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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)
Biological Activity
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
| M. Wt | 357.41 |
| Formula | C15H27N5O5 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 66701-25-5 |
| PubChem ID | 123985 |
| InChI Key | LTLYEAJONXGNFG-DCAQKATOSA-N |
| 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
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 7.15 | 20 |
Preparing Stock Solutions
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.
| 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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References
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
1 Citation for E 64
Citations are publications that use Tocris products. Selected citations for E 64 include:
Lee et al (2015) Tricyclic Antidepressants amitript. and desipr. Induced Neurotoxicity Associated with Parkinson's Disease. PLoS One 38 734 PMID: 26242194
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