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Dokumente

E0514

Sigma-Aldrich

E-64c

Calpain Inhibitor

Synonym(e):

(2S,3S)-trans-Epoxysuccinyl-L-leucylamido-3-methyl-butan

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About This Item

Empirische Formel (Hill-System):
C15H26N2O5
CAS-Nummer:
76684-89-4
Molekulargewicht:
314.38
MDL-Nummer:
MFCD00132882
UNSPSC-Code:
12352202
PubChem Substanz-ID:
24894369

Biologische Quelle

synthetic (organic)

Assay

≥98% (HPLC)

Form

powder

Löslichkeit

ethanol: 20 mg/mL, clear, colorless

Lagertemp.

−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

InChIKey

SCMSYZJDIQPSDI-SRVKXCTJSA-N

Angaben zum Gen

human ... CAPN1(823)

Biochem./physiol. Wirkung

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.

Verlinkung

Synthetic analog of E-64

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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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
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
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
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
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
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