CALPEPTIN Chemical Properties

Melting point:

60-75 °C

Boiling point:

494.07°C (rough estimate)

Density 

1.1667 (rough estimate)

refractive index 

1.6800 (estimate)

storage temp. 

-20°C

solubility 

Soluble in DMSO at 15mg/ml

form 

White to off-white solid

pka

11.14±0.46(Predicted)

color 

white to beige

InChIKey

PGGUOGKHUUUWAF-ROUUACIJSA-N

CAS DataBase Reference

117591-20-5(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29242990

MSDS

• Language:English Provider:ACROS

CALPEPTIN Usage And Synthesis

Chemical Properties

white to off-white powder

Uses

Calpeptin is used to to inhibit the activities of cathepsin L and calpain-1. Calpeptin blocked the expression of aspartyl protease cathepsin D, amyloid precursor protein, and calparin. It acts as an inhibitor of the Ca2+-dependent protease, calpain. Prevents collagen- and thrombin-induced platelet aggregation, probably by blocking calpain induced phospholipase C and thromboxane synthase activation. Potent cathepsin L inhibitor. It is shown to preferentially inhibit a subset of protein-tyrosine phosphatases.

Definition

ChEBI: Calpeptin is an amino acid amide.

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).

Biological Activity

Potent, cell-permeable inhibitor of the Ca 2+ -dependent protease, calpain. Prevents collagen- and thrombin-induced platelet aggregation, probably by blocking calpain induced phospholipase C and thromboxane synthase activation. Potent cathepsin L inhibitor. Recently shown to preferentially inhibit a subset of protein-tyrosine phosphatases.

Biochem/physiol Actions

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.

in vitro

calpeptin reduced production of tgf-b1, il-6, angiopoietin-1 and collagen synthesis from lung fibroblasts. calpeptin also reduced both angiopoietin-1-dependent migration and il-6-dependent proliferation of the cells, which could be the underlying mechanism of the preventive effect of calpeptin on pulmonary fibrosis [1].

in vivo

the preventive effect of calpeptin has been examined on bleomycin-induced pulmonary fibrosis in mice. histological examinations and quantitative measurements of related proteins in bleomycin-treated mouse lung tissues with or without calpeptin were performed. calpeptin histologically ameliorated bleomycininduced pulmonary fibrosis in mice. results showed that calpeptin decreased the expression of il-6, tgf-b1, angiopoietin-1 and collagen type ia1 mrna in mouse lung tissues [1].

IC 50

5 nm for human calpain 1

storage

Desiccate at +4°C

References

[1] tabata c,tabata r,nakano t. the calpain inhibitor calpeptin prevents bleomycin-induced pulmonary fibrosis in mice. clin exp immunol.2010 dec;162(3):560-7.

CALPEPTIN(117591-20-5)Related Product Information

• 3-METHYLADENINE
• YM155 (Sepantronium Bromide)
• Ifosfamide
• Necrostatin-1
• PCI 34051
• Mocetinostat (MGCD0103)
• H-LEU-NLE-OH
• Ac-Leu-Leu-Nle-OH
• Z-LEU-NLE-OH
• H-LEU-LEU-NLE-OH
• H-GLY-SER-ASN-LYS-GLY-ALA-ILE-ILE-GLY-LEU-NLE-OH
• CALPEPTIN
• Z-LEU-NH2
• Z-L-LEUCYL-L-ALANINE