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E8640

Sigma-Aldrich

E-64d

powder, ≥98% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H30N2O5
CAS Number:
88321-09-9
Molecular Weight:
342.43
MDL number:
MFCD00132883
UNSPSC Code:
12352202
PubChem Substance ID:
24894681
NACRES:
NA.77

product name

E-64d, protease inhibitor

biological source

synthetic (organic)

Quality Level

200

assay

≥98% (TLC)

form

powder

solubility

methanol: water (1:1): 5 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CCOC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)NCCC(C)C

InChI

1S/C17H30N2O5/c1-6-23-17(22)14-13(24-14)16(21)19-12(9-11(4)5)15(20)18-8-7-10(2)3/h10-14H,6-9H2,1-5H3,(H,18,20)(H,19,21)/t12-,13-,14-/m0/s1

InChI key

SRVFFFJZQVENJC-IHRRRGAJSA-N

Gene Information

human ... CAPN1(823)

Application

E-64d has been used as a lysosomal inhibitor in human acute promyelocytic leukemia NB4 cells and Huh-7 cells. It has also been used as a protease inhibitor in free calcium physiological tyrode solution for perfusion into the isolated heart samples.

Biochem/physiol Actions

E-64d is an epoxysuccinyl peptide and an inhibitor of cysteine protease cathepsin B, calpains 1 and 2. E-64d by its cathepsin B protease inhibition functionality, may serve as a potential drug for treating traumatic brain injury (TBI) and Alzheimer′s disease (AD). It inhibits gametocyte surface antigen resulting in a decreased oocyst production in Plasmodium falciparum.

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Cathepsin B is a new drug target for traumatic brain injury therapeutics: evidence for E64d as a promising lead drug candidate
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Frontiers in Neurology, 6(9), 178-178 (2015)
Inhibition of Plasmodium falciparum oocyst production by membrane-permeant cysteine protease inhibitor E64d
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Antimicrobial Agents and Chemotherapy, 51(3), 1064-1070 (2007)
The cysteine protease inhibitor, E64d, reduces brain amyloid-beta and improves memory deficits in Alzheimer's disease animal models by inhibiting cathepsin B, but not BACE1, beta-secretase activity
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