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Molecules 2013, 18(4), 4026-4053; doi:10.3390/molecules18044026
Review

The Third Dimension of Reading the Sugar Code by Lectins: Design of Glycoclusters with Cyclic Scaffolds as Tools with the Aim to Define Correlations between Spatial Presentation and Activity

1,* , 2
 and 2
Received: 11 March 2013; in revised form: 22 March 2013 / Accepted: 1 April 2013 / Published: 4 April 2013
(This article belongs to the Special Issue Calixarenes and Resorcinarenes)
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Abstract: Coding of biological information is not confined to nucleic acids and proteins. Endowed with the highest level of structural versatility among biomolecules, the glycan chains of cellular glycoconjugates are well-suited to generate molecular messages/signals in a minimum of space. The sequence and shape of oligosaccharides as well as spatial aspects of multivalent presentation are assumed to underlie the natural specificity/selectivity that cellular glycans have for endogenous lectins. In order to eventually unravel structure-activity profiles cyclic scaffolds have been used as platforms to produce glycoclusters and afford valuable tools. Using adhesion/growth-regulatory galectins and the pan-galectin ligand lactose as a model, emerging insights into the potential of cyclodextrins, cyclic peptides, calixarenes and glycophanes for this purpose are presented herein. The systematic testing of lectin panels with spatially defined ligand presentations can be considered as a biomimetic means to help clarify the mechanisms, which lead to the exquisite accuracy at which endogenous lectins select their physiological counterreceptors from the complexity of the cellular glycome.
Keywords: calixarene; cyclodextrin; galectin; glycome; glycopeptide; glycophane calixarene; cyclodextrin; galectin; glycome; glycopeptide; glycophane
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Murphy, P.V.; André, S.; Gabius, H.-J. The Third Dimension of Reading the Sugar Code by Lectins: Design of Glycoclusters with Cyclic Scaffolds as Tools with the Aim to Define Correlations between Spatial Presentation and Activity. Molecules 2013, 18, 4026-4053.

AMA Style

Murphy PV, André S, Gabius H-J. The Third Dimension of Reading the Sugar Code by Lectins: Design of Glycoclusters with Cyclic Scaffolds as Tools with the Aim to Define Correlations between Spatial Presentation and Activity. Molecules. 2013; 18(4):4026-4053.

Chicago/Turabian Style

Murphy, Paul V.; André, Sabine; Gabius, Hans-Joachim. 2013. "The Third Dimension of Reading the Sugar Code by Lectins: Design of Glycoclusters with Cyclic Scaffolds as Tools with the Aim to Define Correlations between Spatial Presentation and Activity." Molecules 18, no. 4: 4026-4053.


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