HINT predictive analysis of binding between retinol binding protein and hydrophobic ligands

Bioorg Med Chem Lett. 2000 Sep 18;10(18):2129-32. doi: 10.1016/s0960-894x(00)00414-5.

Abstract

The interaction between the retinol binding protein and four ligands was evaluated using HINT, a software based on experimental LogP values of individual atoms. A satisfactory correlation was found between the HINT scores and the experimental dissociation constants of three of the ligands, fenretinide, N-ethylretinamide and all-trans retinol, despite their hydrophobic nature. A prediction is made for the binding affinity of the fourth ligand, axerophtene, not yet determined in solution.

Publication types

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

MeSH terms

  • Algorithms
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Diterpenes
  • Fenretinide / chemistry
  • Fenretinide / metabolism
  • Humans
  • Ligands
  • Models, Molecular
  • Protein Binding
  • Retinol-Binding Proteins / chemistry
  • Retinol-Binding Proteins / metabolism*
  • Solubility
  • Tretinoin / analogs & derivatives*
  • Tretinoin / chemistry
  • Tretinoin / metabolism
  • Vitamin A / analogs & derivatives*
  • Vitamin A / chemistry
  • Vitamin A / metabolism

Substances

  • Antineoplastic Agents
  • Diterpenes
  • Ligands
  • Retinol-Binding Proteins
  • Vitamin A
  • Fenretinide
  • Tretinoin
  • axerophthene
  • retinamide