The synthesis of trisaccharide: 6d-a-L-Talp(1-2)-a-L-Rhap(1-5)-DHA, and its analogue: 6d-a-L-Talp(1-2)-b-L-Rhaf(1-5)-DHA is described. In the first step a disaccharide, composed of 6d-L-Talp and L-Rhap was obtained. This, in turn, was converted to the corresponding 1-tri-chloroacetimidate and coupled with DHA alcohol to afford the required trisaccharide. Its analogue was achieved by the conversion of the above disaccharide to the glycosyl bromide, involving the rhamnopyranose ring scission, followed by condensation with DHA in Koenigs-Knorr procedure.
Lipopolysaccharide, trisaccharide, Rhizobium leguminosarum, l-Rhamnopyranose, 6-deoxy-D-talose, DHA
NCBI PubMed ID: 9648246Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224Warsaw, Poland
Methods: NMR, MS
Found