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C8999

Sigma-Aldrich

Calpeptin

≥98% (HPLC)

Synonyma:

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

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen
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About This Item

Empirický vzorec (Hillův zápis):
C20H30N2O4
Číslo CAS:
117591-20-5
Molekulová hmotnost:
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

Osvědčení o analýze (COA)

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Calpain Inhibitor I N-Acetyl-Leu-Leu-norleucinal, synthetic

Roche

11086090001

Calpain Inhibitor I

ALLN Cell-permeable inhibitor of calpain I (Ki = 190 nM), calpain II (Ki = 220 nM), cathepsin B (Ki = 150 nM), and cathepsin L (Ki = 500 pM).

Sigma-Aldrich

208719

ALLN

EST A cell-permeable, irreversible inhibitor of cysteine proteases.

Sigma-Aldrich

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EST

PD 150606 A cell-permeable, non-competitive, selective non-peptide calpain inhibitor [Ki = 210 nM for calpain-1 and 370 nM for calpain-2.

Sigma-Aldrich

513022

PD 150606

Calpastatin Peptide A 27-amino acid, cell-permeable peptide encoded by exon 1B of human calpastatin that acts as a potent inhibitor of calpain I and calpain II (IC₅₀ = 20 nM for purified rabbit calpain II).

Sigma-Aldrich

208902

Calpastatin Peptide

Manumycin A from Streptomyces parvulus

Sigma-Aldrich

M6418

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N-Succinyl-Leu-Tyr-7-amido-4-methylcoumarin calpain substrate

Sigma-Aldrich

S1153

N-Succinyl-Leu-Tyr-7-amido-4-methylcoumarin

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)
Calpeptin, a calpain inhibitor, promotes neurite elongation in differentiating PC12 cells.
Pinter M, et al.
Neuroscience Letters, 170(1), 91-93 (1994)
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
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
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)
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