Kinetic properties of carbohydrate-lectin interactions: FimH antagonists

ChemMedChem. 2014 Jan;9(1):78-83. doi: 10.1002/cmdc.201300349. Epub 2013 Dec 2.

Abstract

The lectin FimH is terminally expressed on type 1 pili of uropathogenic Escherichia coli (UPEC), which is the main cause of urinary tract infections (UTIs). FimH enables bacterial adhesion to urothelial cells, the initial step of infection. Various mannose derivatives have been shown to antagonize FimH and are therefore considered to be promising therapeutic agents for the treatment of UTIs. As part of the preclinical development process, when the kinetic properties of FimH antagonists were examined by surface plasmon resonance, extremely low dissociation rates (k(off)) were found, which is uncommon for carbohydrate-lectin interactions. As a consequence, the corresponding half-lives (t₁/₂) of the FimH antagonist complexes are above 3.6 h. For a therapeutic application, extended t₁/₂ values are a prerequisite for success, since the target occupancy time directly influences the in vivo drug efficacy. The long t₁/₂ value of the tested FimH antagonists further confirms their drug-like properties and their high therapeutic potential.

Keywords: FimH; antagonists; carbohydrate-lectin interactions; kinetics; urinary tract infections; uropathogenic Escherichia coli.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adhesins, Escherichia coli / metabolism
  • Binding Sites
  • Escherichia coli / metabolism
  • Fimbriae Proteins / antagonists & inhibitors*
  • Fimbriae Proteins / metabolism
  • Half-Life
  • Kinetics
  • Lectins / chemistry
  • Lectins / metabolism*
  • Mannose / chemistry
  • Mannose / metabolism*
  • Protein Binding

Substances

  • Adhesins, Escherichia coli
  • Lectins
  • fimH protein, E coli
  • Fimbriae Proteins
  • Mannose