Onion-like glycodendrimersomes from sequence-defined Janus glycodendrimers and influence of architecture on reactivity to a lectin

Proceedings of the National Academy of Sciences of the United States of America
Qi XiaoVirgil Percec

Abstract

A library of eight amphiphilic Janus glycodendrimers (GDs) with d-mannose (Man) headgroups, a known routing signal for lectin-mediated transport processes, was constructed via an iterative modular methodology. Sequence-defined variations of the Janus GD modulate the surface density and sequence of Man after self-assembly into multilamellar glycodendrimersomes (GDSs). The spatial mode of Man presentation is decisive for formation of either unilamellar or onion-like GDS vesicles. Man presentation and Janus GD concentration determine GDS size and number of bilayers. Beyond vesicle architecture, Man topological display affects kinetics and plateau level of GDS aggregation by a tetravalent model lectin: the leguminous agglutinin Con A, which is structurally related to endogenous cargo transporters. The agglutination process was rapid, efficient, and readily reversible for onion-like GDSs, demonstrating their value as versatile tools to explore the nature of physiologically relevant glycan/lectin pairing.

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Citations

Feb 18, 2016·Proceedings of the National Academy of Sciences of the United States of America·Qi XiaoVirgil Percec
May 18, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·René RoyHans-Joachim Gabius
Sep 1, 2016·Journal of the American Chemical Society·Qi XiaoVirgil Percec
Dec 16, 2016·Histochemistry and Cell Biology·Hans-Joachim Gabius, Jürgen Roth
Feb 1, 2018·Proceedings of the National Academy of Sciences of the United States of America·Qi XiaoVirgil Percec
Mar 27, 2018·Chembiochem : a European Journal of Chemical Biology·Raghavendra V KikkeriVered Padler Karavani
Jul 31, 2018·Biomaterials Science·Antonietta Restuccia, Gregory A Hudalla
Jul 17, 2019·Proceedings of the National Academy of Sciences of the United States of America·Paola TorreVirgil Percec
Dec 22, 2016·Histochemistry and Cell Biology·Jürgen Kopitz
May 20, 2020·Proceedings of the National Academy of Sciences of the United States of America·Qi XiaoVirgil Percec
Mar 2, 2019·Proceedings of the National Academy of Sciences of the United States of America·Cesar Rodriguez-EmmeneggerVirgil Percec
Dec 29, 2018·Proceedings of the National Academy of Sciences of the United States of America·Srujana S YadavalliVirgil Percec
Jul 30, 2021·Journal of the American Chemical Society·Dapeng ZhangVirgil Percec
Jan 7, 2017·ACS Central Science·Qi XiaoVirgil Percec
Sep 19, 2019·Journal of the American Chemical Society·Benjamin E PartridgeVirgil Percec
Apr 30, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Hong-Yu WangWei Wang
Nov 16, 2018·Biomacromolecules·Valentin A BobrinMichael J Monteiro
Aug 11, 2021·Chembiochem : a European Journal of Chemical Biology·Shivender YadavNarayanaswamy Jayaraman
Oct 22, 2021·Journal of the American Chemical Society·Dapeng ZhangVirgil Percec
Dec 2, 2021·Macromolecular Rapid Communications·Ruizhe LiuJiangtao Xu

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