A spacer-modified disaccharide as a photoaffinity reagent for the acceptor-binding area of bovine (1 → 4)-β-d-galactosyltransferase: comparison of its acceptor properties with those of other 2-acetamido-2-deoxy-β-d-glucopyranosides

  • Áts S
  • Lehmann J
  • Petry S
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Abstract

The spacer-modified disaccharide 1,10-di-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)-2-azi-1,10-decanedial (10) that mimics the biantennary core heptasaccharide of N-glycoproteins has been synthesised. Compound 10 is an excellent acceptor in galactosyltransferase-catalysed galactosylation by UDP-galactose, is superior (7-8-fold) to analogues that have only one GlcNAc unit, and is an efficient photoaffinity reagent for glactosyltransferase. In the presence of UDP-Gal, no photoaffinity labelling by 10 takes place, which agrees with the mechanism of glactosyltransferase action. © 1992.

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Authors

  • Sándor Csaba Áts

  • Jochen Lehmann

  • Stefan Petry

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