Piperastatin B: A New Selective Serine Carboxypeptidase Inhibitor from Streptomyces Lavendofoliae MJ908-WF13

Shoichi Murakami Institute of Microbial Chemistry, 3–14–23 Kamiosaki, Sinagawa-ku, Tokyo, 141, Japan

Shigeko Harada Institute of Microbial Chemistry, 3–14–23 Kamiosaki, Sinagawa-ku, Tokyo, 141, Japan

Yoshikazu Takahashi Institute of Microbial Chemistry, 3–14–23 Kamiosaki, Sinagawa-ku, Tokyo, 141, Japan

Hiroshi Naganawa Institute of Microbial Chemistry, 3–14–23 Kamiosaki, Sinagawa-ku, Tokyo, 141, Japan

Tomio Takeuchi Institute of Microbial Chemistry, 3–14–23 Kamiosaki, Sinagawa-ku, Tokyo, 141, Japan

Takaaki Aoyagi Institute of Microbial Chemistry, 3–14–23 Kamiosaki, Sinagawa-ku, Tokyo, 141, Japan; Showa College of Pharmaceutical Sciences, 3–3165 Higashitanugawagakuen, Machida-shi, Tokyo, 194, Japan

Abstract

Piperastatin B, a new inhibitor of serine carboxypeptidase was purified from a culture broth of Strepromyces lavendofoliae MJ908-WF13 as a minor component by monitoring its inhibitory activity against carboxypeptidase Y (CP-Y). Its struchire was determined to be N-formyl-Val-Thr-Leu-Val-Pip-Leu-Pip (pip: piperazic acid, hexahydropyridadine-3-carboxylic acid). Piperastatin B is a highly specific competitive inhibitor of CP-Y (K_i = 55 nM) with little effect on related enzymes and resembles the major component, piperastatin A, in these respects.

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Piperastatin B: A New Selective Serine Carboxypeptidase Inhibitor from Streptomyces Lavendofoliae MJ908-WF13

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Piperastatin B: A New Selective Serine Carboxypeptidase Inhibitor from Streptomyces Lavendofoliae MJ908-WF13

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