Amastatin is a oligopeptide antibiotic complex that is a competitive inhibitor of aminopeptidases and also has antitumor property.
Amastatin was isolated from the culture filtrate of Streptomyces spME98-M31.
Analog of Amastatin
Epiamastatin is a diastereoepimer of the effective peptidase inhibitor amastatin and differs structurally by a single transposition of the OH group with H atom at C2. Compared with amastatin, epiamastatin is pharmacologically inactive.
The structure of amastatin is (2S, 3R)-3-Amino-2-hydroxy-5-methyl-hexanoyl]-Val-Val-Asp. There are three kinds of functional group NH2, OH and COOH, in the amastatin molecule.
It is a competitive inhibitor of the aminopeptidases A and M2. It inhibits cytosolic leucine aminopeptidase, microsomal aminopeptidase M and bacterial leucine aminopeptidase3.
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3.Wilkes SH, Prescott JM. (1985). The slow, tight binding of bestatin and amastatin to aminopeptidases. J Biol Chem., 260(24):13154-62.