.,Raab, A.,Prokes, I.,Busarakam, K.,Asenjo, J.A.,Andrews, B.A.,van West, P.,Bull, A.T.,Goodfellow, M.,Yi, Y.,Ebel, R.,Jaspars, M.,Rateb, M.E. (deposition date: 2015-07-14, release date: 2015-10-07, Last modification date: 2024-11-20)

Primary citation

Elsayed, S.S.,Trusch, F.,Deng, H.,Raab, A.,Prokes, I.,Busarakam, K.,Asenjo, J.A.,Andrews, B.A.,van West, P.,Bull, A.T.,Goodfellow, M.,Yi, Y.,Ebel, R.,Jaspars, M.,Rateb, M.E.
Chaxapeptin, a Lasso Peptide from Extremotolerant Streptomyces leeuwenhoekii Strain C58 from the Hyperarid Atacama Desert.
J.Org.Chem., 80:10252-10260, 2015

PubMed 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.

PubMed: 26402731
DOI: 10.1021/acs.joc.5b01878

Experimental method

SOLUTION NMR