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Legonaridin, a new member of linaridin RiPP from a Ghanaian Streptomyces isolate

Rateb, Mostafa E. and Zhai, Yin and Ehrner, Emmanuelle and Rath, Christopher M. and Wang, Xiaoling and Tabudravu, Jioji N. and Ebel, Rainer and Bibb, Mervin and Kyeremeh, Kwaku and Dorrestein, Pieter C. and Hong, Kui and Jaspars, Marcel and Deng, Hai (2015) Legonaridin, a new member of linaridin RiPP from a Ghanaian Streptomyces isolate. Organic & Biomolecular Chemistry, 13 (37). pp. 9585-9592. ISSN 1477-0520

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Abstract

Linaridins are rare linear ribosomally-synthesized and post-translationally modified peptides (RiPPs) and only two, cypemycin and SGR-1832, in this family have been identified so far. Legonaridin 1 has been discovered as a new member of linaridins through chemical isolation, peptidogenomics, comprehensive 1- and 2-D NMR and advanced Marfey's analyses from the soil bacterium Streptomyces sp. CT34, an isolate collected from Legon, Ghana. Bioinformatics analysis of the gene cluster suggested that the biosynthesis of legonaridin 1 is different from those of cypemycin and SGR-1832. Consistent with bioinformatics and peptidogenomics analyses, 1 has a total of nine post-modifications, 8 dehydrobutyrine residues and a N,N-dimethylated N-terminus with a carboxylic acid at the C-terminus. Legonaridin 1 is structurally different from the two known linaridins comprising a new subfamily. This is the first time that NMR spectroscopy is used to establish the 2-D structure of a linaridin RiPP.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science, Technology and Environment (FSTE) > School of Biological and Chemical Sciences
Depositing User: Fulori Nainoca - Waqairagata
Date Deposited: 17 May 2017 04:06
Last Modified: 03 Jul 2017 21:55
URI: http://repository.usp.ac.fj/id/eprint/9895
UNSPECIFIED

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