| Title | An expeditious synthesis of DPD and boron binding studies. |
| Publication Type | Journal Article |
| Year of Publication | 2005 |
| Authors | Semmelhack, MF, Campagna, SR, Federle, MJ, Bassler, BL |
| Journal | Org Lett |
| Volume | 7 |
| Issue | 4 |
| Pagination | 569-72 |
| Date Published | 2005 Feb 17 |
| ISSN | 1523-7060 |
| Keywords | Bacterial 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> |
| DOI | 10.1021/ol047695j |
| Alternate Journal | Org. Lett. |
| PubMed ID | 15704896 |
| Grant List | AI 054442 / AI / NIAID NIH HHS / United States |
