03-34-0051

Calpeptin

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

• Synonym(s): Calpeptin, Benzyloxycarbonylleucyl-norleucinal
• Empirical Formula (Hill Notation): C₂₀H₃₀N₂O₄
• CAS Number: 117591-20-5
• Molecular Weight: 362.46
• MDL number: MFCD00155623
• UNSPSC Code: 12352202
• NACRES: NA.77

Properties

• Quality Level: 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
• 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

Warning

Toxicity: Standard Handling (A)

Sequence

Z-Leu-Nle-CHO

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.

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable