METHOD OF PRODUCING OXIDISED HYALURONIC ACID DERIVATIVE AND METHOD FOR MODIFICATION THEREOF Russian patent published in 2015 - IPC C08B37/08 A61K31/728 A61K47/48 C08G81/00 

FIELD: chemistry.

SUBSTANCE: invention relates to a novel method of producing a hyaluronic acid derivative containing an aldehyde group in position (6) of the glycosamine polysaccharide fragment. The method of producing an oxidised hyaluronic acid derivative includes reacting hyaluronic acid with 4-R-TEMPO and an oxidant in a protonic solvent, where R is hydrogen or acetamide. The oxidant used is sodium hypochlorite or trichlorocyanuric acid (TCC), wherein the hyaluronic acid is in the form of a free acid or salt. The protonic solvent is water or aqueous solutions of salts of general formula MX, where M is an alkali metal, and X is selected from a group comprising HCO₃ ^-, CO₃ ^2-, PO₄ ^3-, HPO₄ ^2-, H₂PO₄ ^- and halogens. The reaction of hyaluronic acid with 4-R-TEMPO and the oxidant is carried out at temperature in the range of -10 to 20°C, preferably at 0°C, for 5 minutes to 24 hours, preferably for 10 hours. Cross-linked hyaluronan derivatives can be obtained when diamines or compounds with three or more amine groups are used. Cross-linked derivatives can also be obtained by reacting an aldehyde with hyaluronan, substituted with an aminoalkyl group HA-alkyl-HH₂.

EFFECT: obtained derivative can be used to bind amines, diamines, amino acids, peptides and other compounds containing an amine group, for example via reductive amination under the effect of NaBH₃CN in an aqueous or aqueous-organic solvent.

20 cl, 22 ex