合成可摄像捕获的变形分子,用于适应性客体结合
Alexander R Lippert1, Atsushi Naganawa, Vasken L Keleshian
1Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.
Journal of the American Chemical Society
|October 16, 2010
概括
研究人员开发了适应性牛,可以改变形状来绑定客人. 纳入光可变组允许分离特定的异构体,增强对C60.0等分子的结合亲和力.
科学领域:
- 分子化学 分子化学
- 超分子化学 超分子化学
- 有机合成 有机合成
背景情况:
- 布尔瓦伦是表现出快速Cope重排的动态分子.
- 控制牛的动态平衡是一个挑战.
- 适应性宿主-客人化学需要能够改变形状的分子.
研究的目的:
- 设计和合成能够适应形状的新型寡替代牛烯.
- 开发一种方法来从动态混合物中分离特定的高亲和性异构体.
- 为了研究适应的牛烯衍生物与C60.0.等客体的结合性质.
主要方法:
- 合成含有光性o-nitroveratryloxycarbonate (NVOC) 组的寡替代牛烯.
- 动态核磁共振 (NMR) 和高性能液体染色学 (HPLC) 用于研究同位素相互转换.
- 对NVOC组进行光化学裂变,以产生静态异构体.
- 用C60富勒伦进行宿主-客人结合研究.
主要成果:
- 成功合成了以NVOC功能化的牛烯 (1和2),这些牛烯作为价值异构体的动态平衡存在.
- 在紫外线诱导的NVOC裂变时,证明了特定布尔瓦异构体的选择性分离.
- 在C60.0的存在下观察到NVOC双氨酸牛烯1的动态平衡的变化.
- 与非适应的异构体相比,分离了一种双氨酸牛烯异构体,对C60的结合亲和力大约增加了两倍.
结论:
- 基替代布尔瓦伦可以被设计为适应性分子,用于客体结合.
- 光性保护组使得从动态系统中分离出特定的,高亲和度的异构体.
- 这一策略允许为特定的客人创建量身定制的分子架构,具有增强的结合特性.
相关概念视频
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