5.05855

Adenovirus Proteinase Inhibitor

powder, ≥90% (HPLC)

• Synonym(e): Adenovirus Proteinase Inhibitor, NSC 37249, 2-(Dicyclohexylamino)-N-(4-(4-((2-(dicyclohexylamino)acetyl)amino)phenyl)sulfonylphenyl)acetamide, N,Nʹ-(Sulfonyldi-4,1-phenylene)bis(2-(dicyclohexylamino)acetamide, AVP Inhibitor, AVP Inhibitor, 2-(Dicyclohexylamino)-N-(4-(4-((2-(dicyclohexylamino)acetyl)amino)phenyl)sulfonylphenyl)acetamide, N,Nʹ-(Sulfonyldi-4,1-phenylene)bis(2-(dicyclohexylamino)acetamide
• Empirische Formel (Hill-System): C₄₀H₅₈N₄O₄S
• CAS-Nummer: 2907-88-2
• Molekulargewicht: 690.98
• UNSPSC-Code: 12352202
• NACRES: NA.21

Eigenschaften

• product name: Adenovirus Proteinase Inhibitor, NSC 37249,
• Assay: ≥90% (HPLC)
• Qualitätsniveau: 100
• Form: powder
• Hersteller/Markenname: Calbiochem^®
• Lagerbedingungen: OK to freeze; protect from light
• Farbe: off-white
• Löslichkeit: 5% TFA in ethanol: 5 mg/mL; DMSO: insoluble
• Lagertemp.: 2-8°C
• InChI: 1S/C40H58N4O4S/c45-39(29-43(33-13-5-1-6-14-33)34-15-7-2-8-16-34)41-31-21-25-37(26-22-31)49(47,48)38-27-23-32(24-28-38)42-40(46)30-44(35-17-9-3-10-18-35)36-19-11-4-12-20-36/h21-28,33-36H,1-20,29-30H2,(H,41,45)(H,42,46)
• InChIKey: JQYJJPSTWWRURQ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

A sulfonyldiphenylene-bis-dicyclohexylaminoacetamide compound that acts as a potent and selective inhibitor against adenovirus AVP, the cysteine proteinase critical for virion assembly and maturation, by targeting simultaneously AVP co-factor pVIc (GVQSLKRRRCF) N-terminal binding pocket (K_i = 150 nM) and AVP-pVIc substrate-binding site (K_i = 400 nM), blocking not only AVP-pVIc active complex formation/AVP activation (IC₅₀ = 140 nM; [substrate] = 5 µM & [pVIc] = 40 µM), but also AVP-pVIc active complex catalytic activity (IC₅₀ = 490 nM; [substrate] = 5 µM). Does not affect the activity of the serine protease trypsin or the cysteine protease papain even at concentrations as high as 10 µM.

A sulfonyldiphenylene-bis-dicyclohexylaminoacetamide compound that acts as a potent and selective inhibitor against adenovirus cysteine proteinase AVP by targeting simultaneously AVP co-factor pVIc (GVQSLKRRRCF) N-terminal binding pocket (K_i = 150 nM) and AVP-pVIc substrate-binding site (K_i = 400 nM), blocking both AVP-pVIc active complex formation (IC₅₀ = 140 nM; [substrate] = 5 µM & [pVIc] = 40 µM) and catalytic activity (IC₅₀ = 490 nM; [substrate] = 5 µM) without affecting trypsin or papain protease activity even at concentrations as high as 10 µM.

Biochem./physiol. Wirkung

Primary Target
AVP co-factor pVIc (GVQSLKRRRCF) N-terminal binding pocket

Reversible: yes

Secondary Target
AVP-pVIc substrate-binding site

Verpackung

Packaged under inert gas

Warnhinweis

Toxicity: Standard Handling (A)

Rekonstituierung

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Sonstige Hinweise

McGrath, W.J., et al. 2013. FEBS Lett.587, 2332.

Rechtliche Hinweise

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable