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

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

A cell-permeable calpain inhibitor (ID₅₀ = 52 nM for calpain-1; ID₅₀ = 34 nM for calpain-2; ID₅₀ = 138 nM for papain). Inhibits the Ca²⁺-stimulated cleavage of p35 to p25 by calpain. Modulates the processing of β-amyloid precursor protein to β-amyloid (Aβ). Promotes neurite elongation in differentiating PC12 cells. Prevents Ca²⁺-ionophore-induced degradation of actin binding protein and P₂₃₅ in platelets. Inhibits myosin light chain phosphorylation in platelets stimulated by collagen, ionomycin, or thrombin. Inhibits the growth of estrogen receptor positive breast cancer cells.

A cell-permeable calpain inhibitor. Inactivates calpain I (ID₅₀ = 52 nM), calpain II (ID₅₀ = 34 nM), and papain (ID₅₀ = 138 nM). Promotes neurite elongation in differentiating PC12 cells. Prevents Ca²⁺-ionophore induced degradation of actin binding protein and P₂₃₅ in platelets. Inhibits myosin light chain phosphorylation in platelets stimulated by collagen, ionomycin, or thrombin. Inhibits the growth of estrogen receptor positive breast cancer 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 Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable