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CALPEPTIN

CAS No.
117591-20-5
Chemical Name:
CALPEPTIN
Synonyms
CS-1747;CALPEPTIN;Z-LEU-NLE-OH;Calpeptin,95%;Z-LEU-NLE-CHO;Z-LEU-NORLEUCINAL;N-CBZ-L-LEUCYL-NORLEUCINAL;BENZYLOXYCARBONYLLEUCYL-NORLEUCINAL;BENZYLOXYCARBONYLDIPEPTIDYL ALDEHYDE;N-BENZYLOXYCARBONYL-L-LEUCYLNORLEUCINAL
CBNumber:
CB4713515
Molecular Formula:
C20H30N2O4
Molecular Weight:
362.46
MDL Number:
MFCD00155623
MOL File:
117591-20-5.mol
MSDS File:
SDS
Last updated:2023-07-14 17:44:35

CALPEPTIN 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)
FDA UNII 18X9FR245W

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
Safety Statements  24/25
WGK Germany  3
HS Code  29242990

CALPEPTIN price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 03-34-0051 Calpeptin - CAS 117591-20-5 - Calbiochem A cell-permeable calpain inhibitor (ID?? = 52 nM for calpain-1; ID?? = 34 nM for calpain-2; ID?? = 138 nM for papain). 117591-20-5 5mg $144 2024-03-01 Buy
Sigma-Aldrich 03-34-0051 Calpeptin - CAS 117591-20-5 - Calbiochem A cell-permeable calpain inhibitor (ID?? = 52 nM for calpain-1; ID?? = 34 nM for calpain-2; ID?? = 138 nM for papain). 117591-20-5 25mg $373 2024-03-01 Buy
Sigma-Aldrich 03-34-0051 Calpeptin - CAS 117591-20-5 - Calbiochem A cell-permeable calpain inhibitor (ID?? = 52 nM for calpain-1; ID?? = 34 nM for calpain-2; ID?? = 138 nM for papain). 117591-20-5 100mg $1070 2024-03-01 Buy
Alfa Aesar J60481 Calpeptin, 98+% 117591-20-5 10mg $220 2023-06-20 Buy
Alfa Aesar J60481 Calpeptin, 98+% 117591-20-5 50mg $807 2021-12-16 Buy
Product number Packaging Price Buy
03-34-0051 5mg $144 Buy
03-34-0051 25mg $373 Buy
03-34-0051 100mg $1070 Buy
J60481 10mg $220 Buy
J60481 50mg $807 Buy

CALPEPTIN Chemical Properties,Uses,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.

2018-66-8
117591-20-5
Synthesis of CALPEPTIN from N-Cbz-L-Leucine

CALPEPTIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 109)Suppliers
Supplier Tel Email Country ProdList Advantage
Alpha Biopharmaceuticals Co., Ltd
+86-411-39042497 +8613921981412 sales@alphabiopharm.com China 886 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
BOC Sciences
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Career Henan Chemica Co
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HANGZHOU CLAP TECHNOLOGY CO.,LTD
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Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10523 58
Nextpeptide Inc
+86-0571-81612335 +8613336028439 sales@nextpeptide.com China 19915 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
TargetMol Chemicals Inc.
+1-781-999-5354 support@targetmol.com United States 19973 58
ShenZhen Trendseen Biological Technology Co.,Ltd.
13417589054 trendseenbio@gmail.com China 11681 58

CALPEPTIN Spectrum

CALPEPTIN BENZYLOXYCARBONYLLEUCYL-NORLEUCINAL BENZYLOXYCARBONYLDIPEPTIDYL ALDEHYDE N-CBZ-L-LEUCYL-NORLEUCINAL N-BENZYLOXYCARBONYL-L-LEUCYLNORLEUCINAL Z-LEU-NLE-CHO 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 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 Carbamic acid, N-[(1S)-1-[[[(1S)-1-formylpentyl]amino]carbonyl]-3-methylbutyl]-, phenylmethyl ester 117591-20-5 11759-20-5 C20H30N2O4 Inhibitors Calcium signaling