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A6060

Sigma-Aldrich

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
Beilstein:
7693643
MDL number:
MFCD00065506
UNSPSC Code:
12352200
PubChem Substance ID:
24891051
NACRES:
NA.77

Assay

≥95% (HPLC)

form

powder

color

white

solubility

ethanol: 20 mg/mL

storage temp.

−20°C

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

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

InChI key

RJWLAIMXRBDUMH-ULQDDVLXSA-N

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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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Zachary A Gurard-Levin et al.
Antiviral research, 182, 104924-104924 (2020-09-09)
Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) is the cause of the COVID-19 pandemic that began in 2019. The coronavirus 3-chymotrypsin-like cysteine protease (3CLpro) controls replication and is therefore considered a major target for antiviral discovery. This study describes the
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
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
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