Affinity enhancement by dendritic side chains in synthetic carbohydrate receptors.
Affinity enhancement by dendritic side chains in synthetic carbohydrate receptors.
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DOI：
10.1002/anie.201409124
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发表时间：
2015-02-09
期刊：
影响因子：
--
通讯作者：
Davis AP
中科院分区：
文献类型：
--
作者：
Destecroix H;Renney CM;Mooibroek TJ;Carter TS;Stewart PF;Crump MP;Davis AP
树枝状侧链已被用于修饰蒽基合成碳水化合物受体中的结合环境。控制长度、电荷和分支使得侧链羧酸基团能够以这样的方式定位，即它们有助于结合底物而不是阻塞空腔。树状大分子的构象简并导致有效的预组织，尽管系统的灵活性。在水中观察到与葡糖铵离子的强结合，Ka值高达7000 m−1。 不带电荷的基板（葡萄糖和N-乙酰葡糖胺）的亲和力也得到增强，尽管从溶剂的竞争和静电相互作用的情况下。
Dendritic side chains have been used to modify the binding environment in anthracene-based synthetic carbohydrate receptors. Control of length, charge, and branching enabled the positioning of side-chain carboxylate groups in such a way that they assisted in binding substrates rather than blocking the cavity. Conformational degeneracy in the dendrimers resulted in effective preorganization despite the flexibility of the system. Strong binding was observed to glucosammonium ions in water, with Ka values up to 7000 m−1. Affinities for uncharged substrates (glucose and N-acetylglucosamine) were also enhanced, despite competition from solvent and the absence of electrostatic interactions.