ISSN:
0170-2041
Keywords:
Heptose oligosaccharides
;
Kdo oligosaccharides
;
Lipopolysaccharides
;
Carbohydrates
;
Oligosaccharides
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Building Units of Oligosaccharides, XCVIII. - Synthesis of Oligosaccharides of the Inner Core and Lipoid A Region of LipopolysaccharidesGlycosidic coupling of the Hep-Kdo disaccharide bromide 9 with the Lipoid A analogous disaccharide 10 gives the tetrasaccharide 11 which was deprotected to yield the tetrasaccharide L-α-D-Hepp-(1→5)-α-Kdop-(2→6)-β-D-GlcpNhm-(1→6)-D-GlcNhm (18). In a further block synthesis 10 was glycosylated with the Hep-[Kdo]-Kdo donor 24. Deprotection of the corresponding pentasaccharide 25 furnished L-α-D-Hepp-(1→5)-[α-Kdop]-(2→4)-α-Kdop-(2→6)-β-D-GlcpNhm-(1→6)-D-GlcNhm (31). Sheep erythrocytes can be coated with these oligosaccharides 18 and 31. The resulting complexes are used as synthetic antigens and immunogens containing the disaccharide L-α-D-Hepp-(1→5)-α-Kdop and the branched trisaccharide L-α-D-Hepp-[α-Kdop-(2→4)]-α-Kdo as antigenic determinants.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1991199101195
