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Boric acid crosslinked hyaluronic acid

IP.com Disclosure Number: IPCOM000125359D
Publication Date: 2005-May-30

Publishing Venue

The IP.com Prior Art Database

Abstract

The invention concerns a product comprising hyaluronic acid or a salt thereof, wherein the hyaluronic acid has been partially or fully crosslinked with boric acid. The invention also concerns manufacture of the product, uses of the product of the invention in the field of biodegradable plastic materials for the preparation of sanitary and surgical articles, in the pharmaceutical and cosmetic fields; including the various articles made with the same in such fields.

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TITLE: Boric acid crosslinked hyaluronic acid

FIELD OF INVENTION

                    The invention concerns a product comprising hyaluronic acid or a salt thereof, wherein the hyaluronic acid has been partially or fully crosslinked with boric acid. The invention also concerns manufacture of the product, uses of the product of the invention in the field of biodegradable plastic materials for the preparation of sanitary and surgical articles, in the pharmaceutical and cosmetic fields; including the various articles made with the same in such fields.

BACKGROUND

                    The most abundant heteropolysaccharides of the body are the glycosaminoglycans.  Glycosaminoglycans are unbranched carbohydrate polymers, consisting of repeating disaccharide units (only keratan sulphate is branched in the core region of the carbohydrate).  The disaccharide units generally comprise, as a first saccharide unit, one of two modified sugars - N-acetylgalactosamine (GalNAc) or N-acetylglucosamine (GlcNAc).  The second unit is usually an uronic acid, such as glucuronic acid (GlcUA) or iduronate. 

Glycosaminoglycans are negatively charged molecules, and have an extended conformation that imparts high viscosity when in solution.  Glycosaminoglycans are located primarily on the surface of cells or in the extracellular matrix.  Glycosaminoglycans also have low compressibility in solution and, as a result, are ideal as a physiological lubricating fluid, e.g., joints.  The rigidity of glycosaminoglycans provides structural integrity to cells and provides passageways between cells, allowing for cell migration. The glycosaminoglycans of highest physiological importance are hyaluronan, chondroitin sulfate, heparin, heparan sulfate, dermatan sulfate, and keratan sulfate.  Most glycosaminoglycans bind covalently to a proteoglycan core protein through specific oligosaccharide structures.  Hyaluronan forms large aggregates with certain proteoglycans, but is an exception as free carbohydrate chains form non-covalent complexes with proteoglycans.

Numerous roles of hyaluronan in the body have been identified (see, Laurent T. C. and Fraser J. R. E., 1992, FASEB J. 6: 2397-2404; and Toole B.P., 1991, “Proteoglycans and hyaluronan in morphogenesis and differentiation.”  In: Cell Biology of the Extracellular Matrix, pp.  305-341, Hay E. D., ed., Plenum,

New York

).  Hyaluronan is present in hyaline cartilage, synovial joint fluid, and skin tissue, both dermis and epidermis.   Hyaluronan is also suspected of having a role in numerous physiological functions, such as adhesion, development, cell motility, cancer, angiogenesis, and wound healing.  Due to the unique physical and biological properties of hyaluronan, it is employed in eye and joint surgery and is being evaluated in other medical procedures. 

The term “hyaluronic acid” is used in literature to mean acidic polysaccharides with different molecular weights constituted by residues of D-glucuron...