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The role of central ion in chiral recognition by taking phenylalanine as an example

文献类型:期刊论文

作者Yu Qing; Cao Jie; Lu Gang; Wang ZhiXiang
刊名Science in china series b-chemistry
出版日期2009-08-01
卷号52期号:8页码:1136-1141
关键词Chiral crown ether Chiral recognition Diastereoisomer Collision induced dissociation Theoretical calculation
ISSN号1006-9291
DOI10.1007/s11426-009-0080-5
通讯作者Cao jie(jcao@gucas.ac.cn)
英文摘要Chiral recognition of phenylalanine (phe) was achieved in the gas phase by electrospray ionization q-tof tandem mass spectrometry. in this method, two central ions, i.e. proton and divalent copper, were used and chiral crown ether, (+)-2,3,11,12-tetracarboxylic acid-18-crown-6 (18-c-6-tca), was used as a chiral host. dimeric complexes were readily formed by electrospray ionization of a methanol/water (50/50, v/v) solution containing central ions, phe and 18-c-6-tca. the dimeric complex included proton-bound (18-c-6-tca)(phe)h+ and copper-bound deprotonated [cu(2+)(18-c-6-tca)(phe)-h](+) ions were mass selected and then collided with ar in the cid experiments. the chiral recognition capability of these complexes was evaluated using the relative abundance of daughter ion to parent ion. a higher degree of chiral recognition ability was observed with cu(2+) compared to that of h(+). different central ions exhibited distinctive dissociation pathways and unique chiral recognition characteristics. the chiral recognition mechanism was also discussed in detail with the help of the structure of copper-bound complex predicted by theoretical calculation.
WOS关键词IONIZATION MASS-SPECTROMETRY ; ANTIMONY POTASSIUM TARTRATE ; GAS-PHASE ; KINETIC METHOD ; AMINO-ACIDS ; D,L-AMINO ACIDS ; ION/MOLECULE REACTIONS ; ENANTIOMERIC ANALYSIS ; L-TRYPTOPHAN ; GUEST METHOD
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
语种英语
WOS记录号WOS:000268514800010
出版者SCIENCE CHINA PRESS
URI标识http://www.irgrid.ac.cn/handle/1471x/2398895
专题中国科学院大学
通讯作者Cao Jie
作者单位Chinese Acad Sci, Coll Chem & Chem Engn, Beijing 100049, Peoples R China
推荐引用方式
GB/T 7714
Yu Qing,Cao Jie,Lu Gang,et al. The role of central ion in chiral recognition by taking phenylalanine as an example[J]. Science in china series b-chemistry,2009,52(8):1136-1141.
APA Yu Qing,Cao Jie,Lu Gang,&Wang ZhiXiang.(2009).The role of central ion in chiral recognition by taking phenylalanine as an example.Science in china series b-chemistry,52(8),1136-1141.
MLA Yu Qing,et al."The role of central ion in chiral recognition by taking phenylalanine as an example".Science in china series b-chemistry 52.8(2009):1136-1141.

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来源:中国科学院大学

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