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Merck
CN

5.08437

Pepstatin A

≥98% (HPLC), aspartic proteases inhibitor, liquid

Synonym(s):

InSolution Pepstatin A, Synthetic, Isovaleryl-Val-Val-4-amino-3-hydroxy-6-methylheptanoyl-Ala-4-amino-3-hydroxy-6-methylheptanoic Acid, Pepstatin A, Synthetic InSolution, Pepstatin A, Synthetic InSolution, 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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Product Name

Pepstatin A, InSolution, ≥98%, Synthetic, protease inhibitor

Quality Level

100

Assay

≥98% (HPLC)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
avoid repeated freeze/thaw cycles
desiccated (hygroscopic)
protect from light

storage temp.

−70°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

Related Categories

General description

Pepstatin A, a pentapeptide containing two non-proteinogenic statin residues, is a highly effective inhibitor of cathepsin D (CTSD). It also inhibits other aspartic proteases at nanomolar concentrations (with a Ki of 10-10 M). Pepstatin A is commonly utilized for mapping, purifying, or titrating CTSD. Pepstatin A is found to block the invasion of C. albicans into corneocytes in mice with cutaneous candidiasis and inhibit aspartyl proteases.

Application

Pepstatin A has been used as a negative control in enzymatic activity assays to inhibit CTSD activity in lysosomal studies involving chondrocytes.

Features and Benefits

  • Primary Target: aspartic proteases
  • Reversible: yes

Packaging

Packaged under inert gas

Physical form

A 25 mM (10 mg/583 µL) sterile-filtered solution of Pepstatin A, Synthetic (Cat. No. 516481-M) in DMSO.

Preparation Note

Following initial thaw, aliquot and freeze (-20°C). Aliquots are stable for up to 4 months at -20°C. Use only fresh DMSO for further dilutions.

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.
Iva-Val-Val-Sta-Ala-Sta

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

188.6 °F - (refers to pure substance)

Flash Point(C)

87 °C - (refers to pure substance)

Regulatory Information

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