Oligosaccharide synthesis on soluble high-molecular weight pHEMA using a photo-cleavable linker

Oligosaccharide synthesis on organic solvent soluble, high molecular weight poly(2-hydroxyethylmethylacrylate) (pHEMA) is described. The pHEMA-bound oligosaccharide could be recovered after each reaction in 90–95% yield using a precipitation method. The methodology was used to synthesize a model tri...

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Autores principales: Vartak, Abhishek, Thanna, Sandeep, Meyer, Kyle, Dermanelian, Miranda, Sucheck, Steven J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6602538/
https://www.ncbi.nlm.nih.gov/pubmed/31263543
http://dx.doi.org/10.1039/c8ra08252a
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author Vartak, Abhishek
Thanna, Sandeep
Meyer, Kyle
Dermanelian, Miranda
Sucheck, Steven J.
author_facet Vartak, Abhishek
Thanna, Sandeep
Meyer, Kyle
Dermanelian, Miranda
Sucheck, Steven J.
author_sort Vartak, Abhishek
collection PubMed
description Oligosaccharide synthesis on organic solvent soluble, high molecular weight poly(2-hydroxyethylmethylacrylate) (pHEMA) is described. The pHEMA-bound oligosaccharide could be recovered after each reaction in 90–95% yield using a precipitation method. The methodology was used to synthesize a model tri-galactoside in 48% overall yield and a trisaccharide from the outer core domain of Pseudomonas aeruginosa lipopolysacchride (LPS) in 39% yield. The use of a photo-cleavable linker is also demonstrated to produce reducing-end protected oligosaccharides.
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spelling pubmed-66025382019-07-01 Oligosaccharide synthesis on soluble high-molecular weight pHEMA using a photo-cleavable linker Vartak, Abhishek Thanna, Sandeep Meyer, Kyle Dermanelian, Miranda Sucheck, Steven J. RSC Adv Chemistry Oligosaccharide synthesis on organic solvent soluble, high molecular weight poly(2-hydroxyethylmethylacrylate) (pHEMA) is described. The pHEMA-bound oligosaccharide could be recovered after each reaction in 90–95% yield using a precipitation method. The methodology was used to synthesize a model tri-galactoside in 48% overall yield and a trisaccharide from the outer core domain of Pseudomonas aeruginosa lipopolysacchride (LPS) in 39% yield. The use of a photo-cleavable linker is also demonstrated to produce reducing-end protected oligosaccharides. The Royal Society of Chemistry 2018-12-12 /pmc/articles/PMC6602538/ /pubmed/31263543 http://dx.doi.org/10.1039/c8ra08252a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Vartak, Abhishek
Thanna, Sandeep
Meyer, Kyle
Dermanelian, Miranda
Sucheck, Steven J.
Oligosaccharide synthesis on soluble high-molecular weight pHEMA using a photo-cleavable linker
title Oligosaccharide synthesis on soluble high-molecular weight pHEMA using a photo-cleavable linker
title_full Oligosaccharide synthesis on soluble high-molecular weight pHEMA using a photo-cleavable linker
title_fullStr Oligosaccharide synthesis on soluble high-molecular weight pHEMA using a photo-cleavable linker
title_full_unstemmed Oligosaccharide synthesis on soluble high-molecular weight pHEMA using a photo-cleavable linker
title_short Oligosaccharide synthesis on soluble high-molecular weight pHEMA using a photo-cleavable linker
title_sort oligosaccharide synthesis on soluble high-molecular weight phema using a photo-cleavable linker
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6602538/
https://www.ncbi.nlm.nih.gov/pubmed/31263543
http://dx.doi.org/10.1039/c8ra08252a
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