C8999

Calpeptin

≥98% (HPLC)

• Synonym(s): N-Benzyloxycarbonyl-L-leucylnorieucinal, Z-Leu-Nle-CHO
• Empirical Formula (Hill Notation): C₂₀H₃₀N₂O₄
• CAS Number: 117591-20-5
• Molecular Weight: 362.46
• MDL number: MFCD00155623
• UNSPSC Code: 12352200
• PubChem Substance ID: 329775192
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 15 mg/mL, clear
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1)C=O
• 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 (Z-Leu-nLeu-H) is a cell permeable, peptide aldehyde inhibitor. It is more sensitive to calpain I compared to other inhibitors, such as Z-Leu-Met-H and leupeptin. Calpeptin stimulates neurite elongation in differentiating pheochromocytoma (PC12) cells. Calpeptin decreases microgliosis, astrogliosis, axonal damage and neuron and oligodendrocyte death in experimental autoimmune encephalomyelitis (EAE) spinal cord. Therefore, it can be considered as a potent therapeutic for treating EAE and multiple sclerosis (MS).

Application

Calpeptin has been used as a calpain inhibitor.

Biochem/physiol Actions

Calpeptin is a calpain inhibitor and rho kinase activator.

Calpeptin is a rho kinase activator and an inhibitor of calpains, a family of calcium-dependent cysteine proteases involved in apoptosis, long-term potentiation in neurons, and cell cycle progression.

Safety Information

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