Conformational analysis of ochratoxin a by NMR spectroscopy and computational molecular modeling

被引：13
|
作者：
Dais, P [1 ]
Stefanaki, I
Fragaki, G
Mikros, E
机构：
[1] Univ Crete, Dept Chem, NMR Lab, GR-71409 Iraklion, Crete, Greece
[2] Univ Athens, Div Pharmaceut Chem, Dept Pharm, GR-15771 Athens, Greece
来源：
JOURNAL OF PHYSICAL CHEMISTRY B | 2005年 / 109卷 / 35期
关键词：
D O I：
10.1021/jp058035e
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：
Two-dimensional NMR spectroscopy has been used for a complete assignment of the proton and carbon-13 spectra of the metabolite from Aspergillus ochraceus, ochratoxin A. In addition, phase-sensitive nuclear Overhauser effect spectrometry experiments and computational molecular modeling (MM2* and MMFF force field programs) have been employed to examine the conformational properties of ochratoxin A in chloroform solutions. Particular attention has been given to intramolecular hydrogen-bonding formation involving the phenolic group on dihydroisocoumarin, which may be responsible for the toxic mechanism of ochratoxin A.
引用
收藏
页码：16926 / 16936
页数：11
相关论文
共 50 条
  • [1] Conformational analysis of asperlin by NMR spectroscopy and molecular modeling
    Mikros, E
    Dais, P
    Sauriol, F
    CARBOHYDRATE RESEARCH, 1996, 294 : 1 - 13
  • [2] Conformational analysis of poly(N-vinylcarbazole) by NMR spectroscopy and molecular modeling
    Karali, A
    Dais, P
    Mikros, E
    Heatley, F
    MACROMOLECULES, 2001, 34 (16) : 5547 - 5554
  • [3] MOLECULAR MODELING, NMR-SPECTROSCOPY, AND CONFORMATIONAL-ANALYSIS OF 3',4'-ANHYDROVINBLASTINE
    ANDREWS, CW
    WISOWATY, J
    DAVIS, AO
    CROUCH, RC
    MARTIN, GE
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1995, 32 (03) : 1011 - 1017
  • [4] A conformational study of the xyloglucan oligomer, XXXG, by NMR spectroscopy and molecular modeling
    Picard, C
    Gruza, J
    Derouet, C
    Renard, CMGC
    Mazeau, K
    Koca, J
    Imberty, A
    du Penhoat, CH
    BIOPOLYMERS, 2000, 54 (01) : 11 - 26
  • [5] Structural and conformational study of macrocyclic polyethers by NMR spectroscopy and molecular modeling
    Philippon, A
    Laguerre, M
    Petraud, M
    Pianet, I
    MAGNETIC RESONANCE IN CHEMISTRY, 1997, 35 (10) : 691 - 696
  • [6] Conformational analysis of a covalently tethered heptapeptide in solution determined by NMR spectroscopy and molecular modeling.
    Howard, RJ
    Sadowsky, JD
    O'Leary, DJ
    Steinmetz, WE
    Blackwell, HE
    Grubbs, RH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U328 - U329
  • [7] CONFORMATIONAL ANALYSIS OF TRIPEPTIDE CATALYSTS USING COMPUTATIONAL METHODS AND NMR SPECTROSCOPY
    Kisunzu, J.
    Rigling, C.
    Ebert, M. -O.
    Wennemers, H.
    JOURNAL OF PEPTIDE SCIENCE, 2016, 22 : S130 - S130
  • [8] Conformational analysis of diribosylribitol phosphate by NMR spectroscopy and molecular dynamics
    Maestre, M
    Pérez, CS
    MAGNETIC RESONANCE IN CHEMISTRY, 2000, 38 (02) : 123 - 125
  • [9] Conformational analysis of the nonapeptide leuprorelin using NMR and molecular modeling
    Benaki, DC
    Paxinou, E
    Magafa, V
    Pairas, GN
    Manessi-Zoupa, E
    Cordopatis, PA
    Mikros, E
    LETTERS IN PEPTIDE SCIENCE, 2001, 8 (02): : 77 - 87
  • [10] Conformational analysis of the nonapeptide leuprorelin using NMR and molecular modeling
    Dimitra C. Benaki
    Eugenia Paxinou
    Vassiliki Magafa
    George N. Pairas
    Evy Manessi-Zoupa
    Paul A. Cordopatis
    Emmanuel Mikros
    Letters in Peptide Science, 2001, 8 : 77 - 87
12345