E-64

  • CAT Number: I004509
  • CAS Number: 66701-25-5
  • Molecular Formula: C₁₅H₂₇N₅O₅
  • Molecular Weight: 357.41
  • Purity: ≥95%
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E-64 (CAT: I004509) is a potent and irreversible inhibitor of cysteine proteases. It belongs to the class of epoxide-based protease inhibitors known as E-64 analogs. E-64 inhibits a wide range of cysteine proteases, including cathepsins, calpains, and papain-like proteases. It acts by forming a covalent bond with the active site cysteine residue of the target protease, thus preventing its activity. E-64 has been extensively used as a research tool in studies related to protease biology, autophagy, apoptosis, and various disease models. Its inhibitory properties make it valuable for investigating the roles of cysteine proteases in cellular processes and disease pathogenesis.

Catalog Number I004509
CAS Number 66701-25-5
Synonyms

(2S,3S)-3-[[(2S)-1-[4-(diaminomethylideneamino)butylamino]-4-methyl-1-oxopentan-2-yl]carbamoyl]oxirane-2-carboxylic acid

Molecular Formula

C₁₅H₂₇N₅O₅

Purity 95%
Target Cathepsin
Solubility DMSO: ≥ 22 mg/mL
Storage Store at 2-8°C
IC50 1.4/4.1/2.5 nM(cathepsins K/S/L)
InChI InChI=1S/C15H27N5O5/c1-8(2)7-9(20-13(22)10-11(25-10)14(23)24)12(21)18-5-3-4-6-19-15(16)17/h8-11H,3-7H2,1-2H3,(H,18,21)(H,20,22)(H,23,24)(H4,16,17,19)/t9-,10+,11+/m0/s1
InChIKey LTLYEAJONXGNFG-HBNTYKKESA-N
SMILES CC(C)CC(C(=O)NCCCCN=C(N)N)NC(=O)C1C(O1)C(=O)O
Reference

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<br>[1]. Wadhawan M, et al. Inhibition of cathepsin B by E-64 induces oxidative stress and apoptosis in filarial parasite. PLoS One. 2014 Mar 25;9(3):e93161.
<br>[2]. Min SH, et al. A cathepsin B inhibitor, E-64, improves the preimplantation development of bovine somatic cell nuclear transfer embryos. J Reprod Dev. 2014 Mar 7;60(1):21-7.
<br>[3]. Yoshifuji H, et al. Amelioration of experimental arthritis by a calpain-inhibitory compound: regulation of cytokine production by E-64-d in vivo and in vitro. Int Immunol. 2005 Oct;17(10):1327-36.
<br>[4]. Morimoto M, et al. Effect of a thiol proteinase inhibitor, E-64-d, on susceptibility to infection with Staphylococcus aureus in Chediak-Higashi syndrome (beige) mice. Int Immunopharmacol. 2007 Jul;7(7):973-80.
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