E 64

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Description: Potent and irreversible cysteine protease inhibitor
Chemical Name: (2S,3S)-3-[[[(1S)-1-[[[4-(Aminoiminomethyl)amino]butyl]amino]carbonyl]-3-methylbutyl]amino]carbonyl]-2-oxiranecarboxylic acid
Purity: ≥98% (HPLC)
Citations (4)

Biological Activity for E 64

E 64 is a potent and irreversible cysteine protease inhibitor (IC50 values are 1.4, 2.5 and 4.1 nM for cathepsin K, L and S respectively. Also inhibits papain, calpain, cathepsin B and cathepsin H. Has no effect on serine proteases. Reduces HSC-3 tongue cancer cell invasion and induces oxidative stress and apoptosis in filarial parasites. Also inhibits autophagy-associated lysosomal degradation in vitro.

Technical Data for E 64

M. Wt 357.41
Formula C15H27N5O5
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 66701-25-5
PubChem ID 123985
Smiles O=[C@@](N[C@H]([C@](NCCCCNC(N)=N)=O)CC(C)C)[C@@H]1[C@@H](C(O)=O)O1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for E 64

Solvent Max Conc. mg/mL Max Conc. mM
water 7.15 20

Preparing Stock Solutions for E 64

The following data is based on the product molecular weight 357.41. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 13.99 mL 69.95 mL 139.9 mL
1 mM 2.8 mL 13.99 mL 27.98 mL
2 mM 1.4 mL 6.99 mL 13.99 mL
10 mM 0.28 mL 1.4 mL 2.8 mL

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Product Datasheets for E 64

Certificate of Analysis / Product Datasheet
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References for E 64

References are publications that support the biological activity of the product.

Susa et al (2004) Human primary osteoclasts: in vitro generation and applications as pharmacological and clinical assay. J.Transl.Med. 2 6 PMID: 15025786

Bitu et al (2013) Cathepsin K is present in invasive oral tongue squamous cell carcinoma in vivo and in vitro. PLoS ONE 8 e70925 PMID: 23951042

Wadhawan et al (2014) Inhibition of cathepsin B by E-64 induces oxidative stress and apoptosis in filarial parasite. PLoS ONE 9 e93161 PMID: 24667798

Zhao et al (2010) Cytosolic FoxO1 is essential for the induction of autophagy and tumour suppressor activity. Nat.Cell.Biol. 12 665 PMID: 20543840

If you know of a relevant reference for E 64, please let us know.

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Keywords: E 64, E 64 supplier, E64, potent, irreversible, natural, cysteine, protease, inhibitors, inhibits, cathepsin, K, L, S, B, H, calpain, papain, Cathepsin, Calpains, Calcium-Sensitive, Proteases, 5208, Tocris Bioscience

4 Citations for E 64

Citations are publications that use Tocris products. Selected citations for E 64 include:

Min et al (2021) A recombinant bovine adenoviral mucosal vaccine expressing mycobacterial antigen-85B generates robust protection against tuberculosis in mice. Cell Rep Med 2 100372 PMID: 34467249

Xianglan et al (2019) Apolipoprotein E is a concentration-dependent pulmonary danger signal that activates the NLRP3 inflammasome and IL-1β secretion by bronchoalveolar fluid macrophages from asthmatic subjects. J Allergy Clin Immunol 144 426-441.e3 PMID: 30872118

Bénédicte et al (2023) Microglial P2X4 receptors promote ApoE degradation and contribute to memory deficits in Alzheimer's disease. Cell Mol Life Sci 80 138 PMID: 37145189

Lee et al (2015) Tricyclic Antidepressants amitript. and desipr. Induced Neurotoxicity Associated with Parkinson's Disease. PLoS One 38 734 PMID: 26242194

Do you know of a great paper that uses E 64 from Tocris? Please let us know.

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