Biotinylated hyaluronic acid: a new tool for probing hyaluronate-receptor interactions.
Hyaluronic acid (HA) is a linear polysaccharide composed of repeating disaccharide units of D-glucuronic acid (GlcUA) and N-acetyl-D-glucosamine (GlcNAc). Hyaluronate plays an important role in many biological processes as mediated by its interactions with a number of HA-binding proteins (the "hyaladherins") and with the cell surface HA-receptor, CD44. Studies of hyaluronate-hyaladherin interactions would be greatly facilitated by the availability of molecular probes derived from HA. We recently reported a convenient chemical modification of hyaluronate that introduces multiple pendant amine functionalities onto the HA carboxylate residues. We now report the preparation of biotinylated hyaluronic acid (molecular weight = 1.2 x 10(6) Da) as a probe for histochemical and immunochemical characterization of HA-binding proteins. Approximately one-third of the available HA glucuronate residues could be readily biotinylated in high molecular weight HA.
Pouyani
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Department of Chemistry, University at Stony Brook, New York 11794-3400.
Prestwich
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GD
D001710:Biotin / Q000737:chemistry* / Q000494:pharmacology; D002240:Carbohydrate Sequence; D002352:Carrier Proteins / Q000187:drug effects / Q000378:metabolism*; D018960:Hyaluronan Receptors; D006820:Hyaluronic Acid / Q000138:chemical synthesis* / Q000494:pharmacology; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000494:pharmacology; D011485:Protein Binding; D011956:Receptors, Cell Surface / Q000187:drug effects / Q000378:metabolism*; D016201:Receptors, Lymphocyte Homing / Q000187:drug effects / Q000378:metabolism*
D002352:Carrier Proteins; D018960:Hyaluronan Receptors; D009844:Oligosaccharides; D011956:Receptors, Cell Surface; D016201:Receptors, Lymphocyte Homing; D001710:Biotin; D006820:Hyaluronic Acid