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Merck

E8640

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
UNSPSC Code:
12352202
PubChem Substance ID:
24894681
NACRES:
NA.77
MDL number:
MFCD00132883

Key Documents

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Product Name

E-64d, protease inhibitor

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

biological source

synthetic (organic)

assay

≥98% (TLC)

form

powder

solubility

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

storage temp.

−20°C

Quality Level

200

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

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

E8640-VAR: + E8640-1MG-PW: + E8640-1MG: + E8640-PPG: + E8640-250UG: + E8640-250UG-PW: + E8640-PH: + E8640-BULK-N: + E8640-BULK: + E8640PROC:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
0000525187
0000525187
0000486206
0000486206
0000428556

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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)
Weidong Huang et al.
Scientific reports, 7(1), 13354-13354 (2017-10-19)
A cDNA library from a pool of all the seven silk glands from a tropical spider species was constructed. More than 1000 expressed sequence tag (EST) clones were created. Almost 65% of the EST clones were identified and around 50%
E64d, a membrane-permeable cysteine protease inhibitor, attenuates the effects of parathyroid hormone on osteoblasts in vitro
Murray EJ, et al.
Metabolism and Disease, 46(9), 1090-1094 (1997)
Ethambutol neutralizes lysosomes and causes lysosomal zinc accumulation
Yamada D, et al.
Biochemical and Biophysical Research Communications, 471(1), 109-116 (2016)
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