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Diastereomeric Recognition of Chiral Foldamer Receptors for Chiral Glucoses

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posted on 26.04.2007, 00:00 by Chuang Li, Gui-Tao Wang, Hui-Ping Yi, Xi-Kui Jiang, Zhan-Ting Li, Ren-Xiao Wang
Three chiral aromatic hydrazide foldamers have been designed and synthesized, in which two R- or S-proline units were incorporated at the terminals of their backbones. The 1H NMR, circular dichroism (CD), and fluorescent experiments and molecular dynamics simulations revealed that the foldamers adopted a chiral helical conformation and complexed alkylated glucoses in chloroform with a good diastereomeric selectivity.