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


ABSTRACT: 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.

SUBMITTER: Vartak A 

PROVIDER: S-EPMC6602538 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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

Vartak Abhishek A   Thanna Sandeep S   Meyer Kyle K   Dermanelian Miranda M   Sucheck Steven J SJ  

RSC advances 20181212 72


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 <i>Pseudomonas aeruginosa</i> lipopolysacchride (LPS) in 39% yield. The use of a photo-cleavable linker is also demo  ...[more]

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