Chiral Recognition by Flexible Coordination Polymers of Ag+ with a Cysteine-Based Chiral Thiol Ligand That Bears a Binding Site

We report a new scheme for chiral recognition using coordination polymers of Ag+ with a chiral thiol ligand that contains a binding group. N-Benzoyl-l-cysteine ethyl ester equipped with a boronic acid group at the para position of the phenyl ring forms coordination polymers with Ag+ in alkaline aque...

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Bibliographic Details
Published in:Inorganic chemistry 2021-04, Vol.60 (8), p.5413-5418
Main Authors: Dong, Su-Li, Xu, Yan, Chen, Yin-Zhu, Yan, Xiao-Sheng, Li, Zhao, Xie, Jian-Wei, Jiang, Yun-Bao
Format: Article
Language:English
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Summary:We report a new scheme for chiral recognition using coordination polymers of Ag+ with a chiral thiol ligand that contains a binding group. N-Benzoyl-l-cysteine ethyl ester equipped with a boronic acid group at the para position of the phenyl ring forms coordination polymers with Ag+ in alkaline aqueous solutions that exhibit excellent selectivity toward a d-glucose enantiomer over l-glucose, while the coordination polymers from the d-cysteine-based thiol ligand are specific for l-glucose. It is assumed that a conformation change occurs upon interaction of a saccharide molecule with the polymeric chain receptor, for which the next binding is promoted, leading to the highly effective chiral recognition, despite the flexible nature of the polymeric receptor.
ISSN:0020-1669
1520-510X
DOI:10.1021/acs.inorgchem.1c00104