Synthesis of a neoglycoconjugate containing a Chlamydophila psittaci-specific branched Kdo trisaccharide epitope.

Carbohydrate Research
Paul KosmaH Brade

Abstract

The branched Kdo trisaccharide sodium (3-deoxy-alpha-D-manno-oct-2-ulopyranosyl)onate-(2-->8)-[sodium (3-deoxy-alpha-D-manno-oct-2-ulopyranosyl)onate-(2-->4)]-sodium (allyl 3-deoxy-alpha-D-manno-oct-2-ulopyranosid)onate has been prepared utilizing the regioselective glycosylation of the C-7, C-8 diol entity of a Kdo monosaccharide acceptor with a Kdo bromide donor followed by the attachment of the third Kdo unit to O-4 of the disaccharide intermediate. Deacetylation and hydrolysis of the methyl ester groups furnished the trisaccharide allyl glycoside which was converted into the corresponding 3-(2-aminoethylthio)propyl glycoside. Subsequent covalent attachment to bovine serum albumin furnished a neoglycoconjugate serving as an antigen for the induction of Chlamydophila psittaci-specific monoclonal antibodies.

References

Oct 1, 1974·Carbohydrate Research·R T Lee, Y C Lee
Jun 8, 1999·The Journal of Biological Chemistry·S RundO Holst
Sep 6, 2000·European Journal of Biochemistry·S RundO Holst
Mar 18, 2003·Critical Reviews in Microbiology·Daniele CorsaroDanielle Venditti
Nov 20, 2003·Nature Structural Biology·Hoa P NguyenStephen V Evans
Nov 20, 2008·Acta Crystallographica. Section D, Biological Crystallography·Cory L BrooksStephen V Evans

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