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MilliporeSigma

E0514

Sigma-Aldrich

E-64c

Calpain Inhibitor

Sinónimos:

(2S,3S)-trans-Epoxysuccinyl-L-leucylamido-3-methylbutane

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About This Item

Fórmula empírica (notación de Hill):
C15H26N2O5
Número de CAS:
Peso molecular:
314.38
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

powder

solubility

ethanol: 20 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CC(C)CCNC(=O)[C@H](CC(C)C)NC(=O)[C@H]1O[C@@H]1C(O)=O

InChI

1S/C15H26N2O5/c1-8(2)5-6-16-13(18)10(7-9(3)4)17-14(19)11-12(22-11)15(20)21/h8-12H,5-7H2,1-4H3,(H,16,18)(H,17,19)(H,20,21)/t10-,11-,12-/m0/s1

InChI key

SCMSYZJDIQPSDI-SRVKXCTJSA-N

Gene Information

human ... CAPN1(823)

Biochem/physiol Actions

Cysteine protease inhibitor; membrane-impermeable calpain inhibitor.
Cysteine protease inhibitor; membrane-impermeable calpain inhibitor. Significantly reduces calpain-mediated depletion of microtubule-associated protein (MAP2) in an animal model of an ischemic brain.

Linkage

Synthetic analog of E-64

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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G D Arthur et al.
Molecular and cellular biochemistry, 176(1-2), 241-248 (1997-12-24)
The purpose of this study was to test the relationship between biochemical and functional changes accompanying beta-agonist induced cardiac hypertrophy and the activation of a calcium stimulated cysteine protease. Because the ultrastructural and ionic changes accompanying beta-agonist induced cardiac hypertrophy
Milena Mladenovic et al.
The journal of physical chemistry. B, 113(15), 5072-5082 (2009-03-27)
In the present paper, we investigate whether crystal and enzyme environments influence the electron density (ED) of active compounds in a similar manner. This supposition is essential for high-resolution X-ray studies, which use the EDs obtained from crystals of the
Maria M M Santos et al.
Mini reviews in medicinal chemistry, 7(10), 1040-1050 (2007-11-06)
Cysteine proteases selectively catalyze the hydrolysis of peptide bonds. Uncontrolled, unregulated, or undesired proteolysis can lead to many disease states including emphysema, stroke, viral infections, cancer, Alzheimer's disease, inflammation, and arthritis. Cysteine proteases inhibitors thus have considerable potential utility for
Jacques Marquay Markiewicz et al.
PLoS neglected tropical diseases, 5(4), e1002-e1002 (2011-04-13)
Exposure of Entamoeba histolytica to specific ligands induces cell polarization via the activation of signalling pathways and cytoskeletal elements. The process leads to formation of a protruding pseudopod at the front of the cell and a retracting uropod at the
D A Raj et al.
Pflugers Archiv : European journal of physiology, 435(6), 804-809 (1998-06-13)
An inflammatory response triggered by neutrophil accumulation into muscle tissue is thought to occur with exercise-induced muscle damage. To investigate the relationship between Ca2+-stimulated proteolysis (calpain-like activity) and neutrophil accumulation [myeloperoxidase (MPO) activity], cardiac and plantaris muscles from rats (n

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