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Merck
CN

A6060

Calpain Inhibitor II

powder

Synonym(s):

N-Acetyl-L-leucyl-L-leucyl-L-methioninal

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About This Item

Empirical Formula (Hill Notation):
C19H35N3O4S
CAS Number:
110115-07-6
Molecular Weight:
401.56
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
24891051
MDL number:
MFCD00065506
Beilstein/REAXYS Number:
7693643

Key Documents

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InChI

1S/C19H35N3O4S/c1-12(2)9-16(20-14(5)24)19(26)22-17(10-13(3)4)18(25)21-15(11-23)7-8-27-6/h11-13,15-17H,7-10H2,1-6H3,(H,20,24)(H,21,25)(H,22,26)/t15-,16-,17-/m0/s1

SMILES string

[H]C(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(C)=O

InChI key

RJWLAIMXRBDUMH-ULQDDVLXSA-N

assay

≥95% (HPLC)

form

powder

color

white

solubility

ethanol: 20 mg/mL

storage temp.

−20°C

Quality Level

100

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Application

Calpain Inhibitor II has been used in western blotting. It has also been used to study the mechanism of Spy1A (a cyclin-like protein) degradation during cell cycle.
Calpain inhibitor II is a cell-permeable peptide that restricts the activity of calpain, cathepsin L and cathepsin B. Calpain inhibitor II also prevents the methylmercury-induced cell death of cultured rat cerebellar neurons.

Biochem/physiol Actions

Calpain is a cysteine protease expressed in the nervous system. Calpain exhibits a calcium-dependent enzyme activity. In mice models, inhibition of calpain prevents leukocyte infiltration induced by angiotensin II and also attenuates prevascular inflammation.

Other Notes

Formerly CAS# 136632-32-1

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000494406
0000494405
0000494405
0000494406
0000219876

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Keduo Qian et al.
Bioorganic & medicinal chemistry letters, 21(19), 5944-5947 (2011-08-23)
In this study, 22 new betulinic acid (BA) derivatives were synthesized and tested for their inhibition of the chymotrypsin-like activity of 20S proteasome. From the SAR study, we concluded that the C-3 and C-30 positions are the pharmacophores for increasing
Spontaneous epileptiform discharges in a mouse model of Alzheimer's disease are suppressed by antiepileptic drugs that block sodium channels
Ziyatdinova S, et al.
Epilepsy Research (2011)
The cyclin-dependent kinase activator, Spy1A, is targeted for degradation by the ubiquitin ligase NEDD4
Al Sorkhy M, et al.
The Journal of Biological Chemistry, 284(5), 2617-2627 (2009)
J Sebastián Yakisich et al.
Investigational new drugs, 28(3), 242-250 (2009-03-17)
By using mini-units of tissue and protease inhibitors in short term incubation (0-180 min), we studied the role of proteolysis for ongoing DNA replication in the developing rat cerebral cortex. The protease inhibitors TLCK, TPCK, PMSF, MG-132 and PSI markedly
Motoharu Sakaue et al.
Toxicology, 213(1-2), 97-106 (2005-06-29)
Methylmercury, an environmental neurotoxicant, induces the apoptotic death of cerebellar granule cells in vitro at a low concentration. To further understand the mechanism of cell death, we used a rat cerebellar granule cell culture system to investigate whether the calpain/cyclin-dependent
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