Chiral recognition of octadentate Na+ complex with tetra-armed cyclen by molecularly imprinted polymers

Chiral recognition of octadentate Na+ complex with tetra-armed cyclen by molecularly imprinted polymers
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DOI:
10.1016/s0003-2670(03)00952-8
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发表时间:
2004-02
影响因子:
6.2
通讯作者:
H. Kubo;Tomoko N Player;S. Shinoda;H. Tsukube;H. Nariai;T. Takeuchi
H. Kubo;Tomoko N Player;S. Shinoda;H. Tsukube;H. Nariai;T. Takeuchi
中科院分区:
化学1区
文献类型:
--
作者:
H. Kubo;Tomoko N Player;S. Shinoda;H. Tsukube;H. Nariai;T. Takeuchi

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手性吲哚取代四臂环烯(TAC)与Na+形成八齿络合物。由于它们的四个侧臂竖立并捆绑在一起形成四重螺旋结构,它们可以具有基于复杂螺旋性的Δ或Λ类型的对映体。本研究以(S)-吲哚取代的TaC钠盐(TaC(S))与甲基丙烯酸2-磺乙酯的离子对络合物为模板,乙二醇二甲基丙烯酸酯为交联剂,制备了TaC-印迹聚合物。在洗脱液中NaOH浓度为10-25 mM时,印迹聚合物对模板的保留时间比对极板长,分离系数为1.29-1.45。这些结果表明,印迹聚合物可以区分Tac-Na+络合物的螺旋结构。
Chiral indanyl substituted tetra-armed cyclens (TAC) formed octadentate complexes with Na+. Since their four side arms stand up and are bundled to form quadruplicated helical structures, they can have Δ- or Λ-types enantiomers based on complex helicity. In this study, TAC-imprinted polymers were prepared using an ion-pair complex of the sodium salt of (S)-indanyl substituted TAC (TAC(S)) and 2-sulfoethyl methacrylate as a template, and ethylene glycol dimethacrylate as a cross-linker. Affinity of the obtained polymers for the TAC Na+complexes was evaluated chromatographically and the imprinted polymer gave longer retention time for the template than that for its antipode where the separation factor was given to be 1.29–1.45 under the NaOH concentrations of 10–25mM in the eluent. These results indicate that the imprinted polymer could discriminate helix structures of TAC Na+complexes.