title: Conformational reduction of DOPA in the gas phase studied by laser desorption supersonic jet laser spectroscopy.
abstract: The conformational reduction in catecholamine neurotransmitters was studied by resonance enhanced multi photon ionization (REMPI), ultraviolet-ultraviolet (UV-UV) hole burning and infrared (IR) dip spectroscopy with applying a laser desorption supersonic jet technique to DOPA, which is one of the catecholamine neurotransmitters and has one more phenolic OH group than tyrosine. It is concluded that DOPA has a single observable conformer in the gas phase at low temperature. Quantum chemical calculations at several levels with or without the dispersion correction were also carried out to study stable conformations. From the comparison between the computational IR spectra and the experimental ones, the most stable structure was determined. It is strongly suggested that the conformational reduction is caused by electrostatic interactions, such as a dipole-dipole interaction, between the chain and OH groups.
authors: Chemical Resources Laboratory, Tokyo Institute of Technology, 4259, Yokahama 226-8503, Japan.
authors: Shun-ichi
authors: S
authors: Ishiuchi
authors: Haruhiko
authors: H
authors: Mitsuda
authors: Toshiro
authors: T
authors: Asakawa
authors: Mitsuhiko
authors: M
authors: Miyazaki
authors: Masaaki
authors: M
authors: Fujii
mesh_terms: D004295:Dihydroxyphenylalanine / Q000737:chemistry*; D007834:Lasers; D008958:Models, Molecular; D008968:Molecular Conformation; D056004:Molecular Dynamics Simulation; D013055:Spectrophotometry, Infrared / Q000379:methods; D013056:Spectrophotometry, Ultraviolet / Q000379:methods
chemical_list: D004295:Dihydroxyphenylalanine