An expeditious synthesis of DPD and boron binding studies.

TitleAn expeditious synthesis of DPD and boron binding studies.
Publication TypeJournal Article
Year of Publication2005
AuthorsSemmelhack, MF, Campagna, SR, Federle, MJ, Bassler, BL
JournalOrg Lett
Volume7
Issue4
Pagination569-72
Date Published2005 Feb 17
ISSN1523-7060
KeywordsBacterial Physiological Phenomena, Binding Sites, Boron, Ketones, Magnetic Resonance Spectroscopy, Models, Molecular, Pentanes, Signal Transduction, Vibrio
Abstract

<p>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. [reaction: see text]</p>

DOI10.1021/ol047695j
Alternate JournalOrg. Lett.
PubMed ID15704896
Grant ListAI 054442 / AI / NIAID NIH HHS / United States