Production and characterization of antisera raised to the manninotrionate group [[alpha]--Galp-(1-->6)-[alpha]--Galp-(1-->6)--gluconate]

Manninotrionate [[alpha]--Galp-(1-->6)-[alpha]--Galp-(1-->6)--gluconate] was coupled to bovine serum albumin (BSA), and antisera were raised in rabbits to this carbohydrate--protein conjugate. The antisera were studied by quantitative precipitation and hapten inhibition. Antisera against the manninotrionate--BSA conjugate showed the greatest reactivity with the homologous manninotrionate--BSA antigen, but also cross-reacted extensively with a manninotrionate--ovalbumin conjugate. The antisera gave weak precipitin reactions with beef-lung galactan, guaran, gum arabic, and larch arabinogalactan. Quantitative hapten-inhibition studies with a series of galactosyloligosaccharides indicated that the antisera possess a high degree of specificity toward terminal [alpha]--Galp-(1-->6)-[alpha]--Galp units. The antisera did not agglutinate Ehrlich ascites tumor-cells, which have been demonstrated to contain cell-surface glycoproteins having [alpha]--galactosyl end-groups.Peer Reviewedhttp://deepblue.lib.umich.edu/bitstream/2027.42/27883/1/0000297.pd

Synthesis of N-acetyllactosamine containing a -[6-3H]galactopyranosyl group

A simple and convenient method for the introduction of radiolabel onto C-6' of N-acetyllactosamine is described. 1-N-Benzyl-3-O-[beta]--galactopyranosyl--arabinosylamine (1) was synthesized from 3-O-[beta]--galactopyranosyl--arabinose as described by Lee and Lee. Compound 1 was oxidized with -galactose oxidase, and the product reduced with KB3H4 to introduce the label at C-6'. After dilution with unlabeled material, the N-benzyl-3-O-[beta]--[6-3H]galactopyranosyl--arabinosylamine was converted into 2-(benzylamino)-2-deoxy-4-O--[6-3H]galactopyranosyl--glucononitrile, which was subjected to simultaneous hydrogenolysis of the benzylamino and nitrile groups. N-Acetylation of the amino group as described by Alais and Veyrieres afforded the crystalline title compound in 63% yield.Peer Reviewedhttp://deepblue.lib.umich.edu/bitstream/2027.42/24763/1/0000186.pd

A new class of model glycolipids: Synthesis, characterization, and interaction with lectins

A method is described for preparing model glycolipids by linking aldobionic acids to an alkylamine through an amide bond. These compounds may be rapidly prepared in large quantities. The glycolipids precipitate specifically with lectins. Precipitation occurs at glycolipid concentrations just above their critical micelle concentration.Peer Reviewedhttp://deepblue.lib.umich.edu/bitstream/2027.42/23555/1/0000515.pd