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针对手性测定的非对映体拆分,重点关注配位钠解离的气相能量学。

Diastereomeric resolution directed towards chirality determination focussing on gas-phase energetics of coordinated sodium dissociation.

作者信息

Kanie Osamu, Shioiri Yuki, Ogata Koji, Uchida Waka, Daikoku Shusaku, Suzuki Katsuhiko, Nakamura Shinichiro, Ito Yukishige

机构信息

Tokai University, Institute of Glycoscience, 4-1-1 Kitakaname, Hiratsuka, Kanagawa 259-1292 Japan.

Japan Science and Technology Agency (JST), ERATO Glycotrilogy Project, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.

出版信息

Sci Rep. 2016 Apr 4;6:24005. doi: 10.1038/srep24005.

Abstract

Defining chiral centres is addressed by introducing a pair of chiral auxiliary groups. Ions of diastereomeric pairs of molecules could be distinguished utilising energy-resolved mass spectrometry, and the applicability of the method to a series of compounds carrying amine, carboxylic acid, alcohol, and all the amino acids was verified. The method was further strengthened by distinguishing diastereomeric ions that did not undergo fragmentation. Mass spectrometric evaluation of the dissociation process of adducted sodium cations from the diastereomeric precursors agreed with the theoretical calculations, indicating the potential usefulness of the method for the determination of absolute configurations.

摘要

通过引入一对手性辅助基团来确定手性中心。利用能量分辨质谱法可以区分非对映异构体分子对的离子,并且验证了该方法对一系列含有胺、羧酸、醇以及所有氨基酸的化合物的适用性。通过区分未发生碎片化的非对映异构体离子,该方法得到了进一步加强。对非对映异构体前体加合钠阳离子的解离过程进行质谱评估,结果与理论计算相符,表明该方法在确定绝对构型方面具有潜在的实用性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7656/4819175/bb019c8259af/srep24005-f1.jpg

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