ChemicalBook > CAS DataBase List > CALPEPTIN

CALPEPTIN

Product Name
CALPEPTIN
CAS No.
117591-20-5
Chemical Name
CALPEPTIN
Synonyms
CS-1747;CALPEPTIN;Z-LEU-NLE-OH;Z-LEU-NLE-CHO;Calpeptin,95%;Z-LEU-NORLEUCINAL;Calpeptin, 10 mM in DMSO;N-CBZ-L-LEUCYL-NORLEUCINAL;Calpain Inhibitor:Calpeptin;BENZYLOXYCARBONYLLEUCYL-NORLEUCINAL
CBNumber
CB4713515
Molecular Formula
C20H30N2O4
Formula Weight
362.46
MOL File
117591-20-5.mol
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CALPEPTIN Property

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
SMILES
C(OCC1=CC=CC=C1)(=O)N[C@H](C(N[C@H](C=O)CCCC)=O)CC(C)C
CAS DataBase Reference
117591-20-5(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29242990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
03-34-0051
Product name
Calpeptin - CAS 117591-20-5 - Calbiochem
Purity
A cell-permeable calpain inhibitor (ID?? = 52 nM for calpain-1; ID?? = 34 nM for calpain-2; ID?? = 138 nM for papain).
Packaging
5mg
Price
$155
Updated
2025/07/31
Sigma-Aldrich
Product number
03-34-0051
Product name
Calpeptin - CAS 117591-20-5 - Calbiochem
Purity
A cell-permeable calpain inhibitor (ID?? = 52 nM for calpain-1; ID?? = 34 nM for calpain-2; ID?? = 138 nM for papain).
Packaging
25mg
Price
$383
Updated
2025/07/31
Sigma-Aldrich
Product number
03-34-0051
Product name
Calpeptin - CAS 117591-20-5 - Calbiochem
Purity
A cell-permeable calpain inhibitor (ID?? = 52 nM for calpain-1; ID?? = 34 nM for calpain-2; ID?? = 138 nM for papain).
Packaging
100mg
Price
$1100
Updated
2025/07/31
Cayman Chemical
Product number
14593
Product name
Calpeptin
Purity
≥90%
Packaging
5mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
14593
Product name
Calpeptin
Purity
≥90%
Packaging
10mg
Price
$112
Updated
2024/03/01
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CALPEPTIN Chemical Properties,Usage,Production

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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117591-20-5, CALPEPTINRelated Search:


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