Pepstatin A

Pepstatin A is a bacteria-derived pentapeptide inhibitor of aspartic proteases. It inhibits pepsin, cathepsin D, and HIV protease (IC50s = 50s = 0.32 and 15 µM for the porcine and human enzymes, respectively). It inhibits HIV replication in infected H9 cells when used at a concentration of 100 µM and inhibits autophagy in PC12 cells. Pepstatin A (10 and 50 mg/kg) decreases gastric acid levels and completely prevents pylorus ulceration in pylorus-ligated rats.Formal Name: N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-[(1S)-1-[(1S)-2-carboxy-1-hydroxyethyl]-3-methylbutyl]-L-alaninamide. CAS Number: 26305-03-3. Synonyms: NSC 272671, Pepsin Inhibitor S 735A. Molecular Formula: C34H63N5O9. Formula Weight: 685.9. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 3.3 mg/ml, DMSO: 12.5 mg/ml. SMILES: CC(C)CC(N[C@@H](C(C)C)C(N[C@@H](C(C)C)C(N[C@@H](CC(C)C)[C@@H](O)CC(N[C@@H](C)C(N[C@@H](CC(C)C)[C@@H](O)CC(O)=O)=O)=O)=O)=O)=O. InChi Code: InChI=1S/C34H63N5O9/c1-17(2)12-23(37-33(47)31(21(9)10)39-34(48)30(20(7)8)38-27(42)14-19(5)6)25(40)15-28(43)35-22(11)32(46)36-24(13-18(3)4)26(41)16-29(44)45/h17-26,30-31,40-41H,12-16H2,1-11H3,(H,35,43)(H,36,46)(H,37,47)(H,38,42)(H,39,48)(H,44,45)/t22-. InChi Key: FAXGPCHRFPCXOO-LXTPJMTPSA-N. Origin: Synthetic.