Conformational reduction of DOPA in the gas phase studied by laser desorption supersonic jet laser spectroscopy

被引：22
作者：
Ishiuchi, Shun-ichi [1 ]
Mitsuda, Haruhiko [1 ]
Asakawa, Toshiro [1 ]
Miyazaki, Mitsuhiko [1 ]
Fujii, Masaaki [1 ]
机构：
[1] Tokyo Inst Technol, Chem Resources Lab, Midori Ku, Yokohama 2268503, Japan
来源：
PHYSICAL CHEMISTRY CHEMICAL PHYSICS | 2011年 / 13卷 / 17期
关键词：
HOLE-BURNING SPECTRA; AMINO-ACIDS; PHENYLALANINE; VIBRATIONS; TYROSINE; ACETYLCHOLINE; ACTIVATION; CONFORMERS; MUSCARINE; NICOTINE;
D O I：
10.1039/c0cp02695f
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
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.
引用
收藏
页码：7812 / 7820
页数：9
相关论文
共 27 条
  • [1] A computational and spectroscopic study of the gas-phase conformers of adrenaline
    Çarçabal, P
    Snoek, LC
    Van Mourik, T
    [J]. MOLECULAR PHYSICS, 2005, 103 (11-12) : 1633 - 1639
  • [2] Probing the competition between secondary structures and local preferences in gas phase isolated peptide backbones
    Chin, W
    Piuzzi, F
    Dimicoli, I
    Mons, M
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2006, 8 (09) : 1033 - 1048
  • [3] Resonance-enhanced multiphoton ionization spectroscopy of dipeptides
    Cohen, R
    Brauer, B
    Nir, E
    Grace, L
    de Vries, MS
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2000, 104 (27) : 6351 - 6355
  • [4] Hydration profiles of aromatic amino acids:: conformations and vibrations of L-phenylalanine-(H2O)n clusters
    Ebata, Takayuki
    Hashimoto, Takayo
    Ito, Takafumi
    Inokuchi, Yoshiya
    Altunsu, Fuat
    Brutschy, Bernhard
    Tarakeshwar, P.
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2006, 8 (41) : 4783 - 4791
  • [5] Frisch M. J., 2016, Gaussian 03 Revision B.03
  • [6] Structure and vibrations of catechol and catechol center dot H2O(D2O) in the S-0 and S-1 state
    Gerhards, M
    Perl, W
    Schumm, S
    Henrichs, U
    Jacoby, C
    Kleinermanns, K
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1996, 104 (23) : 9362 - 9375
  • [7] The R2PI spectroscopy of tyrosine: A vibronic analysis
    Grace, LI
    Cohen, R
    Dunn, TM
    Lubman, DM
    de Vries, MS
    [J]. JOURNAL OF MOLECULAR SPECTROSCOPY, 2002, 215 (02) : 204 - 219
  • [8] Anomalous conformer dependent S1 lifetime of L-phenylalanine
    Hashimoto, T
    Takasu, Y
    Yamada, Y
    Ebata, T
    [J]. CHEMICAL PHYSICS LETTERS, 2006, 421 (1-3) : 227 - 231
  • [9] Conformation of L-tyrosine studied by fluorescence-detected UV-UV and IR-UV double-resonance spectroscopy
    Inokuchi, Yoshiya
    Kobayashi, Yusuke
    Ito, Takafumi
    Ebata, Takayuki
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2007, 111 (17) : 3209 - 3215
  • [10] Four-color hole burning spectra of phenol/ammonia 1:3 and 1:4 clusters
    Ishiuchi, S
    Daigoku, K
    Hashimoto, K
    Fujii, M
    [J]. JOURNAL OF CHEMICAL PHYSICS, 2004, 120 (07) : 3215 - 3220
123