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Regioselective Chemoenzymatic Synthesis of Ganglioside Disialyl Tetrasaccharide Epitopes

[Image: see text] A novel chemoenzymatic approach for the synthesis of disialyl tetrasaccharide epitopes found as the terminal oligosaccharides of GD1α, GT1aα, and GQ1bα is described. It relies on chemical manipulation of enzymatically generated trisaccharides as conformationally constrained accepto...

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Detalles Bibliográficos
Autores principales: Meng, Xin, Yao, Wenlong, Cheng, Jiansong, Zhang, Xu, Jin, Lan, Yu, Hai, Chen, Xi, Wang, Fengshan, Cao, Hongzhi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4210053/
https://www.ncbi.nlm.nih.gov/pubmed/24649890
http://dx.doi.org/10.1021/ja5000609
Descripción
Sumario:[Image: see text] A novel chemoenzymatic approach for the synthesis of disialyl tetrasaccharide epitopes found as the terminal oligosaccharides of GD1α, GT1aα, and GQ1bα is described. It relies on chemical manipulation of enzymatically generated trisaccharides as conformationally constrained acceptors for regioselective enzymatic α2–6-sialylation. This strategy provides a new route for easy access to disialyl tetrasaccharide epitopes and their derivatives.