Structure and Synthesis of an Immunoactive Lipopeptide, WS1279, of Microbial Origin

Yuko TSUDA; Yoshio OKADA; Miho TANAKA; Nobuharu SHIGEMATSU; Yasuhiro HORI; Toshio GOTO; Masashi HASHIMOTO

doi:10.1248/cpb.39.607

Yuko TSUDA, Yoshio OKADA, Miho TANAKA, Nobuharu SHIGEMATSU, Yasuhiro HORI, Toshio GOTO, Masashi HASHIMOTO

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Keywords: Streptomyces, natural product, lipopeptide, S-2, 3-dihydroxypropylcysteine, chemical synthesis, immunostimulating activity

JOURNAL FREE ACCESS

1991 Volume 39 Issue 3 Pages 607-611

DOI https://doi.org/10.1248/cpb.39.607

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Abstract

The structure of WS1279, isolated from Streptomyces sp. as an immunoactive lipopeptide, has been deduced on the basis of chemical and physical evidence as S-[2, 3-bis(palmitoyloxy)propyl]-N^α-palmitoyl-Cys-Asn-Ser-Gly-Gly-Ser-OH. This was confirmed by synthesis.

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