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
手性识别,,手性识别,七(2,6二O甲基)β环糊精,薄荷醇,电喷雾离子化,非共价复合物,摘要,关键词
摘 要利用电喷雾质谱研究了七(2,6二O甲基)β环糊精(DMβCD)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,DMβCD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,DMβCD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。DMβCD与(-)薄荷醇形成的复合物比与(+)薄荷醇形成的复合物稳定。
关键词 手性识别,七(2,6二O甲基)β环糊精,薄荷醇,电喷雾离子化,非共价复合物
Investigation of Chiral Recognition of Heptakis(2, 6diOmethyl)βcyclodextrin to Menthol Enantiomers by Electrospray Mass Spectrometry
Yu Zhan1,2, 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)
Abstract Chiral recognition of heptakis(2,6diOmethyl)βcyclodextrin (DMβCD) as a chiral selector to enantiomeric menthols was achieved by electrospray mass spectrometry. The result reveals that the 1∶1 noncovalent complexes formed by DMβCD and menthol enantiomers can be detected in the gas phase with specfic binding. The tandem mass spectral data of noncovalent complexes shows DMβCD has a strong chiral recognition ability to enantiomers and the chiral selectivity Rchiral, 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 DMβCD and (-)menthol is more stable than that of (+)menthol. ......
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