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C8999

Sigma-Aldrich

Calpeptin

≥98% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C20H30N2O4
Número de CAS:
117591-20-5
Peso molecular:
362.46
MDL number:
MFCD00155623
UNSPSC Code:
12352200
PubChem Substance ID:
329775192
NACRES:
NA.77

Quality Level

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

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 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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Grace Soong et al.
The Journal of infectious diseases, 205(10), 1571-1579 (2012-03-30)
The USA300 strains of Staphylococcus aureus are the major cause of skin and soft tissue infection in the United States. Invasive USA300 infection has been attributed to several virulence factors, including protein A and the α-hemolysin (Hla), which cause pathology
Inhibition of histone deacetylase 3 (HDAC3) mediates ischemic preconditioning and protects cortical neurons against ischemia in rats.
Yang X, et al.
Frontiers in Molecular Neuroscience, 9, 131-131 (2016)
Hector N Aguilar et al.
PloS one, 6(6), e20903-e20903 (2011-06-23)
The 'phosphate-binding tag' (phos-tag) reagent enables separation of phospho-proteins during SDS-PAGE by impeding migration proportional to their phosphorylation stoichiometry. Western blotting can then be used to detect and quantify the bands corresponding to the phospho-states of a target protein. We
Heike Hardelauf et al.
Lab on a chip, 11(16), 2763-2771 (2011-06-29)
Spatially defined neuronal networks have great potential to be used in a wide spectrum of neurobiology assays. We present an original technique for the precise and reproducible formation of neuronal networks. A PDMS membrane comprising through-holes aligned with interconnecting microchannels
Calpeptin attenuated inflammation, cell death, and axonal damage in animal model of multiple sclerosis.
Guyton M K, et al.
Journal of Neuroscience Research, 88(11), 2398-2408 (2010)
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