Synthesis of 2-[(2-pyridyl)amino]ethyl beta-D-lactosaminide and evaluation of its acceptor ability for sialyltransferase: a comparison with 4-methylumbelliferyl and dansyl beta-D-lactosaminide

Carbohydr Res. 2004 Jun 1;339(8):1545-50. doi: 10.1016/j.carres.2004.03.015.

Abstract

We reported the synthesis of beta-D-lactosaminide with a 2-aminopyridyl group that is linked to a glycosyl tether at the reducing end. This fluorescent disaccharide acts as an acceptor for both alpha-(2-->6)- and alpha-(2-->3)-sialyltransferases. In addition, the acceptor ability of this disaccharide was evaluated and compared with that of beta-D-lactosaminide having a dansyl or a 4-methylumbelliferyl group.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Buffers
  • Dansyl Compounds / metabolism*
  • Hydrogen-Ion Concentration
  • Kinetics
  • Lactose / analogs & derivatives*
  • Lactose / chemical synthesis*
  • Lactose / chemistry
  • Lactose / metabolism*
  • Liver / enzymology
  • Molecular Structure
  • Protein Binding
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Pyridines / metabolism*
  • Rats
  • Sialyltransferases / metabolism*
  • Substrate Specificity
  • Umbelliferones / metabolism*

Substances

  • 2-((2-pyridyl)amino)ethyl lactosaminide
  • 4-methylumbelliferyl lactosaminide
  • Buffers
  • Dansyl Compounds
  • Pyridines
  • Umbelliferones
  • dansyl lactosaminide
  • Sialyltransferases
  • Lactose