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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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Relative contribution of matrix metalloprotease and cysteine protease activities to cytokine-stimulated articular cartilage degradation.

B C Sondergaard et al.

Osteoarthritis and cartilage, 14(8), 738-748 (2006-03-28)

Both matrix metalloprotease (MMP) activity and cathepsin K (CK) activity have been implicated in cartilage turnover. We investigated the relative contribution of MMP activity and CK activity in cartilage degradation using ex vivo and in vivo models. Bovine articular cartilage

L-trans-Epoxysuccinyl-leucylamido(4-guanidino)butane (E-64) and its analogues as inhibitors of cysteine proteinases including cathepsins B, H and L.

A J Barrett et al.

The Biochemical journal, 201(1), 189-198 (1982-01-01)

1. L-trans-Epoxysuccinyl-leucylamido(4-guanidino)butane (E-64) at a concentration of 0.5 mM had no effect on the serine proteinases plasma kallikrein and leucocyte elastase or the metalloproteinases thermolysin and clostridial collagenase. In contrast, 10 muM-E-64 rapidly inactivated the cysteine proteinases cathepsins B, H

Physalins B and F, seco-steroids isolated from Physalis angulata L., strongly inhibit proliferation, ultrastructure and infectivity of Trypanosoma cruzi.

Cássio S Meira et al.

Parasitology, 140(14), 1811-1821 (2013-09-05)

We previously observed that physalins have immunomodulatory properties, as well as antileishmanial and antiplasmodial activities. Here, we investigated the anti-Trypanosoma cruzi activity of physalins B, D, F and G. We found that physalins B and F were the most potent

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Global Trade Item Number

SKU	GTIN
E0514-5MG	04061833270646