title: Isolation and characterization by electrospray-ionization mass spectrometry and high-performance anion-exchange chromatography of oligosaccharides derived from hyaluronic acid by hyaluronate lyase digestion: observation of some heretofore unobserved oligosaccharides that contain an odd number of units.
abstract: Hyaluronic acid was degraded with hyaluronate lyase (E.C. 4.2.2.1, from Streptomyces hyalurolyticus), and the resulting oligosaccharides up to dp 16 were characterized by electrospray-ionization mass spectrometry (ESIMS) and high-performance anion-exchange chromatography (HPAEC) with pulsed amperometric detection (PAD). In accordance with the known regiospecificity of the enzyme, the products included even-numbered oligosaccharides of structure beta-D-4en-thrHexpA-(1-->3)-[beta-D-GlcpNAc-(1-->4)-beta-D- GlcpA]n-(1-->3)-D-GlcpNAc. Minor amounts of novel and unexpected odd-numbered oligomers, having the structure beta-D-4en-thrHexpA-(1-->3)-[beta-D-GlcpNAc-(1-->4)-D-Glc pA]n, were also isolated and characterized. This study, in addition to others beginning to appear in the literature, demonstrates the usefulness of ESIMS and HPAEC-PAD in the analysis and characterization of anionic glycosaminoglycan-type oligosaccharides.
authors.affiliation: Department of Chemistry, University of Tennessee, Knoxville 37996, USA.
authors.forename: K N
authors.initials: KN
authors.lastname: Price
authors.lastname: Al Tuinman
authors.forename: D C
authors.initials: DC
authors.lastname: Baker
authors.forename: C
authors.initials: C
authors.lastname: Chisena
authors.forename: R L
authors.initials: RL
authors.lastname: Cysyk
mesh_terms: D002240:Carbohydrate Sequence; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D006820:Hyaluronic Acid / Q000737:chemistry*; D013058:Mass Spectrometry / Q000379:methods; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000737:chemistry*; D011133:Polysaccharide-Lyases / Q000378:metabolism
chemical_list: D009844:Oligosaccharides; D006820:Hyaluronic Acid; D011133:Polysaccharide-Lyases; C100002:hyaluronate lyase