135581-76-9Relevant academic research and scientific papers
SYNTHESE DER HEPTOSE- UND Kdo-HALTIGEN TRISACCHARIDKETTE DER INNEREN CORE-REGION VON LIPOPOLYSACCHARIDEN IN IMMUNOGENER FORM
Paulsen, Hans,Hoeffgen, Elisabeth C.
, p. 2747 - 2750 (1991)
An effective synthesis of the α-allylglycoside 13 of the trisaccharide L-α-D-Hep-(1->3)-L-α-D-Hep-(1->5)-α-Kdo is developed using the trichloroacetimidate method.The trisaccharide 14 carrying a cysteamine spacer is copolymerized with acrylamide to polymer 16 containing the trisaccharide 13 in immunogenic form.
Building Units of Oligosaccharides, CV. - Synthesis of the Pentasaccharide L-&α-D-Hep-(1->3)-L-&α-D-Hep-(1->5)-&α-Kdo-(2->6)-&β-D-GlcNhm-(1->6)-D-GlcNhm of the Linear Core and Lipoid A Structure of Lipopolysaccharides
Paulsen, Hans,Hoeffgen, Elisabeth C.
, p. 531 - 542 (2007/10/02)
Using the trichloroacetimidate method we synthesized a trisaccharide donor containing the sequence L-α-D-Hep-(1->3)-L-α-D-Hep-(1->5)-α-Kdo.This block was coupled stereoselectively with a lipoid A analogue acceptor 22, composed of two glucosamine units, giving the pentasaccharide 23.After deblocking we obtained the pentasaccharide L-α-D-Hep-(1->3)-L-α-D-Hep-(1->5)-α-Kdo-(2->6)-β-D-GlcNhm-(1->6)-D-GlcNhm (28), which represents the linear structure of the inner core and lipoid A chain of lipopolysaccharides.Sheep erythrocytes can be coated with compound 28 by incorporation of the fatty acids into the cell membrane.This complex presents the antigenic determinant composed of two heptose residues and one Kdo residue above the cell surface. Key Words: Carbohydrates / Heptose oligosaccharides / Kdo oligosaccharides / Lipopolysaccharides / Polysaccharides / Saccharides / Trichloroacetimidates
