10.1021/ol047695j.s001 Martin F. Semmelhack Martin F. Semmelhack Shawn R. Campagna Shawn R. Campagna Michael J. Federle Michael J. Federle Bonnie L. Bassler Bonnie L. Bassler An Expeditious Synthesis of DPD and Boron Binding Studies American Chemical Society 2005 marine bacteria DPD Vibrio harveyi Boron Binding Studies synthesis Expeditious Synthesis borate 2005-02-17 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/An_Expeditious_Synthesis_of_DPD_and_Boron_Binding_Studies/3300742 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 <b>6</b>, the signal for marine bacteria such as <i>Vibrio</i> <i>harveyi</i>.