title: Imidazolium-labeled glycosides as probes to harness glycosyltransferase activity in human breast milk.
abstract: Imidazolium-labeled (ITag-) glycosides are used to harness the glycosyltransferase activity directly from human breast milk. The covalently attached ionic labels provide a bifunctional chemical handle that is used to monitor reaction progress by MS, as well as aid in product purification from complex mixtures. The technology is exemplified in the synthesis of biologically relevant oligosaccharide analogs, LacNAc-ITag, ITag-Lewisxand ITag-Lewisa, in a matter of days from human breast milk without having to isolate specific enzymes.
authors.affiliation: School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK. m.c.galan@bristol.ac.uk.
authors.forename: I
authors.initials: I
authors.lastname: Sittel
authors.affiliation: School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK. m.c.galan@bristol.ac.uk.
authors.forename: M C
authors.identifier: http://orcid.org/0000-0001-7307-2871
authors.initials: MC
authors.lastname: Galan
mesh_terms: D057075:Enzyme Assays; D006027:Glycosides / Q000737:chemistry*; D016695:Glycosyltransferases / Q000737:chemistry* / Q000378:metabolism*; D006801:Humans; D007093:Imidazoles / Q000737:chemistry*; D008895:Milk, Human / Q000201:enzymology*; D015335:Molecular Probes / Q000737:chemistry*
chemical_list: D006027:Glycosides; D007093:Imidazoles; D015335:Molecular Probes; D016695:Glycosyltransferases