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七-(2,6-二-O-甲基)-β-环糊精对薄荷醇对映体手性识别的电喷雾质谱研究

Investigation of Chiral Recognition of Heptakis-(2, 6-di-O-methyl)-β-cyclodextrin to Menthol Enantiomers by Electrospray Mass Spectrometry

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【作者】 于湛闫存玉宋凤瑞刘志强刘淑莹

【Author】 Yu Zhan 1,2 , Yan Cunyu1, Song Fengrui1, Liu Zhiqiang1, Liu Shuying *1 1(Laboratory of New Drug Research, Changchun Institute of Applied Chemistry, Changchun Center of Mass Spectrometry,Chinese Academy of Sciences, Changchun 130022) 2(Graduate School of Chinese Academy of Sciences, Beijing 100039)

【机构】 中国科学院长春应用化学研究所新药研究实验室中国科学院研究生院 北京100039长春130022

【摘要】 利用电喷雾质谱研究了七-(2,6-二-O-甲基)-β-环糊精(DM-β-CD)作为手性识别试剂对薄荷醇对映体的手性识别效应。实验结果表明,在气相条件下,DM-β-CD可以与薄荷醇形成特异性结合复合物,化学计量比为1∶1。对复合物的串联质谱研究表明,DM-β-CD对薄荷醇对映体有较强的手性识别能力,手性识别率为Rchiral=1.81。DM-β-CD与(-)-薄荷醇形成的复合物比与(+)-薄荷醇形成的复合物稳定。

【Abstract】 Chiral recognition of heptakis-(2,6-di-O-methyl)-β-cyclodextrin (DM-β-CD) as a chiral selector to enantiomeric menthols was achieved by electrospray mass spectrometry. The result reveals that the 1∶1 noncovalent complexes formed by DM-β-CD and menthol enantiomers can be detected in the gas phase with specfic binding. The tandem mass spectral data of noncovalent complexes shows DM-β-CD has a strong chiral recognition ability to enantiomers and the chiral selectivity R_ chiral , defined as the ratio of fragment ion abundance of the complex containing one enantiomeric compound to that of the corresponding complex containing the other eantiomer is 1.81. The tandem mass data also reveals the complex of DM-β-CD and (-)-menthol is more stable than that of (+)-menthol.

【基金】 国家自然科学基金资助项目(No.20273067)
  • 【文献出处】 分析化学 ,Chinese Journal of Analytical Chemistry , 编辑部邮箱 ,2006年05期
  • 【分类号】O657.63
  • 【被引频次】25
  • 【下载频次】249
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