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化学进展 2006, Vol. 18 Issue (06): 780-788 前一篇   后一篇

• 综述与评论 •

电喷雾质谱在手性识别和分析中的应用*

刘勤;张淑珍;吴弼东;申睿;谢剑炜**;刘克良   

  1. 军事医学科学院毒物药物研究所 北京 100850
  • 收稿日期:2005-08-01 修回日期:2005-10-01 出版日期:2006-06-24 发布日期:2006-06-24
  • 通讯作者:

    谢剑炜

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Application of Electrospray Ionization Mass Spectrometry in Chiral Recognition and Analysis

Qin Liu;Shuzhen Zhang;Bidong Wu;Rui Shen;Jianwei Xie**;Keliang Liu   

  1. Institute of Pharmacology and Toxicology, The Academy of Military Medical Sciences, Beijing 100850, China
  • Received:2005-08-01 Revised:2005-10-01 Online:2006-06-24 Published:2006-06-24
  • Contact:

    Jianwei Xie

近年来电喷雾质谱以其快速、灵敏、简便、样品用量少等特点被越来越多地应用于手性分析研究中。本文综述了目前电喷雾质谱法在手性识别和分析中的应用，包括常用的分析方法及常用的质谱手性选择剂，并对其发展进行了展望。
关键词： 电喷雾质谱, 手性分析, 手性选择剂, 非共价相互作用
In recent years, eletrospray ionization mass spectrometry (ESI-MS) has become more and more attractive in chiral analysis due to its advantages such as short analysis time, high sensitivity, simplistity, and small amount of sample. This article reviews the application of eletrospray ionization mass spectrometry in chiral recognition and analysis. Emphasis is put on the different experimental methods and the chiral selectors. The prospect of the application is also discussed.
Key words: eletrospray ionization mass spectrometry, chiral recognition, chiral selectors, noncovalent interaction

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[ 1 ] 安登魁(An D K) . 现代药物分析选论( Selected Topics on Modern Pharmaceutical Analysis) . 北京: 中国医药科技出版社(Beijing : Chinese Medical Science and Technology Press) ,2001.4 —102
[ 2 ] Kyba E P , Timko J M, Kaplan L J , et al . J . Am. Chem. Soc. ,1978 , 100 : 4555 —4568
[ 3 ] Tsubaki K, Mukoyoshi K, Morikama H , et al . Chirality , 2002 ,14 : 713 —715
[ 4 ] Wong W L , Huang K H , Teng P F , et al . Chem. Commun. ,2004 , 384 —385
[ 5 ] Zilinsksa A , Stoncius S , Butkus E. Chirality , 2005 , 17 : S70 —S73
[ 5 ] Uncuta C , Caraman G B , Tanase C I , et al . Chirality , 2005 , 17 :63 —72
[ 7 ] Lara K O , Godoy-Alcantar C , Eliseev A V , et al . Org. Biomol .Chem. , 2004 , 2 : 1712 —1718
[ 8 ] Schmidt R , Wahl H G, Hãberle H , et al . Chirality , 1999 , 11 :206 —211
[ 9 ] Desai M J , Armstrong D A , et al . J . Mass Spectrom. , 2004 , 39 :177 —187
[10] Lecnik O , Schmid M G, Presser A , et al . Elecrtophoresis , 2002 ,23 : 3006 —3012
[11] Williams K L , Sander L C , Wise S A. Chirality , 1996 , 8 : 325 —331
[12] Daniel J M, Friess S D , Rajagopalan S , et al . Int . J . Mass Spectrom. , 2002 , 216 : 1 —27
[13] Schalley C A. Mass Spectrom. Rev. , 2001 , 20 : 253 —309
[14] Tao W A , Cooks R G. Anal . Chem. , 2003 , 75 : 25A —31A
[15] Loo J A. Mass. Spectrom. Rev. , 1997 , 16 : 1 —23
[16] Tabet J C. Tetrahedron , 1987 , 43 : 3413 —3420
[17] Hua S M,Chen Y Z ,Jiang L F , et al . Org. Mass Spectrom. ,1986 , 21 : 7 —10
[18] Chen Y Z , Li H , Yang H J , et al . Org. Mass Spectrom. , 1988 ,23 : 821 —824
[19] Yang H J ,Chen Y Z. Org. Mass Spectrom. , 1992 , 27 : 736 —740
[20] Filippi A , Speranza M. Int . J . Mass Spectrom. , 2000 , 199 :211 —219
[21] Mancel V , Sellier N , Lesage D , et al . Int . J . Mass Spectrom. ,2004 , 237 : 185 —195
[22] 陈耀祖(Chen Y Z) , 吴忆南(Wu YN) . 分析化学(Chinese J .Anal . Chem. ) , 1998 , 26 : 737 —741
[23] Sawada M. Mass Spectrom. Rev. , 1997 , 16 : 73 —90
[24] Matsumoto K, Yamamoto C , Yasjoma E , et al . Rapid Comm.Mass Spectrom. , 1999 , 13 : 2011 —2013
[25] Chu I H , Dearden D V , Bradshaw J S , et al . J . Am. Chem.Soc. , 1993 , 115 : 4318 —4320
[26] Dobo A , Liptak M, Vekey K, et al . Rapid Comm. Mass Spectrom. , 1997 , 11 : 889 —896
[27] Sawada M, Okumura Y, Shizuma M, et al . J . Am. Chem. Soc. ,1993 , 115 : 7381 —7388
[28] Sawada M, Shizuma M, Takai Y, et al . J . Am. Chem. Soc. ,1992 , 114 : 4405 —4406
[29] Sawada M, Takai Y, Yamada H , et al . J . Chem. Soc. , Perkin Trans. 2 , 1998 , 2 : 701 —710
[30] Sawada M, Yamaoka H , Takai Y, et al . Int . J . Mass Spectrom. ,1999 , 193 : 123 —130
[31] Shizuma M, Adachi H , Takai Y, et al . Carbohydr. Res. , 2001 ,335 : 275 —281
[32] Sawada M, Yamaoka H , Takai Y, et al . Chem. Comm. , 1998 ,1569 —1570
[33] Smith G, Leary J A. J . Am. Chem. Soc. , 1996 , 118 : 3293 —3294
[34] Hofmeister G, Leary J A. Org. Mass Specrtrom. , 1991 , 26 :811 —812
[35] Vekey K, Czira G. Anal . Chem. , 1997 , 69 : 1700 —1705
[36] Liang Y J , Bradshaw J S , Izatt R M, et al . Int . J . Mass Spectrom. , 1999 , 185/186/187 : 977 —988
[37] Vekey K, Zerilli L F. Org. Mass Spectrom. , 1991 , 26 : 939 —944
[38] Fenselau C , Cotter R J . Chem. Rev. , 1987 , 87 : 501 —512
[39] Filippi A , Giardini A , Piccirillo S , et al . Int . J . Mass Spectrom. , 2000 , 198 : 137 —163
[40] Speranza M. Int . J . Mass Spectrom. , 2004 , 232 : 277 —317
[41] Ramirez J , He F , Lebrilla C B. J . Am. Chem. Soc. , 1998 ,120 : 7387 —7388
[42] Grigorean G, Ramirez J , Lebrilla C B , et al . Anal . Chem. ,2000 , 72 : 4275 —4281
[43] Grigorean G, Lebrilla C B. Anal . Chem. , 2001 , 73 : 1684 —1691
[44] Gal J F , Stone M, Lebrilla C B. Int . J . Mass Spectrom. , 2003 ,222 : 259 —267
[45] Grigorean G, Cong X, Lebrilla C B. Int . J . Mass Spectrom. ,2004 , 234 : 71 —77
[46] Grigorean G, Gronert S , Lebrilla C B. Int . J . Mass Spectrom. ,2002 , 219 : 79 —87
[47] Arakawa R , Kobayashi M, Fukuo T , et al . Rapid Commun. Mass Spectrom. , 2001 , 15 : 685 —689
[48] Cheng Y, Hercules D M. J . Mass Spectrom. , 2001 , 36 : 834 —836
[49] Arakawa R , Kobayashi M. J . Am. Soc. Mass Spectrom. , 2000 ,11 : 804 —808
[50] 宋凤瑞(Song F R) , 刘子阳(Liu Z Y) , 刘淑莹(Liu S Y) 等.分析化学(Chin. J . Anal . Chem. ) , 1999 , 27 : 1000 —1002
[51] Tao W A , Zhang D , Cooks R G, et al . Anal . Chem. , 1999 , 71 :4427 —4429
[52] Tao W A , Zhang D , Cooks R G, et al . J . Am. Chem. Soc. ,2000 , 122 : 10598 —10609
[53] Tao W A , Gozzo F C , Cooks R G. Anal . Chem. , 2001 , 73 :1692 —1698
[54] Wu L , Tao W A , Cooks R G. Anal . Bioanal . Chem. , 2002 ,373 : 618 —627
[55] Zhang D , Tao W A , Cooks R G. Int . J . Mass Spectrom. , 2001 ,204 : 159 —169
[56] Tao W A , Wu L , Cooks R G. J . Med. Chem. , 2001 , 44 :3541 —3544
[57] Angusti D V , Carazza F , Cooks R G, et al . Anal . Chem. ,2002 , 74 : 3458 —3462
[58] Wu L , Meurer E C , Cooks R G. Anal . Chem. , 2004 , 76 :663 —671
[59] Wu L , Tao W A , Cooks R G. J . Mass Spectrom. , 2003 , 38 :386 —393
[60] Wu L , Lemr K, Cooks R G, et al . J . Am. Soc. Mass Spectrom. , 2003 , 14 : 152 —160
[61] Shen W Y, Wong P S H , Cooks R G. Rapid Comm. Mass Spectrom. , 1997 , 11 : 71 —74
[62] Chen J , Zhu C J , Chen Y, Zhao Y F. Rapid Comm. Mass Spectrom. , 2002 , 16 : 1251 —1253
[63] Paladini A , Calcagni C , di Palma T , et al . Chirality , 2001 , 13 :707 —711
[64] Fago G, Filippi A , Giardini A , et al . Angew. Chem. Int . Ed. ,2001 , 40 : 4051 —4054
[65] Scuderi D , Paladini A , Satta M, et al . Int . J . Mass Spectrom. ,2003 , 223/224 : 159 —168
[66] Paladini A , Scuderi D , Lagana A , et al . Int . J . Mass Spectrom. , 2003 , 228 : 349 —358
[67] Nikolaev E N , Denisov E V , Rakov V S , et al . Int . J . Mass Spectrom. , 1999 , 182P183 : 359 —368
[68] Czerwenka C , Lindner W. Rapid Comm. Mass Spectrom. , 2004 ,18 : 2713 —2718
[69] Tsunematsu H , Ikeda H , Hanazono H , et al . J . Mass Spectrom. ,2003 , 38 : 188 —195
[70] Yao Z P , Wan T S M, Kwong K P , et al . Chem. Comm. , 1999 ,2119 —2120
[71] Yao Z P , Wan T S M, Kwong K P , et al . Anal . Chem. , 2000 ,72 : 5383 —5393
[72] Yao Z P , Wan T S M, Kwong K P , et al . Anal . Chem. , 2000 ,72 : 5394 —5401
[73] Schug K A , Lindner W. J . Am. Soc. Mass Spectrom. , 2005 ,16 : 825 —834
[74] Reetz M T , Becker M H , Klein H W, et al . Angew. Chem. Int .Ed. , 1999 , 38 : 1758 —1761
[75] Guo H , Wu J , Finn M G, et al . Angew. Chem. Int . Ed. ,1999 , 38 : 1755 —1758
[76] Gong S N , Camara E , Lebrilla C B , et al . Int . J . Mass Spectrom. , 1999 , 185/186/187 : 401 —412
[77] Camara E , Green M K, Lebrilla C B , et al . J . Am. Chem.Soc. , 1996 , 118 : 8751 —8752
[78] 任士芳(Ren S F) , 王昊阳(Wang H Y) , 郭寅龙( Guo Y L) .化学学报(Acta Chim. Sinica) , 2004 , 62(19) : 1959 —1962
[79] Lu H J , Guo Y L. Anal . Chim. Acta , 2003 , 482 : 1 —7
[80] Lu H J , Guo Y L. J . Am. Soc. Mass Spectrom. , 2003 , 14 :571 —580
[81] Yu C T , Guo Y L , Chen G Q , et al . J . Am. Soc. Mass Spectrom. , 2004 , 15 : 795 —802
[82] Brewer B N , Zu C L , Koscho M E. Chirality , 2005 , 17 : 456 —463
[83] Liu Q , Zhang S Z , Xie J W, et al . Anal . Chem. , 2005 , 77 :5302 —5310
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