Issue 13, 2017, Issue in Progress

Carbohydrates as potentially versatile core subcarriers for multivalent immunogens

Abstract

Synthetic multivalent glycoclusters that carry carbohydrate antigen epitopes have been recognized as promising candidates for the development of carbohydrate based vaccines. Here we describe a convergent strategy for the synthesis of conjugation-ready multivalent glycoclusters using sugars as versatile core subcarriers. D-Glucose and gentiobiose were converted into poly-alkyne functionalized cores which were then decorated with an azide bearing model ligand D-glucose using click chemistry, to form structurally well-defined tetra- and heptavalent glycoclusters. Each cluster was conjugated to a model protein bovine serum albumin (BSA) by squaric acid chemistry. Carbohydrate clusters can be prepared in a variety of sizes and spatial arrangements by altering the structure and configuration of the core, depending on the mono-, or oligosaccharides used for their assembly. It is suggested that the use of carbohydrate as core subcarriers provides an opportunity to tailor the size and topology of antigens and modify multivalent presentation of immunogens in a way to optimize cluster effect for stronger immunoreactivity.

Graphical abstract: Carbohydrates as potentially versatile core subcarriers for multivalent immunogens

Supplementary files

Article information

Article type
Paper
Submitted
22 Nov 2016
Accepted
06 Jan 2017
First published
24 Jan 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 7591-7603

Carbohydrates as potentially versatile core subcarriers for multivalent immunogens

D. Kushwaha, P. Xu and P. Kováč, RSC Adv., 2017, 7, 7591 DOI: 10.1039/C6RA27181B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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