新的含有1H-皮拉的聚胺受体能够在生理pH值下在水中复合L-谷氨酸
Carlos Miranda1, Francisco Escartí, Laurent Lamarque
1Instituto de Química Médica, Centro de Química Orgánica Manuel Lora Tamayo, CSIC, C/ Juan de la Cierva 3, 28006 Madrid, Spain.
Journal of the American Chemical Society
|January 22, 2004
概括
中央基上具有基组的宏环受体与l-谷氨酸的相互作用最强. 这些组的修改显著降低了结合亲和力,突出显示了中心聚胺的重要性.
科学领域:
- 超分子化学 超分子化学
- 有机化学 有机化学
背景情况:
- 含有皮拉的宏环受体是为分子识别而设计的.
- 在超分子化学中,了解客宿主相互作用至关重要.
研究的目的:
- 合成和研究新型含皮拉的宏循环受体与l-谷氨酸的相互作用.
- 为了研究替代剂对中央聚胺的作用,对结合亲和力的影响.
主要方法:
- 用电位计定位技术研究水溶液中的受体与谷氨酸的相互作用.
- 实现了新受体 (3-6) 的合成,并首次报告.
- 核磁共振 (NMR) 和计算建模被用来阐明结合机制.
主要成果:
- 受体4 (L4),在中心的聚胺上具有基,在pH7.4 (Keff = 2.04 x 104) 时表现出对l-谷氨酸的最高结合亲和力.
- 将基组替换为基 (5,L5) 或基 (6,L6) 组大大降低了结合亲和力 (Keff ≈ 3.6 x 10(2)).
- 位于中心位置的二次的受体 (1,L1和2,L2) 比缺乏中央氨基基组的受体3 (L3) 显示出更强的相互作用.
结论:
- 中央的聚胺在与谷氨酸的相互作用中起着至关重要的作用.
- 结合和pi-cation相互作用是形成受体-谷氨酸添加物的重要贡献者.
- 宏环受体的结构修改可以用来调整它们的结合选择性和亲和力.
相关概念视频
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