TY - JOUR
T1 - Legonaridin, a new member of linaridin RiPP from a Ghanaian Streptomyces isolate
AU - Rateb, Mostafa E.
AU - Zhai, Yin
AU - Ehrner, Emmanuelle
AU - Rath, Christopher M.
AU - Wang, Xiaoling
AU - Tabudravu, Jioji
AU - Ebel, Rainer
AU - Bibb, Mervin
AU - Kyeremeh, Kwaku
AU - Dorrestein, Pieter C.
AU - Hong, Kui
AU - Jaspars, Marcel
AU - Deng, Hai
N1 - Publisher Copyright:
© The Royal Society of Chemistry 2015.
PY - 2015/7/31
Y1 - 2015/7/31
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=84941919505&partnerID=8YFLogxK
U2 - 10.1039/c5ob01269d
DO - 10.1039/c5ob01269d
M3 - Article
C2 - 26256511
AN - SCOPUS:84941919505
SN - 1477-0520
VL - 13
SP - 9585
EP - 9592
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 37
ER -