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A Family of Single-Isomer Chiral Resolving Agents for Capillary Electrophoresis. 3. Heptakis(2,3-dimethyl-6-sulfato)-β-cyclodextrin

机译:毛细管电泳的单异构体手性拆分剂家族。 3.七(2,3-二甲基-6-硫酸根)-β-环糊精

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摘要

The third member of a new family of single-isomer charged cyclodextrins, the sodium salt of heptakis(2,3-dimethyl-6-sulfato)-β-cycldextrin, has been synthesized, characterized, and used for the capillary electrophoretic separation of the enantiomers of neutral, acidic, basic, and zwitterionic analytes. Though heptakis(2,3-dimetyl-6-sulfato)-β-cyclodextrin complexes much less strongly with any of the analytes tested here than the previously synthesized heptakis(2,3-diacetyl-6-sulfato)-β-cyclodextrin and heptakis-6-sulfato-β-cyclodextrin, it offers excellent enantioselectivities, complementary to those of the other two single-isomer, differently functionalized charged cyclodextrins. Confirming the predictions of the charged resolving agent migration model, heptakis(2,3-dimethyl-6-sulfato)-β-cyclodextrin allowed for the reversal of the migration order of the enantiomers of neutral analytes as the cyclodextrin concentration was increased. Just as with the previous two single-isomer charged resolving agents, separation selectivity for the acidic, basic, and zwitterionic analytes could increase, decrease, or pass a maximum ss the cyclodextrin concentration was increased, depending on the respective binding strength of the enantiomers and the ionic mobilities of both the complexed and noncomplexed forms of the enantiomers.
机译:已合成,表征了七单(2,3-二甲基-6-硫酸盐)-β-环糊精钠盐的新的单异构体带电环糊精家族的第三成员,并用于毛细管电泳分离中性,酸性,碱性和两性离子分析物的对映体。尽管庚烷(2,3-二甲酰基-6-硫酸盐)-β-环糊精与此处测试的任何分析物的络合力都比以前合成的庚烷(2,3-二乙酰基-6-硫酸盐)-β-环糊精和庚烷弱得多-6-硫酸根-β-环糊精具有出色的对映选择性,可与其他两个单一异构体,功能不同的带电环糊精互补。七电荷(2,3-二甲基-6-硫酸盐)-β-环糊精证实了带电拆分剂迁移模型的预测,随着环糊精浓度的增加,中性分析物对映体的迁移顺序发生了逆转。就像前两种带单异构体的拆分溶剂一样,对酸性,碱性和两性离子分析物的分离选择性可能会增加,减少或超过最大ss,取决于对映体和对映体的复合形式和非复合形式的离子迁移率。

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