Repository logo
 

Glucose Binding Drives Reconfiguration of a Dynamic Library of Urea-Containing Metal-Organic Assemblies.

Accepted version
Peer-reviewed

Loading...
Thumbnail Image

Type

Article

Change log

Abstract

A bis-urea-functionalized ditopic subcomponent assembled with 2-formylpyridine and FeII , resulting in a dynamic library of metal-organic assemblies: an irregular FeII4 L6 structure and three FeII2 L3 stereoisomers: left- and right-handed helicates and a meso-structure. This library reconfigured in response to the addition of monosaccharide derivatives, which served as guests for specific library members, and the rate of saccharide mutarotation was also enhanced by the library. The (P) enantiomer of the FeII2 L3 helical structure bound β-D-glucose selectively over α-D-glucose. As a consequence, the library collapsed into the (P)-FeII2 L3 helicate following glucose addition. The α-D-glucose was likewise transformed into the β-D-anomer during equilibration and binding. Thus, β-D-glucose and (P)-3 amplified each other in the product mixture, as metal-organic and saccharide libraries geared together into a single equilibrating system.

Description

Keywords

dynamic combinatorial library, glucose binding, host-guest systems, metal-organic assemblies, supramolecular chemistry

Journal Title

Angew Chem Int Ed Engl

Conference Name

Journal ISSN

1433-7851
1521-3773

Volume Title

60

Publisher

Wiley

Rights

All rights reserved
Sponsorship
European Research Council (695009)
Engineering and Physical Sciences Research Council (EP/P027067/1)
European Research Council (695009), UK Engineering and Physical Sciences Research Council (EPSRC EP/P027067/1), National Natural Science Foundation of China (No. 21971210), Natural Science Foundation of Shaanxi Province (2019KJXX-062) and the Chinese Scholarship Council (CSC), the Alexander von Humboldt Foundation for a Feodor Lynen Research Fellowship, the Rashkind Family Endowment, the Chenery Endowment, and the Donors of the American Chemical Society Petroleum Research Fund