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Asunaprevir

Cat. No. 7755 Submit a Review Datasheet / COA / SDS
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Description: Potent hepatitis C virus (HCV) NS3 protease inihibitor
Chemical Name: 1-[[N-tert-Butoxycarbonyl-L-tert-leucyl-trans-4-[(7-chloro-4-methoxyisoquinolin-1-yl)oxy]-L-prolyl]amino]-N-(cyclopropylsulfonyl)-(1R,2S)-2-vinylcyclopropane-1-carboxamide
Purity: ≥98% (HPLC)
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Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity for Asunaprevir

Asunaprevir is a potent HCV NS3 protease inhibitor (IC50 = 0.2-3.5 nM). Asunaprevir can be used to control CRIPSR-Cas9 gene editing via the small molecule-assisted shut-off (SMASh) technique, which involves fusion of Cas9 to a peptide comprising a protease domain and a degron tag. Asuprenavir blocks the protease-mediated removal of the degron tag leading to degradation of Cas9 through proteasome and autophagolysosome pathways. It can also be used as a resversible switch to control CAR (chimeric antigen receptor)-T cells, where the CAR has been modified by insertion of a hepatitis C virus nonstructural protein 3 protease (HCV-NS3) between the scFv and the hinge domains. Also inhibits SARS-CoV-2 Mpro activity (IC50 = 15-48.4 μM).

Technical Data for Asunaprevir

M. Wt 748.29
Formula C35H46ClN5O9S
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 630420-16-5
PubChem ID 16076883
InChI Key XRWSZZJLZRKHHD-WVWIJVSJSA-N
Smiles O=C([C@H]1N(C[C@@H](C1)OC2=NC=C(OC)C3=C2C=C(Cl)C=C3)C([C@H](C(C)(C)C)NC(OC(C)(C)C)=O)=O)N[C@]4([C@@H](C4)C=C)C(NS(=O)(C5CC5)=O)=O

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 Asunaprevir

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 74.83 100
ethanol 7.48 10

Preparing Stock Solutions for Asunaprevir

The following data is based on the product molecular weight 748.29. 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
1 mM 1.34 mL 6.68 mL 13.36 mL
5 mM 0.27 mL 1.34 mL 2.67 mL
10 mM 0.13 mL 0.67 mL 1.34 mL
50 mM 0.03 mL 0.13 mL 0.27 mL

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References for Asunaprevir

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

Chung et al (2015) Tunable and reversible drug control of protein production via a self-excising degron. Nat.Chem.Biol. 11 713 PMID: 26214256

Wu et al (2020) A small molecule-controlled Cas9 repressible system. Mol.Ther.Nucleic Acids 19 922 PMID: 32000033

Bafna et al (2021) Hepatitis C virus drugs that inhibit SARS-CoV-2 papain-like protease synergize with remdesivir to suppress viral replication in cell culture. Cell Rep. 35 109133 PMID: 33984267

Cao et al (2022) A reversible chemogenetic switch for chimeric antigen receptor T cells. Angew.Chem.Int.Ed.Engl. 61 e202109550 PMID: 34783141

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

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Citations for Asunaprevir

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