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Phosphorylation of hyaluronic acid
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1  Institute of Petrochemistry and Catalysis of Russian Academy of Sciences
Academic Editor: Julio A. Seijas


Chemical phosphorylation of hyaluronic acid (HA) remains an unresolved problem for the chemistry of this unique polysaccharide, since convenient phosphorylating reagents are not reactive enough to obtain HA phosphates (HA-P) with a satisfactory degree of esterification of hydroxyl groups. The synthesis of phosphates of low molecular weight (43 kDa) and high molecular weight (0.5–0.7 MDa) HA was undertaken by us using such reagents as sodium trimetaphosphate Na3P3O9, H3PO4, NaH2PO4/Na2HPO4, and anhydride P2O5. Solid-phase HA esterification with P2O5 was found to be the most convenient and efficient method. The HA-P samples were characterized by XRF and NMR spectroscopy (31P and 1H-31P) and contained, depending on the HA/Р2О5 ratio, 0.30–6.25% P wt. in the form of disubstituted mono-, di- and polyphosphates.

Keywords: Hyaluronic acid; phosphorylation; disubstituted mono-, di- and polyphosphates .