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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 190, 2015 - Issue 5-6: 20th International Conference on Phosphorus Chemistry (ICPC-2014)
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Original Articles

Phosphonium-Boronate Amino Acid Derivatives as Fluoride Pincers for 18F-Labelling

Julie BernardInstitut de Chimie Moléculaire de l’Université de Bourgogne (ICMUB- StéréochIM-UMR CNRS 6302), 21078 Dijon Cedex, France
,
Goncalo ClementeDepartment of Chemistry and Positron Emission Tomography Research Centre, University of Hull, Hull, HU6 7RX, East Yorkshire,, UK
,
Benjamin P. BurkeDepartment of Chemistry and Positron Emission Tomography Research Centre, University of Hull, Hull, HU6 7RX, East Yorkshire,, UK
,
Marie-Joëlle EyminInstitut de Chimie Moléculaire de l’Université de Bourgogne (ICMUB- StéréochIM-UMR CNRS 6302), 21078 Dijon Cedex, France
,
Stephen J. ArchibaldDepartment of Chemistry and Positron Emission Tomography Research Centre, University of Hull, Hull, HU6 7RX, East Yorkshire,, UK
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Raluca Malacea-KabbaraInstitut de Chimie Moléculaire de l’Université de Bourgogne (ICMUB- StéréochIM-UMR CNRS 6302), 21078 Dijon Cedex, FranceCorrespondence[email protected] [email protected]
&
Sylvain JugéInstitut de Chimie Moléculaire de l’Université de Bourgogne (ICMUB- StéréochIM-UMR CNRS 6302), 21078 Dijon Cedex, France
 show all
Pages 957-958 | Received 15 Oct 2014, Accepted 20 Oct 2014, Published online: 01 Jul 2015
 
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GRAPHICAL ABSTRACT

Abstract

The synthesis of phosphonium-boronate amino acid derivatives was achieved by quaternization of o-boronatophenylphosphine with iodo-amino acid derivatives. Preliminary radiolabelling studies demonstrate the facile 18F-fluoride trapping and the high stability of the trifluoroborato products in aqueous conditions, making these new compounds very promising for molecular imaging of peptides and proteins using PET.

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