18F-fluorothiols:: A new approach to label peptides chemoselectively as potential tracers for positron emission tomography
18F-fluorothiols:: A new approach to label peptides chemoselectively as potential tracers for positron emission tomography
复制标题
DOI：
10.1021/bc0498774
复制
发表时间：
2004-11-01
影响因子：
4.7
通讯作者：
Cuthbertson, A
中科院分区：
文献类型：
--
作者：
Glaser, M;Karlsen, H;Cuthbertson, A
[F-18]氟硫醇是新一代肽标记试剂。本文介绍了合适的甲磺酰基前体的制备及其在无载体添加的 F-18-氟硫醇放射合成中的用途。研究了以相应的甲磺酰基前体为原料制备(3-[F-18]氟丙基硫基)三苯基甲烷、(2-12-[2-(2-[F-18]氟乙氧基)乙氧基]乙氧基}乙基硫基)三苯基甲烷和4-[F-18]氟甲基-N-[2-三苯基甲硫基)乙基]苯甲酰胺。去除三苯甲烷保护基团后，18F-氟硫醇与N-末端氯乙酰化模型肽CICH2C(O)-LysGlyPheGlyLys反应。 F-18 标记的分离模型肽（经衰变校正为 F-18 氟化物）的相应放射化学产率分别为 10%、32% 和 1%。这些结果表明 F-18-氟硫醇作为正电子发射断层扫描 (PET) 示踪剂对肽进行化学选择性标记具有相当大的潜力。
[F-18]Fluorothiols are a new generation of peptide labeling reagents. This article describes the preparation of suitable methanesulfonyl precursors and their use in no-carrier-added radiosyntheses of F-18-fluorothiols. The preparations of (3- [F-18] fluoropropylsulfanyl)triphenylmethane, (2-12- [2-(2- [F-18] fluoroethoxy)ethoxy]ethoxy}ethylsulfanyl)triphenylmethane, and 4-[F-18]fluoromethyl-N-[2-triphenylmethanesulfanyl)ethyl]benzamide starting from the corresponding methanesulfonyl precursors were investigated. Following the removal of the triphenylmethane protecting group, the 18F-fluorothiols were reacted with the N-terminal chloroacetylated model peptide CICH2C(O)-LysGlyPheGlyLys. The corresponding radiochemical yields of F-18-labeled isolated model peptide, decay-corrected to F-18 fluoride, were 10%, 32%, and 1%, respectively. These results indicate a considerable potential of F-18-fluorothiols for the chemoselective labeling of peptides as tracers for positron emission tomography (PET).