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具有自由胺基肝素三醣體的合成研究
Thesis

具有自由胺基肝素三醣體的合成研究

黃琳絹
Masters, 國立清華大學, 化學系
2008

Abstract

肝素三醣體 自由胺基 醣鏈結 Heparin Trisaccharide glycosylation
Heparin (HP) and heparin sulfate (HS) are both members of glycosaminoglycans and play significant roles in biological processes. There are traces of HP and HS with free amino group, which are important for interaction with L-selectin of leukocyte and the key position combined with protein gD of Herpes Simplex Virus type-1. The glycosyl acceptor 28 and glycosyl donor 29 were prepared by known strategy developed by our laboratory. Coupling of the acceptor 28 with the donor 29 to form the α-linked only disaccharide. Disaccharide 27 changes to acceptor 24 in 8 steps, and then coupled with donor 26 to construct trisaccharide skeleton. Removed ester groups of trisaccharide 23 and underwent oxidation to get lactone-derivative. Opening the lactone ring and desilylation in 1 step, followed by sulfation and hydrogenation to afford target trisaccharide 22.

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