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...

Full description

Saved in:
Bibliographic Details
Published in:RSC advances 2018-01, Vol.8 (72), p.41612-41619
Main Authors: Vartak, Abhishek, Thanna, Sandeep, Meyer, Kyle, Dermanelian, Miranda, Sucheck, Steven J
Format: Article
Language:English
Subjects:
Chemical synthesis
Chemistry
Molecular weight
NMR
Nuclear magnetic resonance
Oligosaccharides
Polyhydroxyethyl methacrylate
Pseudomonas aeruginosa
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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. Oligosaccharide synthesis on organic solvent soluble, high molecular weight poly(2-hydroxyethylmethylacrylate) (pHEMA) is described.
ISSN:2046-2069
2046-2069
DOI:10.1039/c8ra08252a