Gas-phase isolation of diethyl guanosine 5′-monophosphate and its conformational assignment

被引:8
作者
Asami, Hiroya [2 ]
Tsukamoto, Masaki [1 ]
Hayakawa, Yoshihiro [3 ]
Saigusa, Hiroyuki [2 ]
机构
[1] Nagoya Univ, Grad Sch Informat Sci, Chikusa Ku, Nagoya, Aichi 4648601, Japan
[2] Yokohama City Univ, Grad Sch Arts & Sci, Kanazawa Ku, Yokohama, Kanagawa 2360027, Japan
[3] Aichi Inst Technol, Fac Engn, Dept Appl Chem, Toyota 4700392, Japan
关键词
DOUBLE-RESONANCE SPECTROSCOPY; HYDRATED CLUSTERS; BIOMOLECULES; NUCLEOSIDES; PROTECTION; GUANINE; BASES;
D O I
10.1039/c0cp01105c
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
We show that intact neutral molecules of guanosine 5'-monophosphate can be vaporized by laser desorption when its phosphate group is esterified. The UV and IR spectroscopic measurements of this nucleotide reveal the existence of a novel internal hydrogen-bonding conformation of the phosphate group and guanine moiety.
引用
收藏
页码:13918 / 13921
页数:4
相关论文
共 17 条
  • [1] The Mid-IR spectra of 9-ethyl guanine, guanosine, and 2-Deoxyguanosine
    Abo-Riziq, Ali
    Crews, Bridgit O.
    Compagnon, Isabelle
    Oomens, Jos
    Meijer, Gerard
    Von Helden, Gert
    Kabelac, Martin
    Hobza, Pavel
    de Vries, Mattanjah S.
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2007, 111 (31) : 7529 - 7536
  • [2] Hydration structures of 2′-deoxyguanosine studied by IR-UV double resonance spectroscopy: comparison with guanosine
    Asami, Hiroya
    Urashima, Shu-hei
    Saigusa, Hiroyuki
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2009, 11 (44) : 10466 - 10472
  • [3] High-throughput synthesis of HepDirect prodrugs of nucleoside monophosphates
    Bookser, Brett C.
    Raffaele, Nicholas B.
    [J]. JOURNAL OF COMBINATORIAL CHEMISTRY, 2008, 10 (04): : 567 - 572
  • [4] Facile synthesis of oligodeoxyribonucleotides via the phosphoramidite method without nucleoside base protection
    Hayakawa, Y
    Kataoka, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (48) : 12395 - 12401
  • [5] NONAQUEOUS OXIDATION OF NUCLEOSIDE PHOSPHITES TO THE PHOSPHATES
    HAYAKAWA, Y
    UCHIYAMA, M
    NOYORI, R
    [J]. TETRAHEDRON LETTERS, 1986, 27 (35) : 4191 - 4194
  • [6] RESONANCE ENHANCED MULTIPHOTON IONIZATION OF NUCLEOSIDES BY USING PULSED-LASER DESORPTION IN SUPERSONIC BEAM MASS-SPECTROMETRY
    LI, L
    LUBMAN, DM
    [J]. INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, 1989, 88 (2-3) : 197 - 210
  • [7] REMPI spectroscopy of laser desorbed guanosines
    Nir, E
    Imhof, P
    Kleinermanns, K
    de Vries, MS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (33) : 8091 - 8092
  • [8] Conformers of guanosines and their vibrations in the electronic ground and excited states, as revealed by double-resonance spectroscopy and ab initio calculations
    Nir, E
    Hünig, I
    Kleinermanns, K
    de Vries, MS
    [J]. CHEMPHYSCHEM, 2004, 5 (01) : 131 - 137
  • [9] MODIFICATION OF GUANINE BASES BY NUCLEOSIDE PHOSPHORAMIDITE REAGENTS DURING THE SOLID-PHASE SYNTHESIS OF OLIGONUCLEOTIDES
    PON, RT
    DAMHA, MJ
    OGILVIE, KK
    [J]. NUCLEIC ACIDS RESEARCH, 1985, 13 (18) : 6447 - 6465
  • [10] Getting into shape: Conformational and supramolecular landscapes in small biomolecules and their hydrated clusters
    Robertson, EG
    Simons, JP
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2001, 3 (01) : 1 - 18