Aromatic dental monomers affect the activity of cholesterol esterase

Biochim Biophys Acta. 2001 Nov 26;1550(1):100-6. doi: 10.1016/s0167-4838(01)00275-8.

Abstract

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.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Benzhydryl Compounds
  • Butyrates / pharmacology
  • Dentin-Bonding Agents / pharmacology*
  • Diethylhexyl Phthalate / pharmacology
  • Enzyme Activation / drug effects
  • Epoxy Compounds / pharmacology*
  • Kinetics
  • Methacrylates / pharmacology*
  • Molecular Structure
  • Sterol Esterase / antagonists & inhibitors
  • Sterol Esterase / chemistry*

Substances

  • Benzhydryl Compounds
  • Butyrates
  • Dentin-Bonding Agents
  • Epoxy Compounds
  • Methacrylates
  • 2,2-bis(4-(2-methacryloyloxypropoxy)phenyl)propane
  • 4-nitrophenyl butyrate
  • 4,4'-isopropylidenediphenol dimethacrylate
  • Diethylhexyl Phthalate
  • Sterol Esterase
  • bisphenol A diglycidyl ether