New lectin ligands: Testing of Amadori rearrangement products with a series of mannoside-specific lectins

Carbohydr Res. 2019 Mar 1:475:65-68. doi: 10.1016/j.carres.2019.01.010. Epub 2019 Feb 19.

Abstract

1-(N-Phenyl)amino-1-deoxy-α-D-manno-hept-2-ulose (2) and two multivalent BSA-based structures 7 and 8, d-manno-configured C-glycosyl-type compounds derived from an Amadori rearrangement, were evaluated as ligands for mannoside-specific lectins of various sources. The determination of the concentration corresponding to 50% of inhibition (IC50) is described. Multivalency turned out to effectively influence ligand selectivity and lectin binding.

Keywords: Amadori rearrangement; Antiadhesives; C-Glycosyl-type glycoconjugates; Carbohydrate-lectin interactions; Inhibition assay.

Publication types

  • Review

MeSH terms

  • Amaryllidaceae / drug effects
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Burkholderia / drug effects
  • Canavalia / drug effects
  • Galanthus / drug effects
  • Lectins / chemical synthesis
  • Lectins / chemistry
  • Lectins / pharmacology*
  • Ligands
  • Mannosides / chemistry
  • Mannosides / pharmacology*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Vicia / drug effects

Substances

  • Anti-Bacterial Agents
  • Lectins
  • Ligands
  • Mannosides