Recombinant (2-->3)-alpha-sialyltransferase immobilized on nickel-agarose for preparative synthesis of sialyl Lewis(x) and Lewis(a) precursor oligosaccharides

Carbohydr Res. 2003 May 23;338(11):1153-61. doi: 10.1016/s0008-6215(03)00130-7.

Abstract

The specificity of recombinant (2-->3)-alpha-sialyltransferase (ST3Gal-III), expressed in baculovirus-infected insect cells, has been determined with various oligosaccharide acceptors and sugar-nucleotide donors using a fluorescence based assay. Recombinant ST3Gal-III tagged with a polyhistidine tail was immobilized on Ni(2+)-NTA-Agarose as an active enzyme for use in the synthesis of three sialylated oligosaccharides: (i) the divalent molecule [alpha-Neu5Ac-(2-->3)-D-Galp-(1-->4)-beta-D-GlcpNAc-O-CH(2)](2)-C-(CH(2)OBn)(2) (12); (ii) the dansylated derivative, alpha-Neu5Ac-(2-->3)-D-Galp-(1-->3)-beta-D-GlcpNAc-O-(CH(2))(6)-NH-dansyl and; (iii) the tetrasacharide alpha-Neu5Ac-(2-->3)-beta-D-Galp-(1-->4)-beta-D-GlcpNAc-(1-->2)-alpha-D-Manp-O-CH(3). Compound 12 was itself prepared from the divalent N-acetyllactosamine molecule built on pentaerythritol by a chemo-enzymatic route.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Baculoviridae / genetics
  • Carbohydrate Sequence
  • Cell Line
  • Cloning, Molecular
  • Enzymes, Immobilized / chemistry
  • Enzymes, Immobilized / metabolism
  • Gene Expression
  • Genetic Vectors / genetics
  • Lewis Blood Group Antigens
  • Lewis X Antigen
  • Molecular Sequence Data
  • Molecular Structure
  • Nickel / chemistry*
  • Oligosaccharides / chemical synthesis*
  • Oligosaccharides / metabolism
  • Rats
  • Recombinant Proteins / chemistry
  • Recombinant Proteins / metabolism*
  • Sepharose / chemistry*
  • Sialyltransferases / chemistry
  • Sialyltransferases / genetics
  • Sialyltransferases / metabolism*
  • Spodoptera
  • Substrate Specificity
  • beta-Galactoside alpha-2,3-Sialyltransferase

Substances

  • Enzymes, Immobilized
  • Lewis Blood Group Antigens
  • Lewis X Antigen
  • Oligosaccharides
  • Recombinant Proteins
  • lewis(a)-lewis(x)
  • Nickel
  • Sepharose
  • Sialyltransferases
  • beta-Galactoside alpha-2,3-Sialyltransferase