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

Angewandte Chemie
Dong YangJonathan R Nitschke

Abstract

A bis-urea-functionalized ditopic subcomponent assembled with 2-formylpyridine and FeII , resulting in a dynamic library of metal-organic assemblies: an irregular FeII 4 L6 structure and three FeII 2 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 FeII 2 L3 helical structure bound β-D-glucose selectively over α-D-glucose. As a consequence, the library collapsed into the (P)-FeII 2 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.

References

Dec 14, 1999·Angewandte Chemie·J XuK N Raymond
Mar 28, 2001·Science·J M Lehn, A V Eliseev
Feb 19, 2002·Chemical Reviews·Claude PiguetGérard Hopfgartner
Sep 14, 2006·Chemical Reviews·Peter T CorbettSijbren Otto
Sep 21, 2006·Journal of the American Chemical Society·Sharon M VoshellMichel R Gagné
Aug 10, 2007·Journal of the American Chemical Society·Kosuke SuzukiMakoto Fujita
Oct 27, 2007·Science·Yann FerrandAnthony P Davis
Mar 19, 2009·Chemical Communications : Chem Comm·Suzanne E HowsonPeter Scott
Oct 10, 2009·Angewandte Chemie·Mee-Kyung ChungMichel R Gagné
Dec 24, 2009·Chemical Reviews·Marc-Oliver M PiepenbrockJonathan W Steed
Sep 28, 2010·Chemical Communications : Chem Comm·Imogen A RiddellJonathan R Nitschke
Oct 23, 2010·Chemical Communications : Chem Comm·Jonathan W Steed
May 12, 2011·Angewandte Chemie·Shaoguang LiXiao-Juan Yang
Aug 26, 2011·Chemical Reviews·Rajesh ChakrabartyPeter J Stang
Dec 31, 2011·Accounts of Chemical Research·Fabien B L Cougnon, Jeremy K M Sanders
May 2, 2012·Journal of the American Chemical Society·Radu CustelceanBenjamin P Hay
Sep 18, 2012·Chemical Communications : Chem Comm·Song YiAngel E Kaifer
Dec 1, 2012·Journal of the American Chemical Society·Qi-Qiang WangKristin Bowman-James
Apr 9, 2013·Journal of the American Chemical Society·Lindsey I JamesMarcey L Waters
Jun 5, 2013·Journal of the American Chemical Society·Jianwei LiSijbren Otto
Jun 22, 2013·Angewandte Chemie·Jeanne L BolligerJonathan R Nitschke
Dec 18, 2013·Chemical Society Reviews·Gang Zhang, Michael Mastalerz
Mar 5, 2014·Angewandte Chemie·Norifumi KishiMichito Yoshizawa
Jul 17, 2014·Chemical Society Reviews·Salvatore ZarraJonathan R Nitschke
Oct 24, 2014·Chemical Society Reviews·Stefan H A M LeendersJoost N H Reek
Feb 24, 2015·Nature Chemistry·Q Zhang, K Tiefenbacher
Apr 22, 2015·Chemical Reviews·Casey J BrownKenneth N Raymond
Jun 9, 2015·Angewandte Chemie·Dong YangBiao Wu
Oct 16, 2015·Chemical Communications : Chem Comm·Li-Peng Zhou, Qing-Fu Sun
Dec 14, 2016·Angewandte Chemie·Oleksandr ShyshovMax von Delius
Mar 16, 2017·Journal of the American Chemical Society·Shigehisa AkineTatsuya Nabeshima
Mar 25, 2017·Journal of the American Chemical Society·Dong YangBiao Wu
May 4, 2017·Journal of the American Chemical Society·Dawei ZhangJonathan R Nitschke
May 11, 2017·Nature Communications·Grzegorz MarkiewiczArtur R Stefankiewicz
May 31, 2017·Journal of the American Chemical Society·Xiao-Zhen LiQing-Fu Sun
Aug 18, 2017·Accounts of Chemical Research·Guido H Clever, Philip Punt
Aug 23, 2017·Chemical Society Reviews·Matthew J Webber, Robert Langer
Feb 1, 1999·Angewandte Chemie·Ulrich Knof, Alex von Zelewsky

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Citations

May 9, 2021·Angewandte Chemie·Brian J J TimmerTiddo J Mooibroek
Jul 27, 2021·Frontiers in Chemistry·Lynn S LisboaJames D Crowley

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