title: Chemo-enzymatic synthesis of imidazolium-tagged sialyllactosamine probes.
abstract: Two novel α-linked sialyltrisaccharide imidazolium-type probes (ITags) based on the structures of biologically relevant 6'-sialyllactosamine and 3'-sialyllactosamine were efficiently and stereoselectively prepared using a chemo-enzymatic approach. The apparent kinetic parameters for the enzyme catalyzed transformations with α-2,3-sialyltransferase (α-2,3-ST) and α-2,6-sialyltransferase (α-2,6-ST) were measured by LC-MS using the ionic probes. This strategy demonstrates the suitability of the ITags to probe glycosyltransferase activity and their versatility in the preparation of sialylated epitopes for glycobiology research.
authors: School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK.
authors: Imke
authors: I
authors: Sittel
authors: School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK. Electronic address: M.C.Galan@bristol.ac.uk.
authors: M Carmen
authors: MC
authors: Galan
mesh_terms: D000606:Amino Sugars / Q000096:biosynthesis* / Q000737:chemistry; D002236:Carbohydrate Conformation; D007093:Imidazoles / Q000737:chemistry / Q000378:metabolism*; D015335:Molecular Probes / Q000096:biosynthesis* / Q000737:chemistry; D012799:Sialyltransferases / Q000737:chemistry / Q000378:metabolism*
chemical_list: D000606:Amino Sugars; D007093:Imidazoles; D015335:Molecular Probes; C032233:lactosamine; D012799:Sialyltransferases
keywords: Enzyme kinetics; Ionic tags; Mass spectrometry labels; Oligosaccharide probes; Sialic acid; Sialyltransferases