影像科学与光化学2011，Vol.29Issue(3)：181-193,13.
异咯嗪修饰富勒烯-聚丙烯酸的合成及其与DNA的相互作用
Synthesis of Isoalioxazine Modified C60-polypropylene Acid and Its Interaction with DNA
摘要
Abstract
Poly (acrylic acid) conjugated fullerene (C60-PAA) is synthesized by free-radical po1ymerization. C60-PAA is covalently linked with riboflavin analogue 6, 7-Dimethyl-9-( 2'hydroxyethyl)-isoalloxazine through esterification reaction, affording C60-PAA-DHIX. The products are characterized by Fourier transform infrared spectroscopy (FT-IR), proton nuclear magnetic resonance (1 H NMR), UV-visible absorption spectroscopy (UV-Vis), and fluorescence spectroscopy. Cyclic voltammetry results show that the first reduction potential of fullerene moiety is higher than that of DHIX moiety in C60-PAA-DHIX. ESR results indicate that multi-step photoinduced electron-transfer processes may occur between C60-PAA-DHIX and N, N-dimethyl aniline under irradiation. One-electron transfer from N, N-dimethyl aniline to excited-state DHIX induces the generation of DHIX-. radical, followed by electron transfer from the DHIX-. radical to C60, forming the corresponding anion radical of C60 (C60-.). The results obtained from DNA melting experiments, UV-Vis absorption and fluorescence spectra suggest that C60-PAA-DHIX could interact with CT DNA through groove binding mechanism.However, C60-PAA can only weakly interact with DNA. C60-PAA-DHIX exhibited stronger DNA photodamage ability on plasma DNA than C60-PAA under anaerobic condition.关键词
富勒烯聚合物/异咯嗪/光诱导电子转移/沟槽结合/DNA光损伤Key words
fullerene polymer/ isoalloxazine/ photoinduced electron transfer/ groove binding/DNA photocleavage分类
化学化工引用本文复制引用
王中丽,高云燕,欧植泽,郭创龙,李海霞,金和林..异咯嗪修饰富勒烯-聚丙烯酸的合成及其与DNA的相互作用[J].影像科学与光化学,2011,29(3):181-193,13.基金项目
国家自然科学基金(21073143) （21073143）
教育部留学回国人员科研启动基金(N9YK0003,N9YK0005) （N9YK0003,N9YK0005）
西北工业大学基础研究基金(JC200822,JC20100239)资助项目. （JC200822,JC20100239）
