88321-09-9

Basic information

• Product Name: EST
• Synonyms: (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;Estate;oxistatin;E64d,E-64d;3-[[[(1S)-3-methyl-1[[(3S-methylbutyl)amino]carbonyl]butyl]amino]carbonyl]-2S-oxiranecarboxylic acid, ethyl ester;COT (30-397), active, GST tagged human
• CAS NO: 88321-09-9
• Molecular Formula: C17H30N2O5
• Molecular Weight: 342.43
• Product Categories: Inhibitors;peptides;Pepetides;ProteaseInhibitors
• Mol File: 88321-09-9.mol

Chemical Properties

• Melting Point: 126.2°C
• Boiling Point: 477.88°C (rough estimate)
• Flash Point: 279.2°C
• Appearance: /
• Density: 1.0657 (rough estimate)
• Vapor Pressure: 1.2E-11mmHg at 25°C
• Refractive Index: 1.5800 (estimate)
• Storage Temp.: −20°C
• Solubility: Soluble in DMSO, DMF or ethanol
• 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.
• CAS DataBase Reference: EST(CAS DataBase Reference)
• NIST Chemistry Reference: EST(88321-09-9)
• EPA Substance Registry System: EST(88321-09-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• RIDADR: 3077
• WGK Germany: 2
• RTECS: RR0404300
• Hazardous Substances Data: 88321-09-9(Hazardous Substances Data)

Usage

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.

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

InChI:InChI=1/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

Upstream product

• 63734-73-6 ethyl (2S,3S)-2,3-epoxysuccinate 
• 84851-37-6 (S)-1-(isopentylamino)-2-amino-4-methyl-1-oxopentan hydrochloride 
• 84851-37-6 N¹-isoamylleucinamide 
• 107-85-7 1-amino-3-methylbutane 
• 84863-67-2 (S)-t-butyl 1-(isopentylamino)-4-methyl-1-oxopentan-2-ylcarbamate 
• 66866-44-2 Boc-Leu-O-COO-isoBu 
• 3291-46-1 (2S,3S)-diethyl oxirane-2,3-dicarboxylate 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 75657-73-7 N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl ester 
• 1738-77-8 L-leucine benzyl ester p-toluenesulfonate 
• 915697-54-0 C₁₇H₂₁NO₅ 
• 915697-61-9 C₁₆H₁₉NO₅ 
• 915697-59-5 C₂₁H₃₀N₂O₄ 
• 915697-62-0 C₂₁H₃₀N₂O₅ 

Downstream Products

• 140660-53-3 (2S,3S)-3-[(S)-3-Methyl-1-(3-methyl-butylcarbamoyl)-butylcarbamoyl]-oxirane-2-carboxylic acid (S)-2-((S)-2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-hexyl ester 
• 140660-55-5 5-<3-<2-ethyl>-1H-indolyl> (+)-(2S,3S)-3-<<(S)-3-methyl-1-<(3-methylbutyl)carbamoyl>butyl>carbamoyl>-2-oxiranecarboxylate 
• 140660-60-2 N-<2-<5-(benzyloxy)-1H-indol-3-yl>ethyl> (2S,3S)-3-<<(S)-3-methyl-1-<(3-methylbutyl)carbamoyl>butyl>carbamoyl>-2-oxiranecarboxamide 
• 140660-56-6 (R)-2-({(2S,3S)-3-[(S)-3-Methyl-1-(3-methyl-butylcarbamoyl)-butylcarbamoyl]-oxiranecarbonyl}-amino)-3-phenyl-propionic acid methyl ester 
• 140660-52-2 (2S,3S)-3-[(S)-3-Methyl-1-(3-methyl-butylcarbamoyl)-butylcarbamoyl]-oxirane-2-carboxylic acid 2-chloro-benzyl ester 
• 179082-53-2 (2S,3S)-Oxirane-2,3-dicarboxylic acid 2-(benzyloxy-amide) 3-{[(S)-3-methyl-1-(3-methyl-butylcarbamoyl)-butyl]-amide} 
• 76684-89-4 loxistatin acid 

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