School of Chemistry, University of Bristol, Cantock's Close, Bristol BS1 1TS, UK.
Org Biomol Chem. 2012 Aug 14;10(30):5760-3. doi: 10.1039/c2ob25900a. Epub 2012 Jun 21.
Synthetic lectins are molecules designed for the challenging task of biomimetic carbohydrate recognition in water. Previous work has explored a family of such systems based on bi/terphenyl units as hydrophobic surfaces and isophthalamide spacers to provide polar binding groups. Here we report a related receptor which employs a new spacer, 2,5-bis-(aminomethyl)-pyrrole, with an alternative (A-D-A) set of H-bonding valencies. The modified spacer leads to significant changes in binding selectivity, including a preference for glucose over all other tested substrates.
合成凝集素是为在水中仿生碳水化合物识别这一具有挑战性的任务而设计的分子。以前的工作探索了一系列基于联苯/三联苯单元作为疏水面和异佛尔酰胺间隔物来提供极性结合基团的此类系统。在这里，我们报告了一个相关的受体，它采用了一种新的间隔物，2,5-双（氨甲基）-吡咯，具有替代的（A-D-A）氢键价态。修饰后的间隔物导致结合选择性的显著变化，包括对葡萄糖的偏好超过所有其他测试的底物。
