An expeditious synthesis of DPD and boron binding studies

Martin F. Semmelhack, Shawn R. Campagna, Michael J. Federle, Bonnie L. Bassler

Research output: Contribution to journalArticle

100 Scopus citations

Abstract

(Chemical Equation Presented) A practical synthesis has been developed for DPD (4,5-dihydroxypentane-2,3-dione), an unstable small molecule that is proposed to be the source of universal signaling agents for quorum sensing in bacteria. The synthesis allows preparation of isotopically labeled DPD and ent-DPD as well as detailed studies of spontaneous binding to borate to give the unusual borate complex 6, the signal for marine bacteria such as Vibrio harveyi.

Original languageEnglish (US)
Pages (from-to)569-572
Number of pages4
JournalOrganic letters
Volume7
Issue number4
DOIs
StatePublished - Feb 17 2005

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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