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Home > Encyclopedia > trans-Epoxysuccinyl-L-leucylamido-(4-guanidino)butane

trans-Epoxysuccinyl-L-leucylamido-(4-guanidino)butane

trans-Epoxysuccinyl-L-leucylamido-(4-guanidino)butane structure

trans-Epoxysuccinyl-L-leucylamido-(4-guanidino)butane 

structure
  • CAS No:

    66701-25-5

  • Formula:

    C15H27N5O5

  • Chemical Name:

    trans-Epoxysuccinyl-L-leucylamido-(4-guanidino)butane

  • Synonyms:

    2-Oxiranecarboxylic acid,3-[[[(1S)-1-[[[4-[(aminoiminomethyl)amino]butyl]amino]carbonyl]-3-methylbutyl]amino]carbonyl]-,(2S,3S)-;Oxiranecarboxylic acid,3-[[[1-[[[4-[(aminoiminomethyl)amino]butyl]amino]carbonyl]-3-methylbutyl]amino]carbonyl]-,[2S-[2α,3β(R*)]]-;Oxiranecarboxylic acid,3-[[[(1S)-1-[[[4-[(aminoiminomethyl)amino]butyl]amino]carbonyl]-3-methylbutyl]amino]carbonyl]-,(2S,3S)-;(2S,3S)-3-[[[(1S)-1-[[[4-[(Aminoiminomethyl)amino]butyl]amino]carbonyl]-3-methylbutyl]amino]carbonyl]-2-oxiranecarboxylic acid;Proteinase inhibitor E 64;E 64 (proteinase inhibitor);E 64;trans-Epoxysuccinyl-L-leucylamido-(4-guanidino)butane

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

E-64 is a potent irreversible inhibitor against general cysteine proteases with IC50 of 9 nM for papain.


E64 is an epoxy monocarboxylic acid, a dicarboxylic acid monoamide, a member of guanidines and a L-leucine derivative. It has a role as a protease inhibitor, an antimalarial and an antiparasitic agent.

trans-Epoxysuccinyl-L-leucylamido-(4-guanidino)butane Basic Attributes

357.41

357.41

R76F7856MV

29252900

Characteristics

169.93000

0.72150

white solid

1.4±0.1 g/cm3

182ºC

1.618

soluble in DMSO (25mg/ml), or water (20mg/ml)H2O: 20 mg/mL, clear, colorless

2-8°C

Safety Information

2811

3

6.1

22-24/25

RR0390000

P260-P264-P270-P308 + P311-P501

H371

|Warning|H371 (100%): May cause damage to organs [Warning Specific target organ toxicity, single exposure]|P260, P264, P270, P309+P311, P405, and P501|Aggregated GHS information provided by 4 companies from 2 notifications to the ECHA C&L Inventory.

Drug Information

Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585) (See all compounds classified as Antimalarials.)|Exogenous and endogenous compounds which inhibit CYSTEINE ENDOPEPTIDASES. (See all compounds classified as Cysteine Proteinase Inhibitors.)

E 64

trans-Epoxysuccinyl-L-leucylamido-(4-guanidino)butane Use and Manufacturing

E-64 is an effective ligand for affinity purification of cysteine ​​proteases. When coupled to a thiolated affinity matrix, binding is no longer irreversible, but retains specificity

Computed Properties

Molecular Weight:357.41
XLogP3:-0.9
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:11
Exact Mass:357.20121898
Monoisotopic Mass:357.20121898
Topological Polar Surface Area:172
Heavy Atom Count:25
Complexity:518
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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