Photo-Controllable Catalysis and Chiral Monosaccharide Recognition Induced by Cyclodextrin Derivatives

Lei Chen; Yong Chen; Yi Zhang; Yu Liu

doi:10.1002/anie.202017001

Photo-Controllable Catalysis and Chiral Monosaccharide Recognition Induced by Cyclodextrin Derivatives

Angew Chem Int Ed Engl. 2021 Mar 29;60(14):7654-7658. doi: 10.1002/anie.202017001. Epub 2021 Feb 24.

Authors

Lei Chen¹, Yong Chen¹, Yi Zhang¹, Yu Liu¹

Affiliation

¹ College of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, P. R. China.

PMID: 33400383
DOI: 10.1002/anie.202017001

Abstract

A supramolecular catalytic system was constructed from polycationic α-cyclodextrin (6-Iz-α-CD) and gold nanoparticles (AuNP) using a supramolecular assembly strategy. The cavity of cyclodextrin is the channel by which the substrate molecules come into contact with the catalytic center. Introduction of the azobenzene-modified diphenylalanine (Azo-FF) guest molecule allowed for precise photo-control of the catalytic activity owing to its sensitive response to irradiation. Importantly, as a unique glucose oxidase the AuNP@6-Iz-α-CD realizes unprecedented chiral recognition catalysis for chiral monosaccharides. In combination with a 3,3',5,5'-tetramethylbenzidine (TMB) color reaction, AuNP@6-Iz-α-CD is able to recognize the chirality of various monosaccharides.

Keywords: catalysis; chirality recognition; cyclodextrins; photo-controllable; supramolecular assembly.

Publication types

Research Support, Non-U.S. Gov't