title: Ab initio and PCILO investigations of local anaesthetic-model membrane interactions.
abstract: A "double zeta" basis set ab initio method was used for investigation of the systems (trimethylamine-dimethylphosphate monoanion)H+, aniline-dimethylphosphate monoanion and formanilide-dimethylphosphate monoanion, which represent the models for associative sites of both local anaesthetics and the phospholipid part of the nerve membrane. According to the authors' calculations, complex I was found to be the most stable with a N+-H...O-hydrogen bond. Further, the PCILO method was used for investigation of the interactions of the polar groups of 1-[2-(2-methoxyphenylcarbamoyloxy)ethyl] piperidine (B) and its cation (BH) with N-methylacetamide, which represents a model of association sites of the lipoprotein part of membrane. The strongest hydrogen bond with the carbonyl group of N-methylacetamide forms a N+-H group of cationic form.
mesh_terms: D000779:Anesthetics, Local / Q000494:pharmacology*; D000818:Animals; D002462:Cell Membrane / Q000187:drug effects*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006801:Humans; D008074:Lipoproteins / Q000032:analysis; D008563:Membrane Lipids / Q000032:analysis; D008954:Models, Biological; D009474:Neurons / Q000187:drug effects; D010743:Phospholipids / Q000032:analysis
chemical_list: D000779:Anesthetics, Local; D008074:Lipoproteins; D008563:Membrane Lipids; D010743:Phospholipids