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Proceeding Paper

Phosphorylation of Hyaluronic Acid †

by
Elvira A. Khaybrakhmanova
,
Stanislav V. Kozyrev
,
Tatyana V. Tyumkina
and
Irina Yu. Ponedel’kina
*
Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, 141, Prospekt Oktyabrya, 450075 Ufa, Russia
*
Author to whom correspondence should be addressed.
†
Presented at the 26th International Electronic Conference on Synthetic Organic Chemistry, 15–30 November 2022; Available online: https://sciforum.net/event/ecsoc-26.
Chem. Proc. 2022, 12(1), 39; https://doi.org/10.3390/ecsoc-26-13535
Published: 14 November 2022
(This article belongs to the Proceedings of The 26th International Electronic Conference on Synthetic Organic Chemistry)
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Abstract

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 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/P2O5 ratio, 0.30–6.25% P wt., in the form of disubstituted mono-, di-, and polyphosphates.
Keywords: hyaluronic acid; dry phosphorylation; oxide phosphorus (V); polyphosphates hyaluronic acid; dry phosphorylation; oxide phosphorus (V); polyphosphates

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MDPI and ACS Style

Khaybrakhmanova, E.A.; Kozyrev, S.V.; Tyumkina, T.V.; Ponedel’kina, I.Y. Phosphorylation of Hyaluronic Acid. Chem. Proc. 2022, 12, 39. https://doi.org/10.3390/ecsoc-26-13535

AMA Style

Khaybrakhmanova EA, Kozyrev SV, Tyumkina TV, Ponedel’kina IY. Phosphorylation of Hyaluronic Acid. Chemistry Proceedings. 2022; 12(1):39. https://doi.org/10.3390/ecsoc-26-13535

Chicago/Turabian Style

Khaybrakhmanova, Elvira A., Stanislav V. Kozyrev, Tatyana V. Tyumkina, and Irina Yu. Ponedel’kina. 2022. "Phosphorylation of Hyaluronic Acid" Chemistry Proceedings 12, no. 1: 39. https://doi.org/10.3390/ecsoc-26-13535

APA Style

Khaybrakhmanova, E. A., Kozyrev, S. V., Tyumkina, T. V., & Ponedel’kina, I. Y. (2022). Phosphorylation of Hyaluronic Acid. Chemistry Proceedings, 12(1), 39. https://doi.org/10.3390/ecsoc-26-13535

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