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Calpeptin

Name: Calpeptin
Brand: SIGMA

≥98% (HPLC), calpain inhibitor, powder

Synonym(s):

N-Benzyloxycarbonyl-L-leucylnorieucinal, Z-Leu-Nle-CHO

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₃₀N₂O₄

CAS Number:

117591-20-5

Molecular Weight:

362.46

UNSPSC Code:

12352200

PubChem Substance ID:

329775192

NACRES:

NA.77

MDL number:

MFCD00155623

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

Calpeptin, ≥98% (HPLC)

Quality Segment

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.

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This Item	11086090001	219381	539162
Sigma-Aldrich C8999 Calpeptin	Roche 11086090001 Calpain Inhibitor I	Sigma-Aldrich 219381 Cathepsin K Inhibitor III	Sigma-Aldrich 539162 Proteasome Inhibitor II
description ≥98% (HPLC)	description N-Acetyl-Leu-Leu-norleucinal, synthetic	description The Cathepsin K Inhibitor III controls the biological activity of Cathepsin K. This small molecule/inhibitor is primarily used for Protease Inhibitors applications.	description The Proteasome Inhibitor II controls the biological activity of Proteasome. This small molecule/inhibitor is primarily used for Protease Inhibitors applications.
assay ≥98% (HPLC)	assay 98% (chromatographically homogeneous)	assay ≥97% (HPLC)	assay ≥95% (HPLC)
form powder	form powder	form lyophilized solid	form lyophilized solid
Quality Level 100	Quality Level -	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. −20°C
solubility DMSO: 15 mg/mL, clear	solubility DMF: 10 mg/mL, methanol: 10 mg/mL	solubility DMSO: 1 mg/mL	solubility DMSO: 5 mg/mL
shipped in wet ice	shipped in -	shipped in wet ice	shipped in ambient

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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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