GFP生色团衍生物的合成及其荧光性能  

Synthesis and Fluorescence Properties of the GFP Chromophores' Derivatives

作　　者：叶剑衡 王超[1] 底霄 孙健[1] 唐卓[1] 

机构地区：[1]中国科学院成都生物研究所天然药物室,四川成都610041 [2]中国科学院大学,北京100049

出　　处：《合成化学》2016年第3期231-234,共4页Chinese Journal of Synthetic Chemistry

基　　金：国家863项目子课题

摘　　要：以N-甲基乙酰胺或N-甲基苯甲酰胺为起始原料,与氯乙酰氯经酰化反应后,与叠氮钠经取代反应制得二酰亚胺(2);2在三苯基膦的催化下发生分子内氮杂Witting反应制得关键中间体——咪唑啉酮(3);3与芳醛在碱性条件下经缩合反应合成了8个新型的GFP生色团衍生物(5a^5h),其结构经1H NMR和13C NMR表征。对5a^5h的激发波长和发射波长进行了研究。结果表明,与对羟基苯咪唑啉酮(p-HOBDI)相比,大部分化合物的发射波长发生了比较显著的红移,其中2-羟基-5-硝基苯咪唑啉酮的发射波长达614 nm。Eight novel analogs（ 5a ~ 5h） of fluorescent protein chromophore were designed and synthesized by condensation between aromatic aldehydes and imidazolinones,which were obtained by acetylation,substitution and Wittiong reaction,starting from N-methylacetamide or N-methylbenzamide. The structures were characterized by1 H NMR and13 C NMR. The optical study showed that the fluorescent emission wavelengths of most compounds were red-shifted compared with p-hydroxybenzylideneimidazolinone. The emission wavelength of（ Z）-4-（ 2-hydroxy-5-nitrobenzylidene）-1-methyl-2-phenyl-1H-imidazol-5（ 4H）-one was 614 nm.

关 键 词：GFP 咪唑啉酮 芳香醛 合成 光学性质 

分 类 号：O625.15[理学—有机化学] O621.3[理学—化学]