CHIRAL RECOGNITION AND ENANTIOMERIC SEPARATION OF ALANINE BETA-NAPHTHYLAMIDE BY CYCLODEXTRINS

被引：59

作者：

YAMASHOJI, Y ^{[1
]}

ARIGA, T ^{[1
]}

ASANO, S ^{[1
]}

TANAKA, M ^{[1
]}

机构：

[1] OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,YAMADA OKA,SUITA,OSAKA 565,JAPAN

来源：

ANALYTICA CHIMICA ACTA | 1992年 / 268卷 / 01期

关键词：

ELECTROPHORESIS; NUCLEAR MAGNETIC RESONANCE SPECTROMETRY; ALANINE BETA-NAPHTHYLAMIDE; CHIRAL RECOGNITION; CYCLODEXTRINS; ENANTIOMERIC SEPARATION;

D O I：

10.1016/0003-2670(92)85246-3

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

The host-guest interaction of chemically unmodified and modified (methylated and acetylated) cyclodextrins (CDs) with alanine beta naphthylamide was studied by H-1 NMR spectrometry. The inclusion complex formation of the guest with CDs, except for alpha-CD, was evaluated on the basis of remarkable changes in their chemical shifts. The chiral recognition of DL-alanine beta-naphthylamide by CDs was confirmed from duplication of its proton resonances. The enantiomeric separation ability of CDs was also investigated by capillary zone electrophoresis. Diacetylated beta-CD and unmodified beta- and gamma-CDs exhibited high enantioselectivities. Moreover, the chemical modification produced a reverse in the migration order of the enantiomers.

引用

页码：39 / 47

页数：9

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