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Accelerated Synthesis of Surface Functionalized Mannosylated Dendrimers Built on Cyclotriphosphazene Core

Published online by Cambridge University Press:  11 October 2019

Lamyaa M. Sallam,
Tze Chieh Shiao,
Celia Sehad,
Abdelkrim Azzouz and
René Roy
Lamyaa M. Sallam
Affiliation:
Department of Chemistry, Université du Québec à Montréal, P.O. Box 8888, Succ. Centre-Ville, Montréal, Québec H3C 3P8, Canada
Tze Chieh Shiao
Affiliation:
Department of Chemistry, Université du Québec à Montréal, P.O. Box 8888, Succ. Centre-Ville, Montréal, Québec H3C 3P8, Canada
Celia Sehad
Affiliation:
Department of Chemistry, Université du Québec à Montréal, P.O. Box 8888, Succ. Centre-Ville, Montréal, Québec H3C 3P8, Canada
Abdelkrim Azzouz
Affiliation:
Department of Chemistry, Université du Québec à Montréal, P.O. Box 8888, Succ. Centre-Ville, Montréal, Québec H3C 3P8, Canada
René Roy*
Affiliation:
Department of Chemistry, Université du Québec à Montréal, P.O. Box 8888, Succ. Centre-Ville, Montréal, Québec H3C 3P8, CanadaINRS-Institut Armand-Frappier, Université du Québec, 531 boul. des Prairies, Laval, Québec, H7V 1B7, CanadaGlycovax Pharma Inc., 424 Guy, Suite 202, Montreal, Quebec, H3J 1S6, Canada
*
*Corresponding author: rroy@glycovax.com ; Tel.: +1 438-393-5009
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Abstract

The syntheses of five propargylated dendrimer scaffolds ranging from 2, 3, 4, 6, and 12 surface groups are described together with a 2-azidoethyl α-D-mannopyranoside. The former is appended to the core structure using highly efficient copper-catalysed azide-alkyne cycloaddition (CuAAC) (“click reaction”) to provide glycodendrimers in an accelerated approach. Two of the core structures are based on cyclotrisphosphazene, thus expanding the scope of the “onion-peel” strategy to build dendritic architectures with a large number of surface groups at the G1 generation only.

Keywords

biomaterialchemical synthesisnanostructure

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Type
Articles
Information
MRS Advances , Volume 4 , Issue 59-60: International Materials Research Congress XXVIII , 2019, pp. 3187 - 3198
Copyright
Copyright © Materials Research Society 2019 

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References

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