Premium
Site‐Selective, Late‐Stage C−H 18 F‐Fluorination on Unprotected Peptides for Positron Emission Tomography Imaging
Author(s) -
Yuan Zheliang,
Nodwell Matthew B.,
Yang Hua,
Malik Noeen,
Merkens Helen,
Bénard François,
Martin Rainer E.,
Schaffer Paul,
Britton Robert
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201806966
Subject(s) - positron emission tomography , peptide , pet imaging , molecular imaging , chemistry , peptide synthesis , combinatorial chemistry , materials science , radiochemistry , nuclear medicine , medicine , biochemistry , in vivo , microbiology and biotechnology , biology
Peptides are often ideal ligands for diagnostic molecular imaging due to their ease of synthesis and tuneable targeting properties. However, labelling unmodified peptides with 18 F for positron emission tomography (PET) imaging presents a number of challenges. Here we show the combination of photoactivated sodium decatungstate and [ 18 F]‐ N ‐fluorobenzenesulfonimide effects site‐selective 18 F‐fluorination at the branched position in leucine residues in unprotected and unaltered peptides. This streamlined process provides a means to directly convert native peptides into PET imaging agents under mild aqueous conditions, enabling rapid discovery and development of peptide‐based molecular imaging tools.