An expeditious synthesis of DPD and boron binding studies

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

doi:10.1021/ol047695j

An expeditious synthesis of DPD and boron binding studies

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

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113 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 language	English (US)
Pages (from-to)	569-572
Number of pages	4
Journal	Organic letters
Volume	7
Issue number	4
DOIs	https://doi.org/10.1021/ol047695j
State	Published - Feb 17 2005

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol047695j

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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.",

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AU - Semmelhack, Martin F.

AU - Campagna, Shawn R.

AU - Federle, Michael J.

AU - Bassler, Bonnie L.

PY - 2005/2/17

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AB - (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.

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An expeditious synthesis of DPD and boron binding studies

Abstract

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