Synlett 2014; 25(07): 1019-1025
DOI: 10.1055/s-0033-1340940
letter
© Georg Thieme Verlag Stuttgart · New York

Multifunctional Deuterated and Tritiated ‘Click’ Molecular Probes via ­Palladium-Mediated Reductive Deiodination of 5-Iodo-1,2,3-Triazoles

Andrea Testa*
a   Kosterlitz Centre for Therapeutics, Institute of Medical Sciences, University of Aberdeen, Foresterhill, Aberdeen, AB25 2ZD, Scotland, UK   Email: andrea.testa@abdn.ac.uk   Email: m.zanda@abdn.ac.uk
,
Monica Piras
a   Kosterlitz Centre for Therapeutics, Institute of Medical Sciences, University of Aberdeen, Foresterhill, Aberdeen, AB25 2ZD, Scotland, UK   Email: andrea.testa@abdn.ac.uk   Email: m.zanda@abdn.ac.uk
,
Mike J. Hickey
b   AstraZeneca R&D, Alderley Edge, Mereside, Alderley Park, Macclesfield, Cheshire SK10 4TG, UK
,
Ian N. Fleming
c   Aberdeen Biomedical Imaging Centre, Lillian Sutton Building, Foresterhill, Aberdeen, AB25 2ZD, UK
,
Nicholas Bushby
b   AstraZeneca R&D, Alderley Edge, Mereside, Alderley Park, Macclesfield, Cheshire SK10 4TG, UK
,
Eva Lenz
b   AstraZeneca R&D, Alderley Edge, Mereside, Alderley Park, Macclesfield, Cheshire SK10 4TG, UK
,
Charles S. Elmore
d   AstraZeneca R&D, Pepparedsleden 1, Mölndal 431 83, Sweden
,
Matteo Zanda*
a   Kosterlitz Centre for Therapeutics, Institute of Medical Sciences, University of Aberdeen, Foresterhill, Aberdeen, AB25 2ZD, Scotland, UK   Email: andrea.testa@abdn.ac.uk   Email: m.zanda@abdn.ac.uk
› Author Affiliations
Further Information

Publication History

Received: 17 January 2014

Accepted: 17 February 2014

Publication Date:
18 March 2014 (online)


Abstract

Tritiated compounds are invaluable tools for in vitro and in vivo studies on bioactive molecules. Here we describe a ‘click-chemistry’-based strategy for deuteration and tritiation of multifunctional compounds and multimodal molecular imaging probes. The method relies on a palladium-mediated reductive deiodination of 5-iodo-1,2,3-triazoles in the presence of NaBD4, deuterium or tritium gas.

Supporting Information

 
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