Ab initio studies of aromatic-aromatic and aromatic-polar interactions in the binding of substrate and inhibitor to dihydrofolate reductase

Int J Pept Protein Res. 1992 Jan;39(1):18-23. doi: 10.1111/j.1399-3011.1992.tb01550.x.

Abstract

Aromatic-aromatic and aromatic-polar interactions are investigated by performing ab initio Hartree-Fock calculations. Binding energies and optimum distances between subsystems are obtained. It is found that the binding energy between two benzene rings is of 3.1 kcal/mol when correlation effects are included, while the serine aromatic complexes energies of binding range from 1.9 to 3.1 kcal/mol.

MeSH terms

  • Benzene / chemistry*
  • Binding Sites
  • Folic Acid Antagonists
  • Hydrogen Bonding
  • Imidazoles / chemistry*
  • Mathematics
  • Pyrimidines*
  • Serine / chemistry*
  • Tetrahydrofolate Dehydrogenase / chemistry*
  • Tetrahydrofolate Dehydrogenase / metabolism

Substances

  • Folic Acid Antagonists
  • Imidazoles
  • Pyrimidines
  • 2,4-diaminopyrimidine
  • Serine
  • Tetrahydrofolate Dehydrogenase
  • Benzene