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E0514

E-64c

Name: E-64c
Brand: SIGMA

Calpain Inhibitor

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₂₆N₂O₅

CAS Number:

76684-89-4

Molecular Weight:

314.38

UNSPSC Code:

12352202

PubChem Substance ID:

24894369

MDL number:

MFCD00132882

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Properties

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)

Description

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.

Other Notes

Synthetic analog of E-64

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Environmental effects on charge densities of biologically active molecules: do molecule crystal environments indeed approximate protein surroundings?

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

Michael acceptors as cysteine protease inhibitors.

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

Autophagy in tobacco BY-2 cells cultured under sucrose starvation conditions: isolation of the autolysosome and its characterization.

Chihiro Takatsuka et al.

Plant & cell physiology, 52(12), 2074-2087 (2011-11-01)

Tobacco culture cells carry out a large-scale degradation of intracellular proteins in order to survive under sucrose starvation conditions. We have previously suggested that this bulk degradation of cellular proteins is performed by autophagy, where autolysosomes formed de novo act

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Global Trade Item Number

SKU	GTIN
E0514-5MG	04061833270646