title: 3-Mercaptopropanol as a traceless linker for chemical and enzymatic synthesis of oligosaccharides.
abstract: The reducing end of protected carbohydrates can be equipped with a series of aglycones via the photochemical installation of a 3-mercaptoethanol linker. This linker is stable during chemical and enzymatic glycosylation reactions but can be activated readily and efficiently to couple oligosaccharides with different nucleophiles. This approach provides straightforward access to a range of molecules that serve as probes for carbohydrate modifying enzymes. [reaction: see text].
authors.affiliation: The Burnham Institute for Medical Research, 10901 North Torrey Pines Road, La Jolla, California 92037, USA.
authors.forename: Nabyl
authors.initials: N
authors.lastname: Merbouh
authors.forename: Fredrik K
authors.initials: FK
authors.lastname: Wallner
authors.forename: Oana M
authors.initials: OM
authors.lastname: Cociorva
authors.forename: Peter H
authors.initials: PH
authors.lastname: Seeberger
mesh_terms: D002240:Carbohydrate Sequence; D005944:Glucosamine / Q000737:chemistry; D005947:Glucose / Q000737:chemistry; D006031:Glycosylation; D007202:Indicators and Reagents; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D010777:Photochemistry; D020005:Propanols / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis*; D014466:Ultraviolet Rays
chemical_list: C518434:3-mercaptopropanol; D007202:Indicators and Reagents; D009844:Oligosaccharides; D020005:Propanols; D013438:Sulfhydryl Compounds; D005947:Glucose; D005944:Glucosamine