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Title 

Pentaminomycins A and B, hydroxyarginine-containing cyclic pentapeptides from Streptomyces sp. RK88-1441

 

방선균으로부터 분리한 신규 환형펩타이드

Authors 

Jun-Pil JangGui-Ja HwangMin Cheol KwonIn Ja RyooMina JangS TakahashiSung-Kyun KoH OsadaJae-Hyuk JangJong Seog Ahn

Publisher 

American Chemical Society

Issue Date 

2018

Citation 

Journal of Natural Products

Abstract 

Two new cyclic peptides, pentaminomycins A (1) and B (2), were isolated from cultures of Streptomyces sp. RK88-1441. Based on the interpretation of the NMR, UV, IR, and MS data, the planar structures of 1 and 2 were elucidated as cyclic pentapeptides with a modified amino acid residue, N5-hydroxyarginine (N5-OH-Arg). The absolute configurations of the constituent amino acid residues were determined by the advanced Marfey's method. Localization of l- and d-amino acids in the sequence was ascertained by chiral analysis of the fragment peptide obtained from a partial hydrolysate; amino acids were identified by LC-MS. Pentaminomycin A (1) reduced α-MSH-stimulated melanin synthesis by suppressing the expression of melanogenic enzymes including tyrosinase, tyrosinase-related protein-1 (TRP-1), and tyrosinase-related protein-2 (TRP-2).

ISSN 

0163-3864

Link 

http://dx.doi.org/10.1021/acs.jnatprod.7b00882

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2019-05-02


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