Synthesis of a divalent glycoside of an alpha-galactosyl disaccharide epitope involved in the hyperacute rejection of xenotransplantation

Y P Lu; H Li; M S Cai; Z J Li

doi:10.1016/s0008-6215(01)00194-x

Synthesis of a divalent glycoside of an alpha-galactosyl disaccharide epitope involved in the hyperacute rejection of xenotransplantation

Carbohydr Res. 2001 Sep 7;334(4):289-94. doi: 10.1016/s0008-6215(01)00194-x.

Authors

Y P Lu¹, H Li, M S Cai, Z J Li

Affiliation

¹ Department of Bioorganic Chemistry, School of Pharmaceutical Sciences, National Research Laboratory of Natural and Biomimetic Drugs, Peking University, 100083, Beijing, China.

PMID: 11527530
DOI: 10.1016/s0008-6215(01)00194-x

Abstract

3,6-dioxaoct-1,8-diyl di-(3-O-alpha-D-galactopyranosyl-beta-D-galactopyranoside) was synthesized for use in research on hyperacute rejection of xenotransplantation. The trichloroacetate method was successfully applied to form stereoselectively the alpha-D-galactosyl linkage under mild reaction conditions and a simple procedure. The divalent O-glycoside was formed from the corresponding trichloroacetimidate in one step with reasonable yield.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Carbohydrate Sequence
Disaccharides / chemical synthesis*
Disaccharides / immunology
Epitopes / chemistry*
Epitopes / immunology*
Galactose / analogs & derivatives
Galactose / chemical synthesis*
Glycosides / chemical synthesis*
Glycosides / immunology
Graft Rejection* / immunology
Molecular Sequence Data
Transplantation, Heterologous / immunology*

Substances

3,6-dioxaoct-1,8-diyl di-(3-O-galactopyranosyl-galactopyranoside)
Disaccharides
Epitopes
Glycosides
Galactose