Aromatic dental monomers affect the activity of cholesterol esterase.
The dental restorative monomer, BISGMA (2,2-bis[4-(2-hydroxy-3-methacryloxypropoxy)phenyl]propane), and bisphenol A diglycidyl ether (BADGE) increase the velocity of the reaction catalyzed by pancreatic cholesterol esterase (CEase, bovine). The metabolite of these monomers, bisphenol A bis(2,3-dihydroxypropyl) ether, and a common plasticizer, di-2-ethylhexyl phthalate (DEHP), also increase the velocity of CEase-catalyzed ester hydrolysis. BISGMA at concentrations of 1.5-8.0 microM increases the velocity to 126-169% of its value in the absence of BISGMA. Increasing BISGMA above 8 microM caused no further increase in velocity. BADGE at 7-25 microM increases the velocity to 112-205% of its value without BADGE. The metabolite of BISGMA and BADGE at concentrations of 2.0-7.1 microM increases the velocity to 103-113% of its value without metabolite. DEHP at concentrations of 0.52-4.3 microM increases the velocity to 108-187% of its value without DEHP. On the other hand, bisphenol A dimethacrylate is a competitive inhibitor of CEase, with a K(i) of 3.1 microM.
Smith
R E
RE
School of Pharmacy, University of Missouri-Kansas City, Kansas City, MO 64108, USA.
Burmaster
S
S
Glaros
A G
AG
Eick
J D
JD
Walde
P
P
Kostoryz
E L
EL
Yourtee
D M
DM
D001559:Benzhydryl Compounds; D002087:Butyrates / Q000494:pharmacology; D017220:Dentin-Bonding Agents / Q000494:pharmacology*; D004051:Diethylhexyl Phthalate / Q000494:pharmacology; D004789:Enzyme Activation / Q000187:drug effects; D004852:Epoxy Compounds / Q000494:pharmacology*; D007700:Kinetics; D008689:Methacrylates / Q000494:pharmacology*; D015394:Molecular Structure; D002787:Sterol Esterase / Q000037:antagonists & inhibitors / Q000737:chemistry*; D000098826:Bisphenol A Compounds
D001559:Benzhydryl Compounds; D002087:Butyrates; D017220:Dentin-Bonding Agents; D004051:Diethylhexyl Phthalate; D004852:Epoxy Compounds; D008689:Methacrylates; D002787:Sterol Esterase; C062287:2,2-bis(4-(2-methacryloyloxypropoxy)phenyl)propane; C033592:4-nitrophenyl butyrate; C002462:4,4'-isopropylidenediphenol dimethacrylate; D000098826:Bisphenol A Compounds; C019273:bisphenol A diglycidyl ether