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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:
Molecular Weight:
342.43
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

product name

E-64d, protease inhibitor

biological source

synthetic (organic)

Quality Level

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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
Hook G, et al.
Frontiers in Neurology, 6(9), 178-178 (2015)
Mebrahtom Gebrelibanos Hiben et al.
Journal of ethnopharmacology, 241, 111978-111978 (2019-06-01)
Maerua subcordata (Gilg) DeWolf is a medicinal and wild food plant growing mainly in east Africa. Especially its root tuber is widely used in traditional medicine to treat several infectious and chronic diseases but also in some toxicity implications like
Shingo Nakamura et al.
Frontiers in plant science, 8, 1840-1840 (2017-11-23)
Wild barley (
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
Hook G, et al.
Journal of Alzheimer'S Disease, 26(2), 387-408 (2011)
Inhibition of Plasmodium falciparum oocyst production by membrane-permeant cysteine protease inhibitor E64d
Eksi S, et al.
Antimicrobial Agents and Chemotherapy, 51(3), 1064-1070 (2007)

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