Synthesis of a common polysaccharide antigen of Pseudomonas aeruginosa as the 6-aminohexyl glycoside.
The synthesis is described of a tritylated 1,2-O-cyanoethylidene derivative (3) of the trisaccharide alpha-D-Rha-(1----2)-alpha-D-Rha-(1----3)-D-Rha. Triphenylmethylium perchlorate-catalysed polycondensation of 3 in the presence of 6-phthalimidohexyl 2,4-di-O-benzoyl-3-O-trityl-alpha-D-rhamnopyranoside followed by deprotection afforded the 6-aminohexyl glycoside of a D-rhamnan corresponding to a common polysaccharide antigen of Pseudomonas aeruginosa.
Tsvetkov
Y E
YE
N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the U.S.S.R., Moscow.
Backinowsky
L V
LV
Kochetkov
N K
NK
D006027:Glycosides / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D011135:Polysaccharides, Bacterial / Q000138:chemical synthesis*; D011550:Pseudomonas aeruginosa / Q000276:immunology*
D006027:Glycosides; D011135:Polysaccharides, Bacterial