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Pepstatin

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Pepstatin

Other names	Pepstatin A
Identifiers
CAS number	26305-03-3
PubChem	5478883
SMILES	`CC(C)CC(C(CC(=O)O)O)NC(=O)C(C)NC(=O)` `CC(C(CC(C)C)NC(=O)C(C(C)C)NC(=O)` `C(C(C)C)NC(=O)CC(C)C)O`
Properties
Molecular formula	C₃₄H₆₃N₅O₉
Molar mass	685.892
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references

Pepstatin is a potent inhibitor of aspartyl proteases. It is a hexa-peptide containing the unusual amino acid statine (Sta, (3S,4S)-4-amino-3-hydroxy-6-methylheptanoic acid), having the sequence Iva-Val-Val-Sta-Ala-Sta. It was originally isolated from cultures of various species of Actinomyces^[1] due to its ability to inhibit pepsin at picomolar concentrations^[2]. It was later found to inhibit nearly all acid proteases with high potency and, as such, has become a valuable research tool, as well as a common constituent of protease inhibitor cocktails.

Pepstatin is insoluble at any concentration in methanol or DMSO, it is also sparingly soluble in water. It can, however, be dissolved at 1mg/ml 10% acetic acid in methanol.

[edit] References

^ Umezawa H, Aoyagi T, Morishima H, Matsuzaki M, Hamada M (1970). "Pepstatin, a new pepsin inhibitor produced by Actinomycetes". J. Antibiot. 23 (5): 259–62. PMID 4912600.
^ Marciniszyn J, Hartsuck JA, Tang J (1976). "Mode of inhibition of acid proteases by pepstatin". J. Biol. Chem. 251 (22): 7088–94. PMID 993206.

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