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Synthesis and facile end‐group quantification of functionalized PEG azides

Azido‐functionalized poly(ethylene glycol) (PEG) derivatives are finding ever‐increasing applications in the areas of conjugation chemistry and targeted drug delivery by their judicious incorporation into nanoparticle‐forming polymeric systems. Quantification of azide incorporation into such PEG pol...

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Detalles Bibliográficos
Autores principales: Edward Semple, J., Sullivan, Bradford, Vojkovsky, Tomas, Sill, Kevin N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5094568/
https://www.ncbi.nlm.nih.gov/pubmed/27840557
http://dx.doi.org/10.1002/pola.28174
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author Edward Semple, J.
Sullivan, Bradford
Vojkovsky, Tomas
Sill, Kevin N.
author_facet Edward Semple, J.
Sullivan, Bradford
Vojkovsky, Tomas
Sill, Kevin N.
author_sort Edward Semple, J.
collection PubMed
description Azido‐functionalized poly(ethylene glycol) (PEG) derivatives are finding ever‐increasing applications in the areas of conjugation chemistry and targeted drug delivery by their judicious incorporation into nanoparticle‐forming polymeric systems. Quantification of azide incorporation into such PEG polymers is essential to their effective use. (1)H Nuclear Magnetic Resonance (NMR) analysis offers the simplest approach; however, the relevant adjacent azide‐bearing methylene protons are often obscured by the PEG manifold signals. This study describes the synthesis of 1,2,3‐triazole adducts from their corresponding PEG azides via a convenient, mild click reaction, which facilitates straightforward NMR‐based quantitative end‐group analysis.This method was found to be compatible with many examples of bifunctional azido PEGs with molecular weights ranging from 2 to 18 kDa bearing a variety of functional groups. © 2016 The Authors. Journal of Polymer Science Part A: Polymer Chemistry Published by Wiley Periodicals, Inc. J. Polym. Sci., Part B: Polym. Phys. 2016, 54, 2888–2895
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spelling pubmed-50945682016-11-09 Synthesis and facile end‐group quantification of functionalized PEG azides Edward Semple, J. Sullivan, Bradford Vojkovsky, Tomas Sill, Kevin N. J Polym Sci A Polym Chem Articles Azido‐functionalized poly(ethylene glycol) (PEG) derivatives are finding ever‐increasing applications in the areas of conjugation chemistry and targeted drug delivery by their judicious incorporation into nanoparticle‐forming polymeric systems. Quantification of azide incorporation into such PEG polymers is essential to their effective use. (1)H Nuclear Magnetic Resonance (NMR) analysis offers the simplest approach; however, the relevant adjacent azide‐bearing methylene protons are often obscured by the PEG manifold signals. This study describes the synthesis of 1,2,3‐triazole adducts from their corresponding PEG azides via a convenient, mild click reaction, which facilitates straightforward NMR‐based quantitative end‐group analysis.This method was found to be compatible with many examples of bifunctional azido PEGs with molecular weights ranging from 2 to 18 kDa bearing a variety of functional groups. © 2016 The Authors. Journal of Polymer Science Part A: Polymer Chemistry Published by Wiley Periodicals, Inc. J. Polym. Sci., Part B: Polym. Phys. 2016, 54, 2888–2895 John Wiley and Sons Inc. 2016-06-14 2016-09-15 /pmc/articles/PMC5094568/ /pubmed/27840557 http://dx.doi.org/10.1002/pola.28174 Text en © 2016 The Authors. Journal of Polymer Science Part A: Polymer Chemistry Published by Wiley Periodicals, Inc. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Articles
Edward Semple, J.
Sullivan, Bradford
Vojkovsky, Tomas
Sill, Kevin N.
Synthesis and facile end‐group quantification of functionalized PEG azides
title Synthesis and facile end‐group quantification of functionalized PEG azides
title_full Synthesis and facile end‐group quantification of functionalized PEG azides
title_fullStr Synthesis and facile end‐group quantification of functionalized PEG azides
title_full_unstemmed Synthesis and facile end‐group quantification of functionalized PEG azides
title_short Synthesis and facile end‐group quantification of functionalized PEG azides
title_sort synthesis and facile end‐group quantification of functionalized peg azides
topic Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5094568/
https://www.ncbi.nlm.nih.gov/pubmed/27840557
http://dx.doi.org/10.1002/pola.28174
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