Aloxistatin [E-64d]

AdipoGen Life Sciences
Product Code: AG-CR1-3737

CodeSizePrice
AG-CR1-3737-M0011 mg£40.00
Quantity:
AG-CR1-3737-M0055 mg£90.00
Quantity:
AG-CR1-3737-M02525 mg£250.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
E-64c ethyl ester; EP 453; EST; Loxistatin
Appearance:
White to off-white powder.
CAS:
88321-09-9
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Keep under inert gas.Protect from moisture and oxygen.
InChi:
InChI=1S/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
InChiKey:
SRVFFFJZQVENJC-IHRRRGAJSA-N
Long Description:
Chemical. CAS: 88321-09-9. Formula: C17H30N2O5. MW: 342.4. Aloxistatin [E-64d] is a cell permeable irreversible inhibitor of lysosomal and cytosolic cysteine proteases cathepsin B an L, calpain 1/2, papain and has diverse biological activities. It is an ethyl ester form of E-64c that inhibits calpain and the cysteine proteases cathepsins F, K, B, H, and L. Aloxistatin has anticancer properties by inducing cell cycle arret at the G2/M phase in A431 human epidermoid carcinoma cells and as a lysosomal inhibitor in human acute promyelocytic leukemia NB4 cells and Huh-7 cells. It inhibits degradation of autophagic cargo inside autolysosomes. It also shows neuroprotective and anti-malarial properties. Since cysteine protease cathepsin L is required for SARS-CoV-2 viral entry, aloxistatin treatment reduces cellular entry of SARS-CoV-2 pseudovirions and COVID-19. It inhibits severe acute respiratory syndrome coronavirus (SARS-CoV) and SARS-CoV-2 surface glycoprotein incorporation into pseudotyped vesicular stomatitis virus (VSV) particles in Vero cells. Is has been applied in vitro in combination with the TMPRSS2 inhibitor camostat mesylate (Prod. No. AG-CR1-3716).
MDL:
MFCD00132883
Molecular Formula:
C17H30N2O5
Molecular Weight:
342.4
Package Type:
Vial
Product Description:
Aloxistatin [E-64d] is a cell permeable irreversible inhibitor of lysosomal and cytosolic cysteine proteases cathepsin B an L, calpain 1/2, papain and has diverse biological activities. It is an ethyl ester form of E-64c that inhibits calpain and the cysteine proteases cathepsins F, K, B, H, and L. Aloxistatin has anticancer properties by inducing cell cycle arret at the G2/M phase in A431 human epidermoid carcinoma cells and as a lysosomal inhibitor in human acute promyelocytic leukemia NB4 cells and Huh-7 cells. It inhibits degradation of autophagic cargo inside autolysosomes. It also shows neuroprotective and anti-malarial properties. Since cysteine protease cathepsin L is required for SARS-CoV-2 viral entry, aloxistatin treatment reduces cellular entry of SARS-CoV-2 pseudovirions and COVID-19. It inhibits severe acute respiratory syndrome coronavirus (SARS-CoV) and SARS-CoV-2 surface glycoprotein incorporation into pseudotyped vesicular stomatitis virus (VSV) particles in Vero cells. Is has been applied in vitro in combination with the TMPRSS2 inhibitor camostat mesylate (Prod. No. AG-CR1-3716).
Purity:
>95% (HPLC)
SMILES:
O=C(OCC)[C@H]1O[C@@H]1C(N[C@H](C(NCCC(C)C)=O)CC(C)C)=O
Solubility Chemicals:
Soluble in DMSO (20mg/ml), DMF (20mg/ml) or ethanol (5mg/ml).
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

In vitro and in vivo inhibition of cysteine proteinases by EST, a new analog of E-64: M. Tamai, et al.; J. Pharmacobiodyn. 9, 672 (1986) | Thiol protease-specific inhibitor E-64 arrests human epidermoid carcinoma A431 cells at mitotic metaphase: Y. Shoji, et al.; PNAS 85, 146 (1988) | Inhibition of Calpain in intact platelets by the thiol protease inhibitor E-64d: E.B. McGowan, et al.; Biochem. Biophys. Res. Commun. 158, 432 (1989) | Inhibition of cysteine proteinases in lysosomes and whole cells: D. Wilcox & R.W. Mason; Biochem. J. 285, 495 (1992) | Increased calpain expression is associated with apoptosis in rat spinal cord injury: calpain inhibitor provides neuroprotection: S.K. Ray, et al.; Neurochem. Res. 25, 1191 (2000) | Neurovascular and neuronal protection by E64d after focal cerebral ischemia in rats: T. Tsubokawa, et al.; J. Neurosci. Res. 84, 832 (2006) | Inhibition of Plasmodium falciparum oocyst production by membrane-permeant cysteine protease inhibitor E64d: S. Eksi, et al.; Antimicrob. Agents Chemother. 51, 1064 (2007) | SARS-CoV-2 cell entry depends on ACE2 and TMPRSS2 and is blocked by a clinically proven protease inhibitor: M. Hoffmann, et al.; Cell 181, 271 (2020)