ChemicalBook > CAS DataBase List > EST

EST

Product Name
EST
CAS No.
88321-09-9
Chemical Name
EST
Synonyms
EST;ep453;E-64D;Estate;CS-1622;oxistatin;NSC694281;E64d,E-64d;LOXASTATIN;LOXISTATIN
CBNumber
CB8228758
Molecular Formula
C17H30N2O5
Formula Weight
342.43
MOL File
88321-09-9.mol
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EST Property

Melting point:
126.2°C
Boiling point:
477.88°C (rough estimate)
Density 
1.0657 (rough estimate)
refractive index 
1.5800 (estimate)
storage temp. 
-20°C
solubility 
Soluble in DMSO, DMF or ethanol
pka
13.32±0.40(Predicted)
form 
White solid
color 
Fine needles from EtOH
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
RIDADR 
3077
WGK Germany 
2
RTECS 
RR0404300
HS Code 
29242990
Toxicity
cyt-ham:lng 200 mg/L IYKEDH 17,815,86
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E8640
Product name
E-64d
Purity
protease inhibitor
Packaging
250μg
Price
$144
Updated
2024/03/01
Sigma-Aldrich
Product number
E8640
Product name
E-64d
Purity
protease inhibitor
Packaging
1mg
Price
$385
Updated
2024/03/01
Sigma-Aldrich
Product number
C1370
Product name
COT (30-397), active, GST tagged human
Purity
PRECISIO? Kinase, recombinant, expressed in baculovirus infected Sf9 cells, ≥70% (SDS-PAGE), buffered aqueous glycerol solution
Packaging
10μg
Price
$524
Updated
2024/03/01
Sigma-Aldrich
Product number
330005
Product name
EST
Purity
A cell-permeable, irreversible inhibitor of cysteine proteases.
Packaging
1mg
Price
$187
Updated
2024/03/01
TCI Chemical
Product number
E1337
Product name
E-64d [for Biochemical Research]
Packaging
5MG
Price
$101
Updated
2024/03/01
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EST Chemical Properties,Usage,Production

Description

E-64d is an irreversible, membrane-permeable inhibitor of lysosomal and cytosolic cysteine proteases and has diverse biological activities. It is a synthetic analog of E-64 and prodrug form of E-64c that inhibits calpain and the cysteine proteases cathepsins F, -K, -B, -H, and -L. E-64d (20-200 μM) induces cell cycle arrest at the G2/M phase in A431 human epidermoid carcinoma cells. It inhibits protease-resistant prion protein accumulation in scrapie-infected neuroblastoma cells with an IC50 value of 0.5 μM. E-46d also inhibits entry of vesicular stomatitis virus (VSV) particles pseudotyped with severe acute respiratory syndrome coronavirus (SARS-CoV) or SARS-CoV-2 spike glycoprotein into Vero cells, an effect that is reduced by expression of the serine protease TMPRSS2.

Uses

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.

Uses

E-64d is an inhibitor of cathepsins B and L as well as a potential inhibitor of calpain. E-64d has been shown to inhibit lysosomal proteases. E-64d has been used in combination with Prepstatin A to interfere with autolysosomal digestion. E-64d displays neurovascular and neuronal protective effects after focal cerebral ischemia in rats.

Definition

ChEBI: An L-leucine derivative that is the amide obtained by formal condensation of the carboxy group of (2S,3S)-3-(ethoxycarbonyl)oxirane-2-carboxylic acid with the amino group of N-(3-methylb tyl)-L-leucinamide.

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.

Safety Profile

Moderately toxic by intraperitoneal route. An experimental teratogen. Experimental reproductive effects. Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.

storage

Store at -20°C

References

1) McGowan?et al.?(1989),?Inhibition of calpain in intact platelets by the thiol protease inhibitor E-64d; Biochem. Biophys. Res. Commun.,?158?432 2) Wilcox and Mason (1992),?Inhibition of cysteine proteinases in lysosomes and whole cells; Biochem. J.,?285?495 3) Mizushima?et al.?(2010), Methods in mammalian autophagy research; Cell,?140?313

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Raw materials

Preparation Products

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View Lastest Price from EST manufacturers

Career Henan Chemical Co
Product
EST 88321-09-9
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2019-07-12
Career Henan Chemical Co
Product
EST 88321-09-9
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2019-07-09

88321-09-9, ESTRelated Search:


  • (2S,3S)-3-[[[(1S)-3-Methyl-1-[[(3-Methylbutyl)aMino]carbonyl]butyl]aMino]carbonyl]-2-oxiranecarboxylic acid ethyl ester
  • (2S,3S)-trans-Epoxysuccinyl-L-leucylaMido-3-Methylbutane ethyl ester, EST
  • (2S,3S)-ethyl 3-(((S)-1-(isopentylaMino)-4-Methyl-1-oxopentan-2-yl)carbaMoyl)oxirane-2-carboxylate
  • E-64-D(LOXISTATINE)
  • Estate
  • oxistatin
  • E64d,E-64d
  • E-64(Trans-Epoxysuccinyl-L-Leucylamido-(4-Guanidino)Butane)
  • L-trans-Epoxysuccinyl(OEt)-Leu-3-methylbuty
  • trans-epoxysuccinyl-L-leucylamido 3-methylbutane ethyl
  • EST, (2S,3S)-trans-Epoxysuccinyl-L-leucylamido-3-methylbutane ethyl ester
  • (2S,3S)-trans-epoxysuccinyl-L-*leucylamido-3-meth
  • aloxistatin
  • (2S)-3β-[[[(S)-3-Methyl-1-[[(3-methylbutyl)amino]carbonyl]butyl]amino]carbonyl]oxirane-2α-carboxylic acid ethyl ester
  • [2S,3S,(+)]-3β-[(S)-3-Methyl-1-(3-methylbutylcarbamoyl)butylcarbamoyl]-2α-oxiranecarboxylic acid ethyl ester
  • Aloxistatin (E-64d) EST Loxistatin
  • Aloxistatin (E64d
  • Aloxistatin(E-64d)
  • E64c ethyl ester)
  • E-64d, L-trans-Epoxysuccinyl(OEt)-Leu-3-MethylbutylaMide, EP453, Aloxistatin, Loxistatin
  • Aloxistatin, 98%, irreversible cell-permeable cysteine protease inhibitor
  • E-64d [for Biochemical Research]
  • ep453
  • ethylester,(2s-(2-alpha,3-beta(r*)))-mino)carbonyl)
  • (2S,3S)-ETHYL-TRANS-EPOXYSUCCINYL-L-LEUCYLAMIDO-3-METHYLBUTANE
  • (2S,3S)-TRANS-EPOXYSUCCINYL-L-LEUCYLAMIDO-3-METHYLBUTANE ETHYL ESTER
  • 3-[[[(1S)-3-methyl-1[[(3S-methylbutyl)amino]carbonyl]butyl]amino]carbonyl]-2S-oxiranecarboxylic acid, ethyl ester
  • COT (30-397), active, GST tagged human
  • 2-Oxiranecarboxylicacid,3-[[[(1S)-3-methyl-1-[[(3-methylbutyl)amino]carbonyl]butyl]amino]carbonyl]-,ethyl ester, (2S,3S)-
  • E 64d (Aloxistatin)
  • (2S,3S)-3-[[[(1S)-3-Methyl-1-[[(3-methylbutyl)amino]carbonyl]-butyl]amino]carbonyl]-2-oxiranec
  • L-TRANS-EPOXYSUCCINYL-LEU-3-METHYLBUTYLAMIDE-ETHYL ESTER
  • L-TRANS-EPOXYSUCCINYL(OET)-LEU-3-METHYLBUTYLAMIDE
  • LOXASTATIN
  • LOXISTATIN
  • (L-3TRANS-ETHOXYCARBONYLOXIRANE-2-CARBONYL)-L-LEUCINE-(3-METHYLBUTYL)AMIDE
  • EST
  • E-64D
  • EST - CAS 88321-09-9 - Calbiochem
  • CS-1622
  • ALOXISTATIN;E64D;E 64D;LOXISTATIN;E-64C ETHYL ESTER;EP 453;NSC 694281;NSC694281;NSC-694281
  • NSC 694281
  • NSC694281
  • NSC-694281
  • (2S,3S)-3-[[(2S)-4-Methyl-1-[(3-methylbutyl)amino]-1-oxo-2-pentanyl]carbamoyl]-2-oxiranecarboxylic Acid Ethyl Ester
  • Ethyl (2S,3S)-3-[[(2S)-4-Methyl-1-[(3-methylbutyl)amino]-1-oxo-2-pentanyl]carbamoyl]-2-oxiranecarboxylate
  • Aloxistatin (Loxistatin
  • E64d, NSC-694281)
  • Ethyl (2S,3S)-3-(((S)-1-(isopentylamino)-4-methyl-1-oxopentan-2-yl)carbamoyl)oxirane-2-carboxylate
  • 88321-09-9
  • C17H30N2O5
  • Enzymes, Inhibitors, and Substrates
  • Enzyme Inhibitors by Enzyme
  • Enzyme Inhibitors
  • A to C
  • Calpain
  • BioChemical
  • Biochemicals and Reagents