Carbohydrate Receptors Combining Both a Macrocyclic Building Block and Flexible Side Arms as Recognition Units: Design, Syntheses, and Binding Studies
Carbohydrate Receptors Combining Both a Macrocyclic Building Block and Flexible Side Arms as Recognition Units: Design, Syntheses, and Binding Studies
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DOI：
10.1021/jo502335u
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发表时间：
2015-02-06
影响因子：
3.6
通讯作者：
Mazik, Monika
中科院分区：
文献类型：
--
作者：
Lippe, Jan;Mazik, Monika
碳水化合物受体是在分析本课题组以前报道的人工受体与单糖形成的复合物的晶体结构中发现的结合基序的基础上设计的，它由一个大环构建块和两个灵活的侧臂组成。在两相体系中的结合研究，如将糖从水中萃取到有机相中，以及在均相有机介质中，使用H-1核磁共振和荧光光谱滴定，证实了所设计的化合物适合作为高效和选择性的碳水化合物受体。根据用作构建块的桥和侧臂的性质，可以开发出具有不同结合特性的各种受体。所获得的结果证实了受体设计的有效性，并揭示了结晶受体糖复合体是设计新的有效受体系统的特别有价值的基础。
Carbohydrate receptors combining a macrocyclic building block and two flexible side arms were designed on the base of the analysis of the binding motifs found in the crystal structures of the complexes formed between artificial receptors and monosaccharides, reported previously by our group. Binding studies in two-phase systems, such as extractions of sugars from water into organic phase, as well as in homogeneous organic media, using H-1 NMR and fluorescence spectroscopic titrations, confirmed the suitability of the designed compounds to act as highly effective and selective carbohydrate receptors. Depending on the nature of the bridges and side arms used as the building blocks, various receptors with different binding properties could be developed. The obtained results confirmed the validity of the receptor design and revealed that crystalline receptorsugar complexes are particularly a valuable basis for the design of new effective receptor systems.