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Title 

Genomics-driven discovery of chlorinated cyclic hexapeptides ulleungmycins A and B from a Streptomyces species

Authors 

Sangkeun SonYoung-Soo HongMina JangKyung Taek HeoByeongsan LeeJun-Pil JangJong Won KimIn Ja RyooWon Gon KimSung-Kyun KoBo Yeon KimJae-Hyuk JangJong Seog Ahn

Publisher 

American Chemical Society

Issue Date 

2017

Citation 

Journal of Natural Products

Abstract 

Analysis of the genome sequence of Streptomyces sp. KCB13F003 showed the presence of a cryptic gene cluster encoding flavin-dependent halogenase and nonribosomal peptide synthetase. Pleiotropic approaches using multiple culture media followed by LC-MS-guided isolation and spectroscopic analysis enabled the identification of two new chlorinated cyclic hexapeptides, ulleungmycins A and B (1 and 2). Their structures, including absolute configurations, were determined by 1D and 2D NMR techniques, advanced Marfey's analysis, and GITC derivatization. The new peptides, featuring unusual amino acids 5-chloro-l-tryptophan and d-homoleucine, exhibited moderate antibacterial activities against Gram-positive pathogenic bacteria including methicillin-resistant and quinolone-resistant Staphylococcus aureus.

ISSN 

0163-3864

Link 

http://dx.doi.org/10.1021/acs.jnatprod.7b00660

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2019-05-02


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