Efficient chemoenzymatic synthesis of biotinylated human serum albumin-sialoglycoside conjugates containing O-acetylated sialic acids

Org Biomol Chem. 2007 Aug 7;5(15):2458-63. doi: 10.1039/b706507h. Epub 2007 Jun 27.

Abstract

Sialyl Tn (STn) and sialyl lactoside derivatives containing O-acetylated sialic acid residues have been chemoenzymatically synthesized using a one-pot three-enzyme system and conjugated to biotinylated human serum albumin (HSA) using an adipic acid para-nitrophenyl ester coupling reagent. This approach provides an efficient and general protocol for preparing carbohydrate-protein conjugates containing base-sensitive groups.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylation
  • Biotin / chemistry*
  • Glycosides / chemistry*
  • Humans
  • Molecular Structure
  • Serum Albumin / chemistry*
  • Serum Albumin / metabolism*
  • Sialic Acids / chemical synthesis*
  • Sialic Acids / chemistry
  • Sialic Acids / metabolism*
  • Sialyltransferases / metabolism*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Glycosides
  • Serum Albumin
  • Sialic Acids
  • Biotin
  • Sialyltransferases