CALPEPTIN

ChemicalBook > CAS DataBase List > 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;N-CBZ-L-LEUCYL-NORLEUCINAL;BENZYLOXYCARBONYLLEUCYL-NORLEUCINAL;BENZYLOXYCARBONYLDIPEPTIDYL ALDEHYDE;N-BENZYLOXYCARBONYL-L-LEUCYLNORLEUCINAL
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
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: $144
Updated: 2024/03/01

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: $373
Updated: 2024/03/01

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: $1070
Updated: 2024/03/01

Alfa Aesar

Product number: J60481
Product name: Calpeptin, 98+%
Packaging: 10mg
Price: $220
Updated: 2023/06/20

Alfa Aesar

Product number: J60481
Product name: Calpeptin, 98+%
Packaging: 50mg
Price: $807
Updated: 2021/12/16

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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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CALPEPTIN Suppliers

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117591-20-5, CALPEPTINRelated Search:

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

CALPEPTIN

BENZYLOXYCARBONYLLEUCYL-NORLEUCINAL

BENZYLOXYCARBONYLDIPEPTIDYL ALDEHYDE

N-CBZ-L-LEUCYL-NORLEUCINAL

N-BENZYLOXYCARBONYL-L-LEUCYLNORLEUCINAL

Z-LEU-NLE-CHO

Z-LEU-NORLEUCINAL;N-BENZYLOXYCARBONYL-L-LEUCYL-NORLEUCINAL

Calpeptin - CAS 117591-20-5 - Calbiochem

CALPEPTIN【benzyl ((2S,4S)-6-methyl-3-oxo-2-((R)-1-oxohexan-2-yl)piperidin-4-yl)carbamate】

CS-1747

Z-LEU-NLE-OH

Z-LEU-NORLEUCINAL

N-[N-[(Phenylmethoxy)carbonyl]-L-leucyl]-L-norleucinal

Calpeptin,95%

CalpeptinN-Benzyloxycarbonyl-L-leucyl-norleucinal

CarbaMic acid, [(1S)-1-[[[(1S)-1-forMylpentyl]aMino]carbonyl]-3-Methylbutyl]-, phenylMethyl ester

benzyl (S)-4-methyl-1-oxo-1-((S)-1-oxohexan-2-ylamino)pentan-2-ylcarbamate

N-[(1S)-1-[[(1S)-1-Formylpentyl]Carbamoyl]-3-Methyl-Butyl]Carbamic Acid Be

N-[(1S)-1-[[[(1S)-1-Formylpentyl]Amino]-Oxomethyl]-3-Methylbutyl]Carbamic Acid Phenylmethyl Ester

Phenylmethyl N-[(1S)-1-[[(1S)-1-Formylpentyl]Carbamoyl]-3-Methyl-Butyl]Carbamate

N-Benzyloxycarbonyl-L-leucylnorieucinal

Carbamic acid, N-[(1S)-1-[[[(1S)-1-formylpentyl]amino]carbonyl]-3-methylbutyl]-, phenylmethyl ester

117591-20-5

11759-20-5

C20H30N2O4

Inhibitors

Calcium signaling