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E8640

Sigma-Aldrich

E-64d

protease inhibitor

Synonym(s):
(2S,3S)-trans-Epoxysuccinyl-L-leucylamido-3-methylbutane ethyl ester, EST
Empirical Formula (Hill Notation):
C17H30N2O5
CAS Number:
Molecular Weight:
342.43
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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)

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This Item
E3132330005324890
E-64d protease inhibitor

Sigma-Aldrich

E8640

E-64d

E-64 protease inhibitor

Sigma-Aldrich

E3132

E-64

EST A cell-permeable, irreversible inhibitor of cysteine proteases.

Sigma-Aldrich

330005

EST

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

solid

form

solid

solubility

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

solubility

water: 20 mg/mL, clear, colorless to faintly yellow

solubility

DMSO: soluble

solubility

water: 20 mg/mL, DMSO: 25 mg/mL

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

200

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

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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%
John P Lloyd et al.
Scientific reports, 9(1), 12122-12122 (2019-08-23)
Extensive transcriptional activity occurring in intergenic regions of genomes has raised the question whether intergenic transcription represents the activity of novel genes or noisy expression. To address this, we evaluated cross-species and post-duplication sequence and expression conservation of intergenic transcribed
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)
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)

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