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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Detalles Bibliográficos
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
Descripción
Sumario: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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