Syntheses of core chain trisaccharides related to human blood group antigenic determinants

1982 ◽  
Vol 60 (1) ◽  
pp. 68-75 ◽  
Author(s):  
R. U. Lemieux ◽  
S. Z. Abbas ◽  
B. Y. Chung

Trisaccharides related to the core chain of human blood group determinants were synthesized by way of the phthalimido-chloride method; namely, β-D-Galp-(1 → 3)-β-D-GlcNAcp-(1 → 6)-D-Galp (3), β-D-Galp-(1 → 3)-β-D-GlcNAcp-(1 → 3)-D-Galp (5), β-D-Galp-(1 → 4)-β-D-GlcNAcp-(1 → 6)-D-Galp (4), and β-D-Galp-(1 → 4)-β-D-GlcNAcp-(1 → 3)-D-Galp (6). The syntheses of the 8-methoxy-carbonyloctyl β-glycosides of these trisaccharides are also reported.

1982 ◽  
Vol 60 (1) ◽  
pp. 76-80 ◽  
Author(s):  
Raymond U. Lemieux ◽  
Maria Halina Burzynska

In order to investigate the immunological properties of certain I blood group specific glycoproteins, the potential antigenic determinants βDGlcNAc(1 → 6)αDGalNAc and βDGal(1 → 4)βDGlcNAc(1 → 6)αDGalNAc attached as glycosides to 8-methoxy-carbonyloctanol were synthesized by way of the phthalimido-chloride method.


1980 ◽  
Vol 58 (6) ◽  
pp. 631-653 ◽  
Author(s):  
R. U. Lemieux ◽  
K. Bock ◽  
L. T. J. Delbaere ◽  
S. Koto ◽  
V. S. Rao

Nuclear magnetic resonance properties are shown to be in good accord with those that are expected for synthetic oligosaccharides in the conformations which are predicted by hard-sphere molecular modelling and taking into consideration the important contribution by the exo-anomeric effect. The studies involve first a comparison of the βDGal(1 → 3)βDGlcNAc (Type 1) and βDGal(1 → 4)βDGlcNAc (Type 2) disaccharide structures based mainly on 13Cmr and then an examination of the relationships between the calculated conformations and 1Hmr and 13Cmr parameters for human blood group determinants which are derived from the Type 1 core disaccharide. Among the structures examined are the di-, tri-, and tetrasaccharides for the ABH and Lewis antigenic determinants. Certain immunological–conformational relationships are noted.


1988 ◽  
Vol 167 (1) ◽  
pp. 119-131 ◽  
Author(s):  
A Conzelmann ◽  
L Lefrancois

The CT antigenic determinants have previously been shown to be present on the T200 glycoproteins and other proteins of murine cytotoxic T cell clones but not of T helper clones or nonactivated lymphocytes (1, 2). Two determinants recognized by mAbs CT1 and CT2 are also expressed on thymocytes in a developmentally regulated fashion during fetal thymus ontogeny and are found in a subset of Lyt-2+ intraepithelial lymphocytes in the intestinal mucosa (3-5). Previous studies of the biosynthesis of CT+ proteins suggested that these determinants were composed of carbohydrate (8). We now demonstrate that the anti-CT mAbs react with a carbohydrate determinant at the nonreducing terminus of O-linked oligosaccharides that has the configuration GalNAc beta 1,4[SA alpha 2,3]-galactose. The CT antibodies detected this determinant not only on CTL clones but also in the human blood group antigens Cad and Sda+. Variant CTL lines, non-Cad erythrocytes, and Sda- glycoproteins that lacked the GalNAc residue did not bind the CT mAb. Sialic acid was essential for CT antigen expression since neuraminidase or mild periodate treatment abrogated CT antibody binding. In addition, other carbohydrate structures with terminal GalNAc residues such as the A or Tn blood group antigens were not recognized. The CT antibodies thus define GalNAc and sialic acid containing carbohydrate antigens that are expressed on discrete subsets of T lymphocytes and may also be useful reagents for the detection of Cad and Sda+ blood group antigens.


1978 ◽  
Vol 253 (2) ◽  
pp. 377-379 ◽  
Author(s):  
M. Nagai ◽  
V. Davè ◽  
B.E. Kaplan ◽  
A. Yoshida

Nature ◽  
1961 ◽  
Vol 191 (4784) ◽  
pp. 149-150 ◽  
Author(s):  
I. A. F. LISTER CHEESE ◽  
W. T. J. MORGAN

1988 ◽  
Vol 178 (1) ◽  
pp. 111-120 ◽  
Author(s):  
Michael E. Breimer ◽  
Hasse Karlsson ◽  
Karl-Anders Karlsson ◽  
Karin Nilson ◽  
Bo E. Samuelsson ◽  
...  

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