title: A practical synthesis of capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates.
abstract: The synthesis of hyaluronan dimers and tetramers equipped with a 4-methylumbelliferyl group at the reducing end to potentially allow monitoring of hyaluronidase activities is described. The 4-OH at the non-reducing glucuronate in the presented series is either removed or methylated to prohibit transglycosylase reactions, leading to a total of four probes.
authors.affiliation: Leiden Institute of Chemistry, Leiden University, Gorlaeus Laboratories, Einsteinweg 55, 2300 RA Leiden, The Netherlands.
authors.forename: Henrik
authors.initials: H
authors.lastname: Gold
authors.forename: Stefan
authors.initials: S
authors.lastname: Munneke
authors.forename: Jasper
authors.initials: J
authors.lastname: Dinkelaar
authors.forename: Herman S
authors.initials: HS
authors.lastname: Overkleeft
authors.forename: Johannes M F G
authors.initials: JM
authors.lastname: Aerts
authors.forename: Jeroen D C
authors.initials: JD
authors.lastname: Codée
authors.forename: Gijs A
authors.initials: GA
authors.lastname: van der Marel
mesh_terms: D000818:Animals; D004187:Disaccharides / Q000737:chemistry* / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry*; D005965:Glucuronates / Q000737:chemistry; D006031:Glycosylation; D006801:Humans; D006820:Hyaluronic Acid / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000378:metabolism; D006821:Hyaluronoglucosaminidase / Q000737:chemistry / Q000378:metabolism*; D006923:Hymecromone / Q000031:analogs & derivatives* / Q000737:chemistry; D009844:Oligosaccharides / Q000737:chemistry* / Q000378:metabolism
chemical_list: D004187:Disaccharides; D005456:Fluorescent Dyes; D005965:Glucuronates; D009844:Oligosaccharides; D006923:Hymecromone; D006820:Hyaluronic Acid; D006821:Hyaluronoglucosaminidase