Glucose Binding Drives Reconfiguration of a Dynamic Library of Urea-Containing Metal–Organic Assemblies
Dr. Dong Yang
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an, 710069 China
Search for more papers by this authorDr. Larissa K. S. von Krbek
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Present address: Kekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, Germany
Search for more papers by this authorProf. Le Yu
Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an, 710069 China
Search for more papers by this authorDr. Tanya K. Ronson
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Search for more papers by this authorProf. John D. Thoburn
Department of Chemistry, Randolph-Macon College, Ashland, VA, 23005 USA
Search for more papers by this authorDr. John P. Carpenter
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Search for more papers by this authorDr. Jake L. Greenfield
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Search for more papers by this authorDuncan J. Howe
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Search for more papers by this authorProf. Biao Wu
Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an, 710069 China
Search for more papers by this authorCorresponding Author
Prof. Jonathan R. Nitschke
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Search for more papers by this authorDr. Dong Yang
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an, 710069 China
Search for more papers by this authorDr. Larissa K. S. von Krbek
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Present address: Kekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, Germany
Search for more papers by this authorProf. Le Yu
Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an, 710069 China
Search for more papers by this authorDr. Tanya K. Ronson
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Search for more papers by this authorProf. John D. Thoburn
Department of Chemistry, Randolph-Macon College, Ashland, VA, 23005 USA
Search for more papers by this authorDr. John P. Carpenter
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Search for more papers by this authorDr. Jake L. Greenfield
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Search for more papers by this authorDuncan J. Howe
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Search for more papers by this authorProf. Biao Wu
Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an, 710069 China
Search for more papers by this authorCorresponding Author
Prof. Jonathan R. Nitschke
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW UK
Search for more papers by this authorAbstract
A bis-urea-functionalized ditopic subcomponent assembled with 2-formylpyridine and FeII, resulting in a dynamic library of metal–organic assemblies: an irregular FeII4L6 structure and three FeII2L3 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 FeII2L3 helical structure bound β-D-glucose selectively over α-D-glucose. As a consequence, the library collapsed into the (P)-FeII2L3 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.
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