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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
UNSPSC Code:
12352202
NACRES:
NA.77
MDL number:
MFCD00060740
Assay:
≥98% (HPLC)
Form:
liquid
Storage condition:
OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light
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Product Name

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

Quality Segment

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

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)

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Storage Class

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

5084370001:

jan

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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