整合素α_vβ_3靶向PET探针^(18)F-c(RGDfK)在Cu(Ⅰ)催化体系中的点击合成  

Synthesis of ^(18)F-c(RGDfK) as Integrin α_vβ_3 Targeted PET Tracer via Click Chemsitry with Cu(Ⅰ) Catalyst Systems

作　　者：施玲丽[1,2] 李剑波[1,2] 王成[1,2] 贾丽娜[1,2] 汪勇先[1] 张岚[1] 

机构地区：[1]中国科学院上海应用物理研究所,上海201800 [2]中国科学院研究生院,北京100049

出　　处：《高等学校化学学报》2012年第7期1486-1489,共4页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:10805069;10875163)资助

摘　　要：通过2-叠氮乙基对甲苯磺酸酯的18F-亲核取代反应,制备了[18F]2-氟叠氮乙烷,并与丙炔酸修饰的c(RGDfK)反应,采用常用的CuSO4/NaVc催化体系,并尝试了CuI(s)和CuI/NH4OH 2种催化体系,通过点击化学方法合成了整合素αvβ3靶向PET探针[18F]氟乙基-1,4-取代1,2,3-三唑c(RGDfK)[18F-c(RGD-fK)].在CuSO4/NaVc的催化下,18F-c(RGDfK)的总合成时间约为60 min,总收率62%(从[18F]F-起计,经过衰变校正).实验结果表明,点击化学方法高效便捷,适于多肽的18F标记.As one of the most important types of Click chemistry,copper-catalyzed 1,3-dipolar cycloaddition reaction has attracted great attention.In this study,2-fluoroethyl azide（FEA） was synthesized by nucleophilic substitution of 18F-.Then,fluoroethyl-1H-1,2,3-triazole-4-c（RGDfK）[18F-c（RGDfK）] was radio-synthesized as integrin αvβ3 targeted PET tracer fast and efficiently via Click reaction of FEA with propioloyl c（RGDfK）.Three catalyst systems of click reaction were investigated： CuSO4/NaVc,CuI（s） and CuI/NH4OH,the last two have been used in peptide-click-labeling for the first time.While CuSO4/NaVc catalysing the Click reaction,the total radio-chemistry yield of 18F-c（RGDfK） was 62% and the synthesis time was about 60 min（decay-corrected）.Click chemistry has demonstrated to be an extraordinarily efficient and convenient method for the preparation of 18F labeled peptides.

关 键 词：点击化学 18F标记 1 3-偶极环加成 叠氮化物 精氨酸-甘氨酸-天冬氨酸(RGD)序列 

分 类 号：O621.35[理学—有机化学]