Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 37, Pages 9585-9592Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob01269d
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Funding
- Leverhulme Trust-Royal Society Africa [AA090088]
- EU [312184]
- School of Natural and Computing Sciences, University of Aberdeen
- National Institute of Health [GM097509, GMS10RR029121]
- NATIONAL CENTER FOR RESEARCH RESOURCES [S10RR029121] Funding Source: NIH RePORTER
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM097509] Funding Source: NIH RePORTER
- Biotechnology and Biological Sciences Research Council [BBS/E/J/00000607] Funding Source: researchfish
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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.
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