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Merck
CN

516481-M

Sigma-Aldrich

Pepstatin A, Synthetic

Pepstatin A, Synthetic, CAS 26305-03-3, is a reversible inhibitor of aspartic proteases. Inhibits cathepsin D, pepsin, and renin.

Synonym(s):

Pepstatin A, Synthetic, Iva-Val-Val-Sta-Ala-Sta, Isovaleryl-Val-Val-4-amino-3-hydroxy-6-methylheptanoyl-Ala-4-amino-3-hydroxy-6-methylheptanoic Acid

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About This Item

Empirical Formula (Hill Notation):
C34H63N5O9
CAS Number:
26305-03-3
Molecular Weight:
685.89
MDL number:
MFCD00060740
UNSPSC Code:
12352202
NACRES:
NA.77

Key Documents

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description

Merck USA index - 14, 7147

Quality Level

100

Assay

≥98% (HPLC)

form

solid

optical activity

[α]20.0/D -90.0±5.0, c = 0.5 in methanol

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

DMSO: 1 mg/mL
methanol: 1 mg/mL

storage temp.

2-8°C

SMILES string

N([C@@H](C(C)C)C(=O)NC(C(O)CC(=O)N[C@@H](C)C(=O)NC(C(O)CC(=O)O)CC(C)C)CC(C)C)C(=O)[C@@H](NC(=O)CC(C)C)C(C)C

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-,23?,24?,25?,26?,30-,31-/m0/s1

InChI key

FAXGPCHRFPCXOO-JHTFMCFMSA-N

General description

A reversible inhibitor of aspartic proteases. Inhibits cathepsin D, pepsin, and renin. Reported to block apoptosis induced by CA-074 (Cat. No. 508437).
Effective concentration: 1.0 µM.

Biochem/physiol Actions

EC50 = 1.0 µM in blocking apoptosis induced by CA-074 in PC12 cell lines
Primary Target
cathepsin D

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 4 months at -20°C.

Other Notes

Isahara, K., et al. 1999. Neuroscience91, 233.
Kanamori, S., et al. 1998. Biochem. Biophys. Res. Commun.251, 204.
Szewczuk, Z., et al. 1992. Int. J. Pept. Prot. Res.40, 233.
Carraway, R.E., et al. 1991. Peptides12, 107.
Eid, M., et al. 1981. Biochem. J.197, 465.
Umezawa, H., et al. 1970. J. Antibiot.23, 259.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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