Mercier Frédéric, Paris Jérôme, Kaisin Geoffroy, Thonon David, Flagothier Jessica, Teller Nathalie, Lemaire Christian, Luxen André
Cyclotron Research Center, Université de Liège, Sart-Tilman B.30, B-4000 Liège, Belgium.
Bioconjug Chem. 2011 Jan 19;22(1):108-14. doi: 10.1021/bc100263y. Epub 2010 Dec 21.
The alkyne-azide Cu(I)-catalyzed Huisgen cycloaddition, a click-type reaction, was used to label a double-stranded oligonucleotide (siRNA) with fluorine-18. An alkyne solid support CPG for the preparation of monostranded oligonucleotides functionalized with alkyne has been developed. Two complementary azide labeling agents (1-(azidomethyl)-4-[(18)F]fluorobenzene) and 1-azido-4-(3-[(18)F]fluoropropoxy)benzene have been produced with 41% and 35% radiochemical yields (decay-corrected), respectively. After annealing with the complementary strand, the siRNA was directly labeled by click chemistry with [(18)F]fluoroazide to produce the [(18)F]-radiolabeled siRNA with excellent radiochemical yield and purity.
炔烃-叠氮化物铜（I）催化的Huisgen环加成反应（一种点击型反应）被用于用氟-18标记双链寡核苷酸（siRNA）。已开发出一种用于制备炔烃功能化单链寡核苷酸的炔烃固相载体CPG。制备了两种互补的叠氮化物标记剂（1-（叠氮甲基）-4-[(18)F]氟苯）和1-叠氮基-4-（3-[(18)F]氟丙氧基）苯，其放射化学产率（衰变校正后）分别为41%和35%。与互补链退火后，siRNA通过点击化学直接用[(18)F]氟叠氮化物标记，以产生具有优异放射化学产率和纯度的[(18)F]放射性标记的siRNA。
