TY - JOUR
AU - Cavani, Melanie
AU - Bier, Dirk
AU - Holschbach, Marcus
AU - Coenen, Heinrich Hubert
TI - Efficient synthesis of [$^{18}$ F]FPyME: A new approach for the preparation of maleimide-containing prosthetic groups for the conjugation with thiols
JO - Journal of labelled compounds and radiopharmaceuticals
VL - 60
IS - 1
SN - 0362-4803
CY - New York, NY [u.a.]
PB - Wiley
M1 - FZJ-2016-07110
SP - 87-92
PY - 2017
AB - An improved high yielding radiosynthesis of the known thiol-reactive maleimide-containing prosthetic group1-[3-(2-[18F]fluoropyridine-3-yloxy)propyl]pyrrole-2,5-dione ([18F]FPyME) is described. The target compound was obtained by a two-step one-pot procedure starting from a maleimide-containing nitro-precursor that was protected as a Diels-Alder adduct with 2,5-dimethylfurane. Nucleophilic radiofluorination followed by heat induced deprotection through a Retro Diels Alder reaction yielded, after chromatographic isolation, [18F]FPyME with a radiochemical yield of 20% in about 60 min overall synthesis time. A variety of other [18F]fluoropyridine based maleimide-containing prosthetic groups should be accessible via the described synthetic strategy.
LB - PUB:(DE-HGF)16
UR - <Go to ISI:>//WOS:000393835900011
DO - DOI:10.1002/jlcr.3469
UR - https://juser.fz-juelich.de/record/824538
ER -