Preparation of sialylated oligosaccharides employing recombinant trans-sialidase from Trypanosoma cruzi

Org Biomol Chem. 2005 Apr 21;3(8):1551-6. doi: 10.1039/b500042d. Epub 2005 Mar 22.

Abstract

Terminally sialylated oligosaccharides were synthesised employing recombinant trans-sialidase from Trypanosoma cruzi. Regio- and stereoselectively Sia-alpha(2-3)-Gal-betaR derivatives could be obtained in respectable yields, using combined chemical and enzymatic methodologies. An array of different disaccharide precursors such as Gal-beta(1-3)-GalNAc-alphaSer/Thr, lactosides and lactosamide derivatives were sialylated and successfully purified by facile isolation procedures. Depending on the acceptor structure isolated, yields for trans-sialylation products were between 20 and 60%.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Carbohydrate Conformation
  • Cattle
  • Glycoproteins / genetics
  • Glycoproteins / metabolism*
  • Glycosylation
  • Male
  • Neuraminidase / genetics
  • Neuraminidase / metabolism*
  • Oligosaccharides / chemical synthesis
  • Oligosaccharides / chemistry*
  • Oligosaccharides / metabolism*
  • Recombinant Proteins / genetics
  • Recombinant Proteins / metabolism
  • Sialic Acids / chemistry*
  • Substrate Specificity
  • Testis / enzymology
  • Trypanosoma cruzi / enzymology*
  • beta-Galactosidase / metabolism

Substances

  • Glycoproteins
  • Oligosaccharides
  • Recombinant Proteins
  • Sialic Acids
  • trans-sialidase
  • Neuraminidase
  • beta-Galactosidase