A naturally occurring brominated furanone covalently modifies and inactivates LuxS

Bioorg Med Chem Lett. 2009 Nov 1;19(21):6200-4. doi: 10.1016/j.bmcl.2009.08.095. Epub 2009 Sep 3.

Abstract

Halogenated furanones, a group of natural products initially isolated from marine red algae, are known to inhibit bacterial biofilm formation, swarming, and quorum sensing. However, their molecular targets and the precise mode of action remain elusive. Herein, we show that a naturally occurring brominated furanone covalently modifies and inactivates LuxS (S-ribosylhomocysteine lyase, EC 4.4.1.21), the enzyme which produces autoinducer-2 (AI-2).

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology
  • Bacterial Proteins / chemistry
  • Bacterial Proteins / metabolism*
  • Bromine / chemistry*
  • Carbon-Sulfur Lyases / chemistry
  • Carbon-Sulfur Lyases / metabolism*
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology
  • Furans / chemistry*
  • Furans / pharmacology
  • Rhodophyta / chemistry*

Substances

  • Anti-Bacterial Agents
  • Bacterial Proteins
  • Enzyme Inhibitors
  • Furans
  • Carbon-Sulfur Lyases
  • LuxS protein, Bacteria
  • Bromine