Department of Chemistry, University of Western Ontario, 1151 Richmond Street, London, ON, N6A 5B7, Canada.
Lawson Health Research Institute, 268 Grosvenor Street, London, ON, N6A 4V2, Canada.
ChemMedChem. 2018 Aug 20;13(16):1625-1628. doi: 10.1002/cmdc.201800334. Epub 2018 Jul 23.
A new fluorine-containing azadibenzocyclooctyne (ADIBO-F) was designed using a synthetically accessible pathway. The fluorine-18 prosthetic group was prepared from its toluenesulfonate precursor and isolated in 21-35 % radiochemical yield in 30 minutes of synthetic time. ADIBO-F has been incorporated into azide-functionalized, cancer-targeting peptides through a strain-promoted alkyne-azide cycloaddition with high radiochemical yields and purities. The final products are novel peptide-based positron emission tomography (PET) imaging agents that possess high affinities for their targets, growth hormone secretagogue receptor 1a (GHSR-1a) and gastrin-releasing peptide receptor (GRPR), with IC values of 9.7 and 0.50 nm, respectively. This is a new and rapid labelling option for the incorporation of fluorine-18 into biomolecules for PET imaging.
一种新的含氟氮杂双环[8.2.0]辛炔（ADIBO-F）通过一种可合成的途径设计。氟-18 前体从其甲苯磺酸盐前体制备，并在 30 分钟的合成时间内以 21-35%的放射化学产率分离。ADIBO-F 通过应变促进的炔烃-叠氮环加成反应掺入叠氮功能化的癌症靶向肽中，具有高放射化学产率和纯度。最终产物是新型基于肽的正电子发射断层扫描（PET）成像剂，对其靶标，生长激素促分泌素受体 1a（GHSR-1a）和胃泌素释放肽受体（GRPR）具有高亲和力，IC 值分别为 9.7 和 0.50nm。这是将氟-18 掺入用于 PET 成像的生物分子中的一种新的快速标记选择。
