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化学进展 2014, Vol. 26 Issue (01): 10-18 DOI: 10.7536/PC130661 前一篇   后一篇

• 特约稿 •

亲水作用色谱固定相的发展及应用

沈爱金, 郭志谋, 梁鑫淼*   

  1. 中国科学院分离分析化学重点实验室 中国科学院大连化学物理研究所 大连 116023
  • 收稿日期:2013-06-01 修回日期:2013-10-01 出版日期:2014-01-15 发布日期:2013-11-08
  • 通讯作者: 梁鑫淼，e-mail：liangxm@dicp.ac.cn E-mail:liangxm@dicp.ac.cn
  • 基金资助:

    国家自然科学基金项目（No. 21135005，21005077）资助

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Development and Application of Hydrophilic Interaction Liquid Chromatographic Stationary Phases

Shen Aijin, Guo Zhimou, Liang Xinmiao*   

  1. Key Laboratory of Separation Science for Analytical Chemistry, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China
  • Received:2013-06-01 Revised:2013-10-01 Online:2014-01-15 Published:2013-11-08
  • Supported by:

    The work was supported by the National Natural Science Foundation of China (No. 21135005, 21005077)

亲水作用色谱作为一种高效液相色谱技术，在强极性和离子型化合物如氨基酸、碳水化合物和多肽等的分离分析中发挥着重要作用。作为色谱技术的核心，亲水作用色谱材料的发展直接影响着色谱分离的选择性和分离效率，制约着亲水作用色谱的应用和推广。目前商品化和学术报道的亲水作用色谱材料种类繁多，键合相结构丰富。本文从色谱材料结构出发，综述了近5年内基于硅胶基质的亲水作用色谱固定相，包括纯硅胶、氨基、氰基、二醇基、酰胺型、聚（琥珀酰亚胺）型、糖型和两性离子型键合相的发展及其在极性药物、蛋白质组学、代谢组学等方面的典型应用。同时简要介绍了近年来亲水作用色谱的色谱评价研究。

关键词： 亲水作用色谱, 固定相, 极性药物, 蛋白质组学, 代谢组学

As an alternative high performance liquid chromatography technology, hydrophilic interaction liquid chromatography (HILIC) plays an important role in the separation of highly polar and ionic compounds such as amino acids, carbohydrates, peptides and so on. The development of HILIC stationary phases, which are considered as the core of chromatographic technology, is of great importance for the improvement of chromatographic separation selectivity and efficiency, influencing the application and generalization of HILIC. To date, a great variety of commercial and academic HILIC materials with abundant functional groups have been presented. According to the functional groups of chromatographic materials, the development of silica-based HILIC stationary phases including unmodified silica, amino-based, cyano-based, diol-based, amide-based, poly(succinimide)-based, saccharides-based and zwitterion-based stationary phases are reviewed in the present article. Meanwhile, the typical applications of HILIC stationary phases in polar drugs separation, bioanalysis, proteomics, metabolomics, etc. are included. With increasing diversity of HILIC materials, the selection of appropriate HILIC stationary phase for the resolution of complex compounds becomes difficult. The development of systematic test samples and methods to access the separation selectivity is of great value for understanding the interaction mechanism of HILIC stationary phases. Thus, the investigation involving test samples to evaluate separation efficiencies and selectivities in HILIC is also reviewed.

Contents
1 Introduction
2 Development and application of hydrophilic interaction chromatographic materials
2.1 Unmodified silica
2.2 Amino-based stationary phase
2.3 Cyano- and diol-based stationary phase
2.4 Amide-based stationary phase
2.5 Poly(succinimide)-based stationary phase
2.6 Saccharides-based stationary phase
2.7 Zwitterion-based stationary phase
3 Chromatographic evaluation of hydrophilic interaction chromatographic materials
4 Conclusion and outlook

Key words: hydrophilic interaction liquid chromatography, stationary phase, polar drugs, proteomics, metabolomics

中图分类号: 

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[1] Alpert A J. J. Chromatogr., 1990, 499: 177.
[2] Zhu B Y, Mant C T, Hodges R S. J. Chromatogr., 1991, 548: 13.
[3] Strege M A. Anal. Chem., 1998, 70: 2439.
[4] Olsen B A. J. Chromatogr. A, 2001, 913: 113.
[5] Tolstikov V V, Fiehn O. Anal. Biochem., 2002, 301: 298.
[6] Karlsson G, Winge S, Sandberg H. J. Chromatogr. A, 2005, 1092: 246.
[7] Hemstrom P, Irgum K. J. Sep. Sci., 2006, 29: 1784.
[8] Ikegami T, Tomomatsu K, Takubo H, Horie K, Tanaka N. J. Chromatogr. A, 2008, 1184: 474.
[9] Guo Y, Gaiki S. J. Chromatogr. A, 2011, 1218: 5920.
[10] Jandera P. Anal. Chim. Acta, 2011, 692: 1.
[11] Karatapanis A E, Fiamegos Y C, Stalikas C D. J. Chromatogr. A, 2011, 1218: 2871.
[12] 李瑞萍(Li R P), 黄骏雄(Huang J X). 化学进展(Progress in Chemistry), 2006, 18: 1508.
[13] 王媛(Wang Y), 顾惠新(Gu H X), 路鑫(Lu X), 许国旺(Xu G W). 色谱(Chinese Journal of Chromatography), 2008, 26: 649.
[14] 郭志谋(Guo Z M), 张秀莉(Zhang X L), 徐青(Xu Q), 梁鑫淼(Liang X M). 色谱(Chinese Journal of Chromatography), 2009, 27: 675.
[15] 梁鑫淼(Liang X M). 色谱(Chinese Journal of Chromatography), 2011, 29: 191.
[16] 郭亚丽(Guo Y L), 袁琴(Yuan Q), 李瑞萍(Li R P), 黄应平(Huang Y P). 色谱(Chinese Journal of Chromatography), 2012, 30: 232.
[17] Gianotti V, Chiurminatto U, Mazzucco E, Gosetti F, Bottaro M, Frascarolo P, Gennaro M C. J. Chromatogr. A, 2008, 1185: 296.
[18] Al-Rimawi F. Talanta, 2009, 79: 1368.
[19] Kawano S I. Rapid Commun. Mass Spectrom., 2009, 23: 907.
[20] Dejaegher B, Heyden Y V. J. Sep. Sci., 2010, 33: 698.
[21] Jian W, Edom R W, Xu Y, Weng N. J. Sep. Sci., 2010, 33: 681.
[22] Fontanals N, Marce R M, Borrull F. J. Chromatogr. A, 2011, 1218: 5975.
[23] Grumbach E S, Diehl D M, Neue U D. J. Sep. Sci., 2008, 31: 1511.
[24] Churms S C. J. Chromatogr. A, 1996, 720: 75.
[25] Linden J C, Lawhead C L. J. Chromatogr., 1975, 105: 125.
[26] Wu J, Bicker W, Lindner W. J. Sep. Sci., 2008, 31: 1492.
[27] Yoshida T. Anal. Chem., 1997, 69: 3038.
[28] Yoshida T. J. Biochem. Biophys. Methods, 2004, 60: 265.
[29] Yang Y, Boysen R I, Hearn M T W. J. Chromatogr. A, 2009, 1216: 5518.
[30] McNulty D E, Annan R S. Mol. Cell. Proteomics, 2008, 7: 971.
[31] Bicker W, Wu J, Yeman H, Albert K, Lindner W. J. Chromatogr. A, 2011, 1218: 882.
[32] Kotoni D, D'Acquarica I, Ciogli A, Villani C, Capitani D, Gasparrini F. J. Chromatogr. A, 2012, 1232: 196.
[33] Alpert A J. Anal. Chem., 2008, 80: 62.
[34] Mant C T, Hodges R S. J. Sep. Sci., 2008, 31: 2754.
[35] Mant C T, Hodges R S. J. Sep. Sci., 2008, 31: 1573.
[36] Lindner H, Sarg B, Helliger W. J. Chromatogr. A, 1997, 782: 55.
[37] Persson J, Hemstrom P, Irgum K. J. Sep. Sci., 2008, 31: 1504.
[38] Guo Z, Lei A, Zhang Y, Xu Q, Xue X, Zhang F, Liang X. Chem. Commun., 2007, 2491.
[39] Fu Q, Guo Z, Liang T, Zhang X, Xu Q, Liang X. Anal. Methods, 2010, 2: 217.
[40] Fu Q, Liang T, Zhang X, Du Y, Guo Z, Liang X. Carbohydr. Res., 2010, 345: 2690.
[41] Yu L, Li X, Guo Z, Zhang X, Liang X. Chem. Eur. J., 2009, 15: 12618.
[42] Qu Y Y, Xia S M, Yuan H M, Wu Q, Li M, Zou L J, Zhang L H, Liang Z, Zhang Y K. Anal. Chem., 2011, 83: 7457.
[43] Zhu J, Wang F J, Chen R, Cheng K, Xu B, Guo Z M, Liang X M, Ye M L, Zou H F. Anal. Chem., 2012, 84: 5146.
[44] Xu J, Zhang X, Guo Z, Yan J, Yu L, Li X, Xue X, Liang X. Proteomics, 2012, 12: 3076.
[45] Moni L, Ciogli A, D'Acquarica I, Dondoni A, Gasparrini F, Marra A. Chem. Eur. J., 2010, 16: 5712.
[46] Huang H, Jin Y, Xue M, Yu L, Fu Q, Ke Y, Chu C, Liang X. Chem. Commun., 2009, 6973.
[47] Padivitage N L T, Armstrong D W. J. Sep. Sci., 2011, 34: 1636.
[48] Qiu H, Loukotkova L, Sun P, Tesarova E, Bosakova Z, Armstrong D W. J. Chromatogr. A, 2011, 1218: 270.
[49] Jiang W, Irgum K. Anal. Chem., 1999, 71: 333.
[50] Jiang W, Irgum K. Anal. Chem., 2002, 74: 4682.
[51] Jiang W, Fischer G, Girmay Y, Irgum K. J. Chromatogr. A, 2006, 1127: 82.
[52] Boersema P J, Divecha N, Heck A J R, Mohammed S. J. Proteome. Res., 2007, 6: 937.
[53] Cubbon S, Bradbury T, Wilson J, Thomas-Oates J. Anal. Chem., 2007, 79: 8911.
[54] Creek D J, Jankevics A, Breitling R, Watson D G, Barrett M P, Burgess K E V. Anal. Chem., 2011, 83: 8703.
[55] Di Palma S, Boersema P J, Heck A J R, Mohammed S. Anal. Chem., 2011, 83: 3440.
[56] Rodriguez-Gonzalo E, Garcia-Gomez D, Carabias-Martinez R. J. Chromatogr. A, 2011, 1218: 9055.
[57] Di Palma S, Mohammed S, Heck A J R. Nat. Protoc., 2012, 7: 2041.
[58] Zhang T, Creek D J, Barrett M P, Blackburn G, Watson D G. Anal. Chem., 2012, 84: 1994.
[59] Qiu H, Wanigasekara E, Zhang Y, Tran T, Armstrong D W. J. Chromatogr. A, 2011, 1218: 8075.
[60] Guo H Y, Liu R H, Yang J J, Yang B C, Liang X M, Chu C H. J. Chromatogr. A, 2012, 1223: 47.
[61] Shen A J, Guo Z M, Yu L, Cao L W, Liang X M. Chem. Commun., 2011, 47: 4550.
[62] Shen A, Guo Z, Cai X, Xue X, Liang X. J. Chromatogr. A, 2012, 1228: 175.
[63] Shen A, Li X, Dong X, Wei J, Guo Z, Liang X. J. Chromatogr. A, 2013, 1314: 63.
[64] Chirita R I, West C, Finaru A L, Elfakir C. J. Chromatogr. A, 2010, 1217: 3091.
[65] Gilar M, Jaworski A. J. Chromatogr. A, 2011, 1218: 8890.
[66] 郭志谋(Guo Z M). 中国科学院大连化学物理研究所博士论文(Doctoral Dissertation of Dalian Institute of Chemical Physics, Chinese Academy of Sciences), 2009.
[67] Pack B W, Risley D S. J. Chromatogr. A, 2005, 1073: 269.
[68] Hara T, Kobayashi H, Ikegami T, Nakanishi K, Tanaka N. Anal. Chem., 2006, 78: 7632.
[69] Ikegami T, Fujita H, Horie K, Hosoya K, Tanaka N. Anal. Bioanal. Chem., 2006, 386: 578.
[70] Ye F G, Xie Z H, Wong K Y. Electrophoresis, 2006, 27: 3373.
[71] Ikegami T, Horie K, Jaafar J, Hosoya K, Tanaka N. J. Biochem. Biophys. Methods, 2007, 70: 31.
[72] Huang G H, Zeng W C, Lian Q Y, Xie Z H. J. Sep. Sci., 2008, 31: 2244.
[73] Ibrahim M E A, Zhou T, Lucy C A. J. Sep. Sci., 2010, 33: 773.
[74] Que A H, Konse T, Baker A G, Novotny M V. Anal. Chem., 2000, 72: 2703.
[75] Que A H, Novotny M V. Anal. Chem., 2002, 74: 5184.
[76] Hosoya K, Hira N, Yamamoto K, Nishimura M, Tanaka N. Anal. Chem., 2006, 78: 5729.
[77] Jiang Z J, Smith N W, Ferguson P D, Taylor M R. Anal. Chem., 2007, 79: 1243.
[78] Jiang Z J, Reilly J, Everatt B, Smith N W. J. Chromatogr. A, 2009, 1216: 2439.
[79] Tijunelyte I, Babinot J, Guerrouache M, Valincius G, Carbonnier B. Polymer, 2012, 53: 29.
[80] Wang X, Zheng Y Q, Zhang C Y, Yang Y Z, Lin X C, Huang G H, Xie Z H. J. Chromatogr. A, 2012, 1239: 56.
[81] Lin H, Ou J, Zhang Z, Dong J, Wu M, Zou H. Anal. Chem., 2012, 84: 2721.
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