title: A theoretical study of electronic and structural states of neurotransmitters: gamma-aminobutyric acid and glutamic acid.
abstract: As a first approach to understanding the mechanism for the recognition of a ligand by its receptor, we first calculated the electronic and structural states of ionized gamma-aminobutyric acid (GABA) and ionized glutamic acid using the ab initio method with the 6-311++G (3df, 2pd) basis set. We paid special attention to the physicochemical characteristics of these molecules, such as the electric dipole moment, electrostatic potential, and electrostatic force. Even though GABA and glutamic acid are known to exert completely opposite influences in the mammalian brain by binding their specific receptors, the only difference in their chemical structures is that glutamic acid contains one more carboxyl group than GABA. As a result, we succeeded in showing that a difference of only one carboxyl group induces significant differences in the electronic and structural states between these molecules. These differences have a crucial influence on the electric dipole moments, the electrostatic potentials, and the electrostatic forces. The most remarkable finding of the present research is that the electrostatic potential formed by glutamic acid is composed of only negative parts, while that formed by GABA is separated into positive and negative parts. These results strongly suggest that GABA can approach either positively or negatively charged amino acids by adjusting its own orientation, while glutamic acid can approach only a positively charged binding site.
authors.affiliation: Department of Electronics and Informatics, North Shore College, Atsugi 243-8501, Japan.
authors.forename: K
authors.initials: K
authors.lastname: Odai
authors.forename: T
authors.initials: T
authors.lastname: Sugimoto
authors.forename: D
authors.initials: D
authors.lastname: Hatakeyama
authors.forename: M
authors.initials: M
authors.lastname: Kubo
authors.forename: E
authors.initials: E
authors.lastname: Ito
mesh_terms: D055598:Chemical Phenomena; D002627:Chemistry, Physical; D018698:Glutamic Acid / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D055672:Static Electricity; D005680:gamma-Aminobutyric Acid / Q000737:chemistry*
chemical_list: D018698:Glutamic Acid; D005680:gamma-Aminobutyric Acid