Sialic acid glycosides, antigens, immunoadsorbents, and methods for their preparation
AssigneeAlberta Research Council
InventorsRobert M. Ratcliffe, Andre P. Venot, S. Zaheer Abbas
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Abstract
The stereochemistry of sialylation of an acceptor saccharide to obtain an .alpha. (2-3) or .alpha. (2-6) linkage is controlled to favor the a anomer by use of an aromatic ester of the sialyl reagent. The resulting intermediate .alpha. (2-3) and .alpha. (2-6) sialylated intermediate disaccharide blocks are useful in the synthesis of antigenic substances which can be used to raise antibodies useful in diagnosis and therapy, and can themselves be used as reagents in various applications. The preparation of the tetrasaccharide antigens corresponding to the 19-9 and sialyl-X antigens characteristic of malignant tissue illustrates the application of this method.
Claims8
A compound of the formula:
- ##STR3## wherein Ac is an acyl group of from 1 to 6 carbon atoms, and Y is selected from the group consisting of hydrogen, lower alkyl of from 1 to 6 carbon atoms, a linking arm and a moiety comprising a chromatographic support.
A compound of the formula:
- ##STR6## wherein Ac is an acyl group of from 1 to 6 carbon atoms, and Y is selected from the group consisting of hydrogen, lower alkyl of from 1 to 6 carbon atoms, and a linking arm of the formula:
- ##STR7## wherein X is a straight or branched chain saturated or unsaturated hydrocarbylene of from 3 to 19 carbon atoms wherein 1 to 3 nonadjacent CH.sub.2 units may optionally be replaced by NR, S, or O, wherein R is H or alkyl of from 1 to 6 carbon atoms, and L is a leaving group or a group convertible to a leaving group
- or sodium salts thereof.
Dependencies are inferred from the claim text.