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E0514

Sigma-Aldrich

E-64c

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
MDL number:
MFCD00132882
UNSPSC Code:
12352202
PubChem Substance ID:
24894369

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.[1]

Linkage

Synthetic analog of E-64

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBS6258
BCBR7529V
BCBM0550V
BCBR7529
BCBM0550

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L B Creemers et al.
Matrix biology : journal of the International Society for Matrix Biology, 16(9), 575-584 (1998-05-06)
The involvement of cysteine proteinases in the degradation of soft connective tissue collagen was studied in cultured periosteal explants. Using cysteine proteinase inhibitors that were active intracellularly or extracellularly (Ep453 and Ep475, respectively), it was shown that over-all collagen degradation
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
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
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
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
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