Claims
- 1. A method of making a chemical compound that is a dicarboxylic acid oxidation product of an immunologically reactive mono- or a polysaccharide having vicinal diols, comprising the steps of:
- (a) providing a mono- or a polysaccharide having a group capable of specific binding with an immunologically reactive analyte (ligand) and two vicinal diols located on a terminal saccharide group; and
- (b) oxidizing said terminal saccharide at the vicinal diol portion with a mixture of periodic acid and chromium trioxide in aqueous mixture containing a miscible organic solvent to produce the dicarboxylic acid oxidation product.
- 2. The method of claim 1 wherein the dicarboxylic acid oxidation product represented by the structure: ##STR5## wherein; R is an immunologically reactive group devoid of vicinal diol, carboxylic acid, primary amine and sulfhydryl groups;
- Z represents the residual atoms of a saccharide group having dicarboxylic acid groups formed from the oxidation of the carbon atoms containing vicinal diol groups;
- Z' represents the atoms necessary to complete a saccharide group; and
- n is an integer from 0 to about 2,500.
- 3. The method of claim 2 wherein the dicarboxylic acid oxidation product has the structure: ##STR6## wherein; R is an immunologically reactive group devoid of vicinal diol, carboxylic acid, primary amine and sulfhydryl groups;
- R.sup.1, each independently, represents hydrogen, lower alkyl, lower alkoxy, lower alkanamido, hydroxy or hydroxymethyl, in which "lower" refers to carbon chains of about 1 to 4 carbon atoms;
- the linkages between monosaccharide units is an .alpha. or .beta. glycosidic bond; and
- n is an integer from 0 to about 2,500.
- 4. The method of claim 3 wherein R is a steroid group.
- 5. The method of claim 4 wherein the steroid group is selected from the group consisting of digoxin, digitoxin or ouabain.
- 6. The method of claims 1, 2, 3, 4 or 5 wherein the mixture of periodic acid and chromium dioxide has a molar concentration ratio in the range of 4/1 to 1/1.
- 7. The method of claim 6 wherein the ratio is 2/1.
- 8. The method of claim 7 wherein the water miscible organic solvent is selected from the group consisting of dioxane, methanol, ethanol, propanol, isopropanol, DMF and acetone.
Parent Case Info
This is a continuation of application Ser. No. 07/558,919, filed Jul. 27, 1990 now abandoned.
US Referenced Citations (4)
Non-Patent Literature Citations (1)
Entry |
Rinehart, K.L., Oxidation and Reduction of Organic Compounds, 1973, pp. 68-72 and 80-82. |
Continuations (1)
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Number |
Date |
Country |
Parent |
558919 |
Jul 1990 |
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