title: Quantitative In Silico Analysis of Retention of Phenylthiohydantoin-Amino Acids in Reversed-Phase Ion-Pair Liquid Chromatography.
abstract: The retention mechanisms of phenylthiohydantoin (PTH)-amino acids in reversed-phase ion-pair liquid chromatography were quantitatively analyzed in silico. The most significant interaction for the retention was the Lewis acid-base interaction between an aromatic ring of a PTH-amino acid and a hydroxyl-group hydrogen of tetra-alkyl ammonium hydroxide. Solvent effects, addition of molecular interaction (MI) energy values between an analyte and solvent molecules, significantly improved the relationship between the MI energy values, calculated using a molecular mechanics program, and logk values, measured via chromatography. The correlation coefficient between the calculated MI energy values and the logk values was 0.98 (n = 19).
authors.affiliation: Health Research Foundation, Research Institute for Production Development 4F, Sakyo-ku, Kyoto, Japan thanai@kf7.so-net.ne.jp.
authors.forename: Toshihiko
authors.initials: T
authors.lastname: Hanai
mesh_terms: D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D056148:Chromatography, Reverse-Phase / Q000379:methods*; D003198:Computer Simulation; D008958:Models, Molecular; D010669:Phenylthiohydantoin / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D010669:Phenylthiohydantoin