A naturally occurring brominated furanone covalently modifies and inactivates LuxS

Tianzhu Zang, Bobby W K Lee, Lisa M. Cannon, Kathryn A. Ritter, Shujia Dai, Dacheng Ren, Thomas K. Wood, Zhaohui Sunny Zhou

Research output: Contribution to journalArticle

75 Scopus citations

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).

Original languageEnglish (US)
Pages (from-to)6200-6204
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume19
Issue number21
DOIs
StatePublished - Nov 1 2009

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Keywords

  • AI-2
  • Autoinducer
  • Biofilm
  • Brominated furanone
  • Covalent modification
  • Enzyme inhibition
  • Halogenated furanone
  • LuxS
  • Natural products
  • Quorum sensing

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

Cite this

Zang, T., Lee, B. W. K., Cannon, L. M., Ritter, K. A., Dai, S., Ren, D., Wood, T. K., & Zhou, Z. S. (2009). A naturally occurring brominated furanone covalently modifies and inactivates LuxS. Bioorganic and Medicinal Chemistry Letters, 19(21), 6200-6204. https://doi.org/10.1016/j.bmcl.2009.08.095