Enantiomeric excess measurements in weakly oriented chiral liquid crystal solvents through 2D 1H selective refocusing experiments

被引:62
作者
Farjon, J [1 ]
Merlet, D [1 ]
Lesot, P [1 ]
Courtieu, J [1 ]
机构
[1] Univ Paris 11, CNRS, ICMO, Chim Organ Struct Lab,ESA 8074, F-91405 Orsay, France
关键词
NMR; chiral liquid crystal; SERF; enantiomeric excess; orientation;
D O I
10.1016/S1090-7807(02)00070-8
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
In this article, a simple and robust method is proposed for simplifying the analysis of proton spectra of molecules dissolved in weakly oriented chiral media. The NMR approach investigated is based on the use of proton selective refocusing 2D experiments (SERF) to measure proton-proton dipolar couplings from unresolved lines. This technique is applied to the case of enantiomers dissolved in chiral polypeptide liquid crystals. It is shown that an accurate determination of enantiomeric excess is possible within a short experimental time. (C) 2002 Elsevier Science (USA). All rights reserved.
引用
收藏
页码:169 / 172
页数:4
相关论文
共 12 条
  • [1] Aroulanda C, 2001, ENANTIOMER, V6, P281
  • [2] ENANTIOMERIC ANALYSIS IN A POLYPEPTIDE LYOTROPIC LIQUID-CRYSTAL BY DEUTERIUM NMR
    CANET, I
    COURTIEU, J
    LOEWENSTEIN, A
    MEDDOUR, A
    PECHINE, JM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (24) : 6520 - 6526
  • [3] SERF, A NEW METHOD FOR H,H SPIN-COUPLING MEASUREMENT IN ORGANIC-CHEMISTRY
    FACKE, T
    BERGER, S
    [J]. JOURNAL OF MAGNETIC RESONANCE SERIES A, 1995, 113 (01) : 114 - 116
  • [4] Shaped radiofrequency pulses in high resolution NMR
    Freeman, R
    [J]. PROGRESS IN NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY, 1998, 32 : 59 - 106
  • [5] BAND-SELECTIVE RADIOFREQUENCY PULSES
    GEEN, H
    FREEMAN, R
    [J]. JOURNAL OF MAGNETIC RESONANCE, 1991, 93 (01): : 93 - 141
  • [6] Measurement of the optical purity of fluorinated compounds using proton decoupled 19F NMR spectroscopy in a chiral liquid crystal solvent
    Jakubcova, M
    Meddour, A
    Pechine, JM
    Baklouti, A
    Courtieu, J
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 1997, 86 (02) : 149 - 153
  • [7] Calculation of the molecular ordering parameters of (+/-)-3-butyn-2-ol dissolved in an organic solution of poly(gamma-benzyl-L-glutamate)
    Lesot, P
    Merlet, D
    Courtieu, J
    Emsley, JW
    Rantala, TT
    Jokisaari, J
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 1997, 101 (31) : 5719 - 5724
  • [8] Proton-decoupled carbon-13 NMR spectroscopy in a lyotropic chiral nematic solvent as an analytical tool for the measurement of the enantiomeric excess
    Meddour, A
    Berdague, P
    Hedli, A
    Courtieu, J
    Lesot, P
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (19) : 4502 - 4508
  • [9] MERLET D, 1999, J AM CHEM SOC, P2301
  • [10] NMR DETERMINATION OF ENANTIOMERIC PURITY
    PARKER, D
    [J]. CHEMICAL REVIEWS, 1991, 91 (07) : 1441 - 1457