title: General method for labeling siRNA by click chemistry with fluorine-18 for the purpose of PET imaging.
abstract: 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.
authors.affiliation: Cyclotron Research Center, Université de Liège, Sart-Tilman B.30, B-4000 Liège, Belgium.
authors.forename: Frédéric
authors.initials: F
authors.lastname: Mercier
authors.forename: Jérôme
authors.initials: J
authors.lastname: Paris
authors.forename: Geoffroy
authors.initials: G
authors.lastname: Kaisin
authors.forename: David
authors.initials: D
authors.lastname: Thonon
authors.forename: Jessica
authors.initials: J
authors.lastname: Flagothier
authors.forename: Nathalie
authors.initials: N
authors.lastname: Teller
authors.forename: Christian
authors.initials: C
authors.lastname: Lemaire
authors.forename: André
authors.initials: A
authors.lastname: Luxen
mesh_terms: D000480:Alkynes / Q000737:chemistry; D057930:Click Chemistry; D005462:Fluorine Radioisotopes; D005464:Fluorobenzenes / Q000737:chemistry; D007553:Isotope Labeling / Q000379:methods*; D009843:Oligoribonucleotides / Q000737:chemistry; D049268:Positron-Emission Tomography / Q000379:methods*; D012330:RNA, Double-Stranded / Q000737:chemistry; D034741:RNA, Small Interfering / Q000737:chemistry*
chemical_list: C541480:1-(azidomethyl)-4-((18)F)-fluorobenzene; D000480:Alkynes; D005462:Fluorine Radioisotopes; D005464:Fluorobenzenes; D009843:Oligoribonucleotides; D012330:RNA, Double-Stranded; D034741:RNA, Small Interfering