Novel Hydrogels of Hyaluronic Acid: Synthesis, Surface Morphology, and Solid-State NMR

Tara Pouyani, Gerard S. Harbison, Glenn D. Prestwich

Research output: Contribution to journalArticle

80 Citations (Scopus)

Abstract

Hyaluronic acid (HA) is a linear polysaccharide consisting of repeating disaccharide units of N-acetyl-D-glucosamine (GlcN Ac) and D-glucuronic acid (GlcUA). A convenient methodology was recently developed that allowed the attachment of pendant hydrazido groups to the glucuronate moieties of hyaluronate oligosaccharides. This methodology was extended to high molecular weight hyaluronate (1.5 × 106), and the products were cross-linked with four homobifunctional activated esters to give novel HA hydrogels. Solid-state 13C NMR using cross-polarization and magic angle spinning (CP-MAS) revealed that the lyophilized native HA and hydrazido-HA retained solution-like structures in the solid state. The four HA hydrogels showed significant structural changes relative to native HA, and the carbon resonances of the cross-linkers were clearly evident. The surface morphologies of these cross-linked HA derivatives were examined using scanning electron microscopy (SEM). The electron micrographs of the freeze-dried hydrogels showed the presence of regular sheetlike structures forming pores (20-50 μm). In contrast, native HA showed predominantly fibrous and irregular structures.

Original languageEnglish (US)
Pages (from-to)7515-7522
Number of pages8
JournalJournal of the American Chemical Society
Volume116
Issue number17
DOIs
StatePublished - Aug 1 1994

Fingerprint

Hyaluronic acid
Hydrogels
Hyaluronic Acid
Surface morphology
Nuclear magnetic resonance
Glucuronic Acid
Glucosamine
Oligosaccharides
Magic angle spinning
Acetylglucosamine
Disaccharides
Polysaccharides
Electron Scanning Microscopy
Esters
Carbon
Molecular Weight
Molecular weight
Electrons
Polarization
Derivatives

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Novel Hydrogels of Hyaluronic Acid : Synthesis, Surface Morphology, and Solid-State NMR. / Pouyani, Tara; Harbison, Gerard S.; Prestwich, Glenn D.

In: Journal of the American Chemical Society, Vol. 116, No. 17, 01.08.1994, p. 7515-7522.

Research output: Contribution to journalArticle

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