4.8 Article

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

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 14, Pages 7654-7658

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202017001

Keywords

catalysis; chirality recognition; cyclodextrins; photo-controllable; supramolecular assembly

Funding

  1. NNSFC [21861132001, 21971127, 21772099]

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A supramolecular catalytic system was constructed using polycationic alpha-cyclodextrin and gold nanoparticles through a supramolecular assembly strategy. The cavity of cyclodextrin acts as the channel for substrate molecules to interact with the catalytic center. The introduction of azobenzene-modified diphenylalanine guest molecules allows for precise photo-control of catalytic activity and enables chiral recognition catalysis for chiral monosaccharides.
A supramolecular catalytic system was constructed from polycationic alpha-cyclodextrin (6-Iz-alpha-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-alpha-CD realizes unprecedented chiral recognition catalysis for chiral monosaccharides. In combination with a 3,3 ',5,5 '-tetramethylbenzidine (TMB) color reaction, AuNP@6-Iz-alpha-CD is able to recognize the chirality of various monosaccharides.

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