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03-34-0051

Calpeptin

Name: Calpeptin
Brand: MM

≥94% (HPLC), calpain blocker, solid

Synonym(s):

Calpeptin, Benzyloxycarbonylleucyl-norleucinal

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₃₀N₂O₄

CAS Number:

117591-20-5

Molecular Weight:

362.46

UNSPSC Code:

12352202

NACRES:

NA.77

MDL number:

MFCD00155623

Assay:

≥94% (HPLC)

Form:

solid

Storage condition:

OK to freeze

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Properties

Product Name

Calpeptin, A cell-permeable calpain inhibitor (ID₅₀ = 52 nM for calpain-1; ID₅₀ = 34 nM for calpain-2; ID₅₀ = 138 nM for papain).

Quality Segment

100

assay

≥94% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze

color

white to off-white

solubility

DMF: 5 mg/mL, DMSO: 5 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

N([C@@H](CC(C)C)C(=O)N[C@@H](CCCC)C=O)C(=O)OCc1ccccc1

InChI

1S/C20H30N2O4/c1-4-5-11-17(13-23)21-19(24)18(12-15(2)3)22-20(25)26-14-16-9-7-6-8-10-16/h6-10,13,15,17-18H,4-5,11-12,14H2,1-3H3,(H,21,24)(H,22,25)/t17-,18-/m0/s1

InChI key

PGGUOGKHUUUWAF-ROUUACIJSA-N

Description

General description

Calpeptin inhibits the Ca²⁺-stimulatedcleavage of p35 to p25 by calpain. It regulates the processing of β-amyloidprecursor protein to β-amyloid (Aβ). Calpeptin alleviates neurite elongation indifferentiating PC12 cells. In platelets, it prevents Ca²⁺-ionophore-induceddegradation of actin binding protein and P235. It blocks the myosinlight chain phosphorylation in platelets stimulated by collagen, ionomycin, orthrombin. Calpeptin inhibits the growth of estrogen receptor positive breast cancer cells. Calpeptin is a cell permeable calpain blocker. It also blocks theactivation of T-cells in the immune system. It has been observed that calpeptininduces secondary inflammatory responses and apoptosis in muscle cells.

Biochem/physiol Actions

Cell permeable: yes

ID50 = 52 nM for calpain-1; 34 nM for calpain-2; 138 nM for papain

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Dissolve in a minimal amount of DMF or DMSO then add H₂O, buffer or medium just prior to use.

Other Notes

Lee, M.S., et al. 2000. Nature405, 360.
Yamazaki, T., et al. 1997. Biochemistry27, 8377.
Klafki, H., et al. 1996. J. Biol. Chem.271, 28655.
Shiba, E., et al. 1996. Anticancer Res. 16, 773.
Pinter, M., et al. 1994. Neurosci. Lett. 170, 91.
Saito, K., and Nixon, R.A. 1993. Neurochem. Res. 18, 231.
Tsujinaka, T., et al. 1988. Biochem. Biophys. Res. Commun.153, 1201.

Z-Leu-Nle-CHO

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c