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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 12
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Original Articles

Cannabinoid CB1 Receptor Chemical Affinity Probes: Methods Suitable for Preparation of Isopropyl [11,12-3H]Dodecylfluorophosphonate and [11,12-3H]Dodecanesulfonyl Fluoride

Yoffi Segall Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California, USA; Israel Institute for Biological Research, Ness-Ziona, Israel
,
Gary B. Quistad Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California, USA
&
John E. Casida Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California, USACorrespondence[email protected]
Pages 2151-2159 | Received 28 Oct 2002, Published online: 17 Aug 2006
 
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Abstract

Preparations of isopropyl dodec-11-enylfluorophosphonate and dodec-11-enesulfonyl fluoride are described along with conditions for their reduction with hydrogen (or potentially tritium) gas to the 1-dodecane derivatives as candidate high-potency (IC50 0.5–7 nM) chemical affinity probes for the mouse brain cannabinoid CB1 receptor and fatty acid amide hydrolase.

Acknowledgment

This work was supported by Grant R01 ES08762 from the National Institute of Environmental Health Sciences (NIEHS), NIH, and its contents are solely the responsibility of the authors and do not necessarily represent the official views of the NIEHS, NIH.

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