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E-64-c

Catalog No.
A8162
Inhibitor of cysteine proteinases
Grouped product items
SizePriceStock Qty
10mM (in 1mL DMSO)
$77.00
In stock
1mg
$66.00
In stock
5mg
$143.00
In stock
25mg
$407.00
In stock
100mg
$990.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

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Background

E-64-c (CAS: 76684-89-4), also referred to as Ep-475, is an analog of E-64 and functions as a cysteine protease inhibitor. It inhibits mammalian cysteine proteases, notably cathepsins B, H, and L, by covalently binding to their active site sulfhydryl groups. Compared to E-64, E-64-c exhibits significantly higher inhibitory potency for cathepsins B and L, with inactivation rate constants of 2.98×10^5 M^-1s^-1 and 2.06×10^5 M^-1s^-1, respectively. Research applications demonstrated that E-64-c reduces cysteine protease-mediated protein degradation, including reducing muscle proteolysis in burned rats and ischemic cerebral protein breakdown in rodent stroke models.

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt314.4
Cas No.76684-89-4
FormulaC15H26N2O5
Solubility≥31.4 mg/mL in DMSO; insoluble in H2O; ≥111.8 mg/mL in EtOH
Chemical Name(2S,3S)-3-[[(2S)-4-methyl-1-(3-methylbutylamino)-1-oxopentan-2-yl]carbamoyl]oxirane-2-carboxylic acid
SDFDownload SDF
Canonical SMILESCC(C)CCNC(=O)C(CC(C)C)NC(=O)C1C(O1)C(=O)O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Protocol

Cell experiment [1]:

Cell lines

Neuronal chromaffin cells

Preparation method

The solubility of this compound in DMSO is > 10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37 °C for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below - 20 °C for several months.

Reacting condition

10 μM

Applications

In neuronal chromaffin cells, E-64-c inhibited the production of the 12 ~ 14 kDa β-secretase product from APP. In addition, when tested in isolated, intact secretory vesicles, E-64-c reduced the production of Aβ (1 ~ 40). These results indicated an important role of E-64-c in β-secretase processing of APP in neuronal chromaffin cells.

Animal experiment [2]:

Animal models

Rat models of cerebral ischemia

Dosage form

400 mg/kg; i.p.; b.i.d, for 3 days

Applications

In rat models of cerebral ischemia, E-64-c significantly inhibited the ischemia-induced depletion of microtubule-associated protein 2 (MAP2). E-64-c increased MAP2 levels to 55 ± 25.7% of control levels (sham-operated rats used as controls). However, E-64-c showed no marked effect on the decrease of myelin-associated glycoprotein caused by ischemia.

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.

References:

[1]. Hook VY, Reisine TD. Cysteine proteases are the major beta-secretase in the regulated secretory pathway that provides most of the beta-amyloid in Alzheimer's disease: role of BACE 1 in the constitutive secretory pathway. J Neurosci Res. 2003 Nov 1;74(3):393-405.

[2]. Inuzuka T, Tamura A, Sato S, et al. Suppressive effect of E-64c on ischemic degradation of cerebral proteins following occlusion of the middle cerebral artery in rats[J]. Brain research, 1990, 526(1): 177-179.

Biological Activity

E-64-c is an effective synthetic calpain inhibitor composed from E-64, which also inhibits cathepsin B, cathepsin H, and cathepsin L (cysteine proteases).
Targets cathepsins B cathepsins H cathepsins L      
IC50            

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