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Evaluation of chiral recognition characteristics of metal and proton complexes of di-o-benzoyl-tartaric acid dibutyl ester and L-tryptophan in the gas phase
Alternative Title气相中金属离子辅助L-色氨酸对二苯甲酰酒石酸二正丁酯的手性识别研究
Lu HJ(陆豪杰); Guo YL(郭寅龙)
2003
Source PublicationJ. Am. Soc. Mass Spectrom.
ISSN1044-0305
Volume14Issue:6Pages:571-580
AbstractChiral recognition of di-o-benzoyl-tartaric acid dibutyl ester (T) was achieved in the gas phase by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. In tfiis method two divalent transition metal cations, zinc(II) and copper(II), were used as binding metal ions, and L-tryptophan (A) was used as a chiral reference. Multimeric complexes were readily formed by electrospray ionization of a methanol:water (50:50) solution containing metal-ion, L-tryptophan and T. These multimeric complexes included singly charged proton-ated dimeric [TAH]+, doubly charged coppeC(II) bound tetrameric [TACu-H]~2+^2 and doubly charged zinc(II) bound tetrameric [TAZn-H]~2+^2, together with other complexes. The mass-selected complex, i.e., [TAH], [TACu-H]~2+^2 and [TAZn-H]~2+^2, was used to acquire the second stage mass spectra. The chiral recognition capability of these three complexes was evaluated using the abundance ratios of daughter ion to parent ion. A high degree of chiral recognition ability was observed in [TACu-H]~2+^2 and [TAZn-H]~2+^2. It was found that the type of binding ion played an important role in the chiral recognition. Different binding ions exhibited distinctive dissociation pathways and unique chiral recognition characteristics. The present method is based not only on whole-molecule loss but also on fractional-molecule loss. In addition, the reproducibility of the chiral recognition method was confirmed by several determinations of the abundance ratios of daughter ion to parent ion with a fixed activation energy and with five different activation energies. It was also shown that this chiral recognition method can tolerate acid interference. O Am Soc Mass Spectrom 2003, 14, 571-580) 2003 American Society for Mass Spectrometry
Subject Area分析化学
Department中国科学院上海有机化学研究所分析化学实验室
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Indexed BySCI
Language英语
WOS IDWOS:000183185300003
Citation statistics
Cited Times:22[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/19840
Collection分析化学研究室
Corresponding AuthorGuo YL(郭寅龙)
Recommended Citation
GB/T 7714
Lu HJ,Guo YL. Evaluation of chiral recognition characteristics of metal and proton complexes of di-o-benzoyl-tartaric acid dibutyl ester and L-tryptophan in the gas phase[J]. J. Am. Soc. Mass Spectrom.,2003,14(6):571-580.
APA 陆豪杰,&郭寅龙.(2003).Evaluation of chiral recognition characteristics of metal and proton complexes of di-o-benzoyl-tartaric acid dibutyl ester and L-tryptophan in the gas phase.J. Am. Soc. Mass Spectrom.,14(6),571-580.
MLA 陆豪杰,et al."Evaluation of chiral recognition characteristics of metal and proton complexes of di-o-benzoyl-tartaric acid dibutyl ester and L-tryptophan in the gas phase".J. Am. Soc. Mass Spectrom. 14.6(2003):571-580.
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