A versatile strategy to synthesize N-methyl-anthranilic acid-labelled glycoprobes for fluorescence-based screening assays

Chem Commun (Camb). 2020 Sep 15;56(73):10746-10749. doi: 10.1039/d0cc03882b.

Abstract

Here we propose a general strategy to label carbohydrates with N-methyl-anthranilic acid at the anomeric position. Through two examples, we demonstrate that the generated glycoprobes are suitable for fluorescence-based binding/competition assays. Our approach is expected to readily generate series of glycoprobes dedicated to screening assays for the discovery of drugs targeting carbohydrate-protein interactions.

MeSH terms

  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / metabolism
  • Glycosides / chemical synthesis
  • Glycosides / chemistry*
  • Glycosides / metabolism
  • Maltose-Binding Proteins / metabolism
  • Protein Binding
  • Spectrometry, Fluorescence
  • ortho-Aminobenzoates / chemical synthesis
  • ortho-Aminobenzoates / chemistry*
  • ortho-Aminobenzoates / metabolism

Substances

  • Fluorescent Dyes
  • Glycosides
  • Maltose-Binding Proteins
  • ortho-Aminobenzoates