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Key Documents

5.05855

Sigma-Aldrich

Adenovirus Proteinase Inhibitor

powder, ≥90% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C40H58N4O4S
Número de CAS:
Peso molecular:
690.98
UNSPSC Code:
12352202
NACRES:
NA.21

product name

Adenovirus Proteinase Inhibitor, NSC 37249,

assay

≥90% (HPLC)

Quality Level

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

5% TFA in ethanol: 5 mg/mL
DMSO: insoluble

storage temp.

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)

InChI key

JQYJJPSTWWRURQ-UHFFFAOYSA-N

General description

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 (Ki = 150 nM) and AVP-pVIc substrate-binding site (Ki = 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 (Ki = 150 nM) and AVP-pVIc substrate-binding site (Ki = 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 Actions

Primary Target
AVP co-factor pVIc (GVQSLKRRRCF) N-terminal binding pocket
Reversible: yes
Secondary Target
AVP-pVIc substrate-binding site

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Other Notes

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

Legal Information

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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