基质辅助 NMR 中色谱技术的研究进展

doi:10.11938/cjmr20150415

波谱学杂志 ›› 2015, Vol. 32 ›› Issue (4): 699-706.doi: 10.11938/cjmr20150415

基质辅助 NMR 中色谱技术的研究进展

何保江¹，徐秀娟¹，杨伟平¹，张文娟¹，吴瑞³，黄少华²*，杨盈²，柏正武³*

1. 中国烟草总公司郑州烟草研究院，河南郑州 450001；
2. 中国科学院青岛生物能源与过程研究所，中国科学院生物基材料重点实验室，山东青岛 266101；
3. 武汉工程大学化学与环境工程学院，湖北武汉 430073

收稿日期:2014-12-17 修回日期:2015-10-23 出版日期:2015-12-05 发布日期:2015-12-05
作者简介:何保江(1980-)，男，河北人，工程师，主要从事烟草化学方面的工作． *通讯联系人：黄少华，电话： 0532-80662660, E-mail: huangsh@qibebt.ac.cn；柏正武，电话： 027-87195680, E-mail: zhengwu_bai@yahoo.com.
基金资助:
国家自然科学基金资助项目(21105108)

Progresses in Matrixed Chromatographic NMR

HE Bao-jiang¹， XU Xiu-juan¹， YANG Wei-ping¹， ZHANG Wen-juan¹， WU Rui³， HUANG Shao-hua²*， YANG Ying²， BAI Zheng-wu³*

1. Zhengzhou Tobacco Institute of CNTC, Zhengzhou 450001, China;
2. Key Laboratory of Biobased Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, China;
3. School of Chemical and Environment Engineering, Wuhan Institute of Technology, Wuhan 430073, China

Received:2014-12-17 Revised:2015-10-23 Online:2015-12-05 Published:2015-12-05
About author:*Corresponding author： HUANG Shao-hua, Tel: +86-532-80662660; E-mail: huangsh@qibebt.ac.cn; BAI Zheng-wu, Tel: +86-27-87195680; E-mail: zhengwu_bai@yahoo.com.
Supported by:
国家自然科学基金资助项目(21105108)

摘要/Abstract

摘要：

被誉为“ NMR 中色谱技术”的二维扩散排序 NMR 谱(DOSY)技术是检测混合物溶液中不同分子组分的一种有效手段．但是当面对自扩散系数差别较小的不同分子时， DOSY技术便无法对上述混合物进行基线分离．在 NMR 魔角旋转转子或 NMR 样品管中添加一些色谱填料或高分子等基质（或称为虚拟“色谱固定相”）是一种行之有效的手段．这些虚拟“色谱固定相”与混合物组分发生相互作用并改变其自扩散系数，从而对混合物实现基线分离．该文综述了近年来基质辅助 NMR 中色谱技术的研究进展．

关键词: 二维扩散排序NMR谱(DOSY), 自扩散系数, 基质, NMR 中色谱技术

Abstract:

Diffusion ordered NMR spectroscopy (DOSY), sometimes also known as chromatographic NMR (CNMR), is a powerful tool for analyzing complex mixture. However, it is often difficult to distinguish components having similar molecular properties using only the diffusion characteristics. A practical way to solve this problem is adding some matrices, such as silica gel or polymers into magic angle spinning rotor or NMR tube, as the virtual stationary phase (VSP), to increase the difference in diffusion rate among different components. Matrix aided CNMR has been shown to have improved discriminating capability when analyzing complex mixtures. In this paper, recent progresses in the field of matrixed CNMR were reviewed.

Key words: DOSY, self-diffusion coefficient, matrix, chromatographic NMR

中图分类号:

O482.53

何保江1，徐秀娟1，杨伟平1，张文娟1，吴瑞3，黄少华2*，杨盈2，柏正武3*. 基质辅助 NMR 中色谱技术的研究进展[J]. 波谱学杂志, 2015, 32(4): 699-706.

HE Bao-jiang1， XU Xiu-juan1， YANG Wei-ping1， ZHANG Wen-juan1， WU Rui3， HUANG Shao-hua2*， YANG Ying2， BAI Zheng-wu3*. Progresses in Matrixed Chromatographic NMR[J]. Chinese Journal of Magnetic Resonance, 2015, 32(4): 699-706.

参考文献

[1] Viel S, Ziarelli F, Caldarelli S. Enhanced diffusion-edited NMR spectroscopy of mixtures using chromatographic stationary phases[J]. Proc Natl Acad Sci USA, 2003, 100(17): 9 696－9 698.

[2] Albert K. On-Line LC-NMR and Related Techniques[M]. West Sussex: John Wiley & Sons, Ltd, 2002.

[3] Mao X(毛希安). Practical Techniques and Application in Modern Nuclear Magnetic Resonanc(现代核磁共振实用技术及应用)[M]. Beijing(北京): Science and Technology Literature Press(科学技术文献出版社), 1999.

[4] Johnson C S. Diffusion ordered nuclear magnetic resonance spectroscopy: principles and applications[J]. Prog Nucl Magn Reson Spectrosc, 1999, 34(3-4): 203－256.

[5] Price K E, Lucas L H, Larive C K. Analytical applications of NMR diffusion measurements[J]. Anal Bioanal Chem, 2004, 378(6): 1 405－1 407.

[6] Gounarides J S, Chen A D, Shapiro M J. Nuclear magnetic resonance chromatography: Applications of pulse field gradient diffusion NMR to mixture analysis and ligand-receptor interactions[J]. J Chromatogr B, 1999, 725(1): 79－90.

[7] Stockman B J, Dalvit C. NMR screening techniques in drug discovery and drug design[J]. Prog Nucl Magn Reson Spectrosc, 2002, 41(3, 4): 187－231.

[8] Caldarelli S. Chromatographic NMR: A tool for the analysis of mixtures of small molecules[J]. Magn Reson Chem, 2007, 45(S1): S48－S55.

[9] Novoa-Carballal R, Fernandez-Megia E, Jimenez C, et al. NMR methods for unravelling the spectra of complex mixtures[J]. Nat Prod Rep, 2011, 28(1): 78－98.

[10] Pages G, Delaurent C, Caldarelli S. Simplified analysis of mixutres of small molecules by chromatographic NMR Spectroscopy[J]. Angew Chem Int Ed, 2006, 45(36): 5 950－5 953.

[11] Hoffman R E, Arzuan H, Pemberton C, et al. High-resolution NMR “chromatography” using a liquids spectrometer[J]. J Magn Reson, 2008, 194(2): 295－299.

[12] Li G B, Yu X Y, Zheng B S, et al. NMR studies on interactions between diperoxovanadate and N-substituted picolinamide[J]. Acta Chim Sin, 2007, 65(21): 2 357－2 362.

[13] Kavakka J S, Kilpelainen I, Heikkinen S. General chromatographic NMR method in liquid state for synthetic chemistry: Polyvinylpyrrolidone assisted DOSY experiments[J]. Org Lett, 2009, 11(6): 1 349－1 352.

[14] Pelta M D, Barjat H, Morris G A, et al. Pulse sequences for high-resolution diffusion-ordered spectroscopy (HR-DOSY) [J]. Magn Reson Chem, 1998, 36(10): 706－714.

[15] Carr H Y, Purcell E M. Effects of diffusion on free precession in nuclear magnetic resonance experiments[J]. Phys Rev, 1954, 94(3): 630－638.

[16] Meiboom S, Gill D. Modified spin-echo method for measuring nuclear relaxation times[J]. Rev SciInstrum 1958, 29(8): 688－691.

[17] Kavakka J S, Parviainen V, Wahala K, et al. Enhanced chromatographic NMR with polyethyleneglycol. A novel resolving agent for diffusion ordered spectroscopy[J]. Magn Reson Chem, 2010, 48(10): 777－781.

[18] Huang S, Gao J, Wu R, et al. Polydimethylsiloxane: A general matrix for high-performance chromatographic NMR spectroscopy[J]. Angew Chem Int Ed, 2014, 53(9): 11 582－11 595.

[19] Wu Rui(吴瑞), Bai Zheng-wu(柏正武), Yang Ying(杨盈), et al. Study of the separation performance of PDMS matrixed chromatographic NMR technique(基于PDMS的NMR中色谱技术的分离性能研究)[J]. Chinese J Magn Reson(波谱学杂志), 2015, 32(3): 511－517.

[20] Zielinski M E, Morris K F. Using perdeuterated surfactant micelles to resolve mixture components in diffusion-ordered NMR spectroscopy[J]. Magn Reson Chem, 2009, 47(1): 53－56.

[21] Evans R, Haiber S, Nilsson M, et al. Isomer resolution by micelle-assisted diffusion-ordered spectroscopy[J]. Anal Chem, 2009, 81(11): 4 548－4 550.

[22] Chaudhari S R, Suryaprakash N. Diffusion ordered spectroscopy for resolution of double bonded cis, trans-isomers[J]. J Mol Struct, 2012, 1 017: 106－108.

[23] Tormena C F, Evans R, Haiber S, et al. Matrix-assisted diffusion-ordered spectroscopy: application of surfactant solutions to the resolution of isomer spectra[J]. Magn Reson Chem, 2012, 50(6): 458－465.

[24] Pemberton C, Hoffman R E, Aserin A, et al. NMR chromatography using microemulsion systems[J]. Langmuir, 2011, 27(8): 4 497－4 504.

[25] Hoffman R E, Aserin A, Garti N. New insights into the microemulsion-based chromatographic NMR resolution mechanism and its application to fragrance/flavor molecules[J]. J Magn Reson, 2012, 220: 18－25.

[26] Rogerson A K, Aguilar J A, Nilsson M, et al. Simultaneous enhancement of chemical shift dispersion and diffusion resolution in mixture analysis by diffusion-ordered NMR spectroscopy[J]. Chem Commun, 2011, 47(25): 7 063－7 064.

[27] Zhan F P, Yu G Y, Yao B X, et al. Solvent effect in the chromatographic enantioseparation of 1,1-bi-2-naphthol on a polysaccharide-based chiral stationary phase[J]. J Chromatogr A, 2010, 1 217: 4 278－4 284.

[28] Paglia G, D’Apolito O, Tricarico F, et al. Evaluation of mobile phase, ion pairing, and temperature influence on an HILIC-MS/MS method for L-arginine and its dimethylated derivatives detection[J]. J Sep Sci, 2008, 31(3): 2 424－2 429.

[29] Carrara C, Viel S, Delaurent C, et al. Chromatographic NMR in NMR solvents[J]. J Magn Reson, 2008, 194(2): 303－306.

[30] Tormena C F, Evans R, Haiber S, et al. Matrix-assisted diffusion-ordered spectroscopy: mixture resolution by NMR using SDS micelles[J]. Magn Reson Chem, 2010, 48(7): 550－553.

[31] Joyce R E, Day I J. Chromatographic NMR with size exclusion chromatography stationary phases[J]. J Magn Reson, 2012, 220: 1－7.

[32] Huang S H, Wu R, Bai Z W, et al. Evaluation of the separation performance of polyvinylpyrrolidone as a virtual stationary phase for chromatographic NMR[J]. Magn Reson Chem, 2014, 52(9): 486－490.

基质辅助 NMR 中色谱技术的研究进展

Progresses in Matrixed Chromatographic NMR

PDF

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 12

编辑推荐

Metrics

本文评价

[1]	黄俊霖, 余亦华. 扩散序谱(DOSY)实验中扩散系数维数字分辨率的影响[J]. 波谱学杂志, 2018, 35(3): 287-293.
[2]	刘中春, 程倩, 刘乃贵, 周杨, 房涛, 朱涛涛, 王为民. 缝洞型油藏致密基质灰岩的压力敏感性规律的NMR研究[J]. 波谱学杂志, 2017, 34(2): 206-213.
[3]	代博娜；彭敏；陈群. 壳聚糖和N-羟基苯并三氮唑相互作用的NMR研究[J]. 波谱学杂志, 2008, 25(4): 453-460.
[4]	彭敏, 孔旭新, 张惠平, 陈群. α-环糊精/水杨酸等包络物的NMR自扩散研究[J]. 波谱学杂志, 2005, 22(2): 141-147.
[5]	崔艳芳1,2，文健3，刘买利1*. 应用脉冲梯度场NMR研究脂蛋白的自扩散系数分布[J]. 波谱学杂志, 2003, 20(1): 8-15.
[6]	郑绍宽，陈忠，陈志伟，廖新丽. 分子间多量子相干横向弛豫时间(和自扩散系数)测量的参数优化和数据处理方法[J]. 波谱学杂志, 2001, 18(3): 281-289.
[7]	张涛, 毛希安. 2D EXSY实验和几何平均法研究水与天然化合物的羟基之间的化学交换速率常数[J]. 波谱学杂志, 2000, 17(5): 349-361.
[8]	姜立红, 赵濉, 俞稼镛, 岳勇, 杜有如. 表面活性剂在水溶液中聚集状态的¹H NMR研究[J]. 波谱学杂志, 1998, 15(2): 103-107.
[9]	姜立红, 王黎明, 岳勇, 杜有如. 自扩散系数的脉冲梯度-自旋回波的测量及其应用[J]. 波谱学杂志, 1997, 14(4): 319-323.
[10]	石明孝, 宣日成, 吴清洲. 2,2,4-三甲基-1,3-戊二醇脂肪酸双酯中亚甲基质子的磁不等价性[J]. 波谱学杂志, 1996, 13(2): 163-168.
[11]	王琦, 李子荣, 孟庆安, 毕喜平, 应琦琮. 高分子溶液体系的自扩散系数的NMR测量[J]. 波谱学杂志, 1991, 8(2): 237-243.
[12]	万其进. 一个计算次甲基质子NMR化学位移的经验式[J]. 波谱学杂志, 1988, 5(3): 273-278.