Heterovalent Glycodendrimers as Epitope Carriers for Antitumor Synthetic Vaccines

Chemistry : a European Journal
Carlo PifferiOlivier Renaudet

Abstract

The large majority of TACA-based (TACA=Tumor-Associated Carbohydrate Antigens) antitumor vaccines target only one carbohydrate antigen, thereby often resulting in the incomplete destruction of cancer cells. However, the morphological heterogeneity of the tumor glycocalix, which is in constant evolution during malignant transformation, is a crucial point to consider in the design of vaccine candidates. In this paper, an efficient synthetic strategy based on orthogonal chemoselective ligations to prepare fully synthetic glycosylated cyclopeptide scaffolds grafted with both Tn and TF antigen analogues is reported. To evaluate their ability to be recognized as tumor antigens, direct interaction ELISA assays have been performed with the anti-Tn monoclonal antibody 9A7. Although both heterovalent structures showed binding capacities with 9A7, the presence of the second TF epitope did not interfere with the recognition of Tn except in one epitope arrangement. This heterovalent glycosylated structure thus represents an attractive epitope carrier to be further functionalized with T-cell peptide epitopes.

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Citations

Sep 29, 2018·Organic & Biomolecular Chemistry·Eugénie LaigreOlivier Renaudet
Nov 16, 2018·Chemistry : a European Journal·Katharina S BücherLaura Hartmann
Apr 16, 2019·Organic & Biomolecular Chemistry·Jasna BrekaloThisbe K Lindhorst
Sep 26, 2019·Chemical Society Reviews·Stefano TommasonePaula M Mendes
Jun 18, 2019·Current Medicinal Chemistry·Mattia VacchiniLaura Cipolla
Apr 24, 2020·Chemical Communications : Chem Comm·Manuel González-CuestaJosé M García Fernández
Aug 11, 2020·Wiley Interdisciplinary Reviews. Nanomedicine and Nanobiotechnology·Serge MoffettRené Roy
Jun 30, 2019·Advanced Materials·C Wyatt ShieldsSamir Mitragotri
Feb 4, 2021·Chemistry : a European Journal·Pilar HoyosMaría J Hernáiz
Apr 30, 2021·Biomaterials Science·Biagio TodaroOlivier Renaudet
May 1, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Leila Mousavifar, René Roy
Jul 31, 2021·Carbohydrate Research·Anand K AgrahariVinod K Tiwari
Sep 12, 2020·Chemical Reviews·Wen-Hao Li, Yan-Mei Li

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Methods Mentioned

BETA
glycosylation
ELISA
column chromatography
NMR

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