title: Stoichiometry-focused (18)F-labeling of alkyne-substituted oligodeoxynucleotides using azido([(18)F]fluoromethyl)benzenes by Cu-catalyzed Huisgen reaction.
abstract: A novel method for (18)F-radiolabeling of oligodeoxynucleotides (ODNs) by a Cu-catalyzed Huisgen reaction has been developed by using the lowest possible amount of the precursor biomolecule for the realization of stoichiometry-oriented PET (positron emission tomography) chemistry. Under the optimized cyclization conditions of p- or m-azido([(18)F]fluoromethyl)benzene and alkyne-substituted ODN (20nmol) at 40°C for 15min in the presence of CuSO(4), TBTA [tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine], and sodium ascorbate (2:1:2), the synthesis of (18)F-labeled ODNs with sufficiently high radioactivities of 2.1-2.5GBq and specific radioactivities of 1800-2400GBq/μmol have been accomplished for use in animal and human PET studies.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
authors.forename: Takeshi
authors.initials: T
authors.lastname: Kuboyama
authors.forename: Motoi
authors.initials: M
authors.lastname: Nakahara
authors.forename: Masafumi
authors.initials: M
authors.lastname: Yoshino
authors.forename: Yilong
authors.initials: Y
authors.lastname: Cui
authors.forename: Takeo
authors.initials: T
authors.lastname: Sako
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Wada
authors.forename: Takeshi
authors.initials: T
authors.lastname: Imanishi
authors.forename: Satoshi
authors.initials: S
authors.lastname: Obika
authors.forename: Yasuyoshi
authors.initials: Y
authors.lastname: Watanabe
authors.forename: Masaaki
authors.initials: M
authors.lastname: Suzuki
authors.forename: Hisashi
authors.initials: H
authors.lastname: Doi
mesh_terms: D000818:Animals; D001555:Benzene Derivatives / Q000737:chemistry*; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D003300:Copper / Q000737:chemistry*; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D006801:Humans; D008297:Male; D009838:Oligodeoxyribonucleotides / Q000737:chemistry*; D049268:Positron-Emission Tomography; D051381:Rats; D017207:Rats, Sprague-Dawley; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
chemical_list: D001555:Benzene Derivatives; D005462:Fluorine Radioisotopes; D009838:Oligodeoxyribonucleotides; D003300:Copper