Reversible Photochemical Control of Singlet Oxygen Generation Using Diarylethene Photochromic Switches

被引:141
作者
Hou, Lili
Zhang, Xiaoyan
Pijper, Thomas C.
Browne, Wesley R. [1 ]
Feringa, Ben L.
机构
[1] Univ Groningen, Ctr Syst Chem, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands
基金
欧洲研究理事会;
关键词
PHOTODYNAMIC THERAPY; QUANTUM YIELDS; ELECTRON-TRANSFER; ZN-PORPHYRIN; PHOTOSENSITIZERS; LUMINESCENCE; MECHANISMS; WATER;
D O I
10.1021/ja4122473
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reversible noninvasive control over the generation of singlet oxygen is demonstrated in a bicomponent system comprising a diarylethene photochromic switch and a porphyrin photosensitizer by selective irradiation at distinct wavelengths. The efficient generation of singlet oxygen by the photosensitizer is observed when the diarylethene unit is in the colorless open form. Singlet oxygen generation is not observed when the diarylethene is converted to the closed form. Irradiation of the closed form with visible light (>470 nm) leads to full recovery of the singlet oxygen generating ability of the porphyrin sensitizer.
引用
收藏
页码:910 / 913
页数:4
相关论文
共 55 条
[1]   A Photocontrolled Molecular Switch Regulates Paralysis in a Living Organism [J].
Al-Atar, Usama ;
Fernandes, Rylan ;
Johnsen, Bob ;
Baillie, David ;
Branda, Neil R. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (44) :15966-15967
[2]   Photosensitizers in clinical PDT [J].
Allison, Ron R. ;
Downie, Gordon H. ;
Cuenca, Rosa ;
Hu, Xin-Hua ;
Childs, Carter J. H. ;
Sibata, Claudio H. .
PHOTODIAGNOSIS AND PHOTODYNAMIC THERAPY, 2004, 1 (01) :27-42
[3]   Reactive oxygen species: Metabolism, oxidative stress, and signal transduction [J].
Apel, K ;
Hirt, H .
ANNUAL REVIEW OF PLANT BIOLOGY, 2004, 55 :373-399
[4]   Photodynamic therapy and anti-tumour immunity [J].
Castano, Ana P. ;
Mroz, Pawel ;
Hamblin, Michael R. .
NATURE REVIEWS CANCER, 2006, 6 (07) :535-545
[5]   Protease-triggered photosensitizing beacon based on singlet oxygen quenching and activation [J].
Chen, J ;
Stefflova, K ;
Niedre, MJ ;
Wilson, BC ;
Chance, B ;
Glickson, JD ;
Zheng, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (37) :11450-11451
[6]   Advances in singlet oxygen chemistry [J].
Clennan, EL ;
Pace, A .
TETRAHEDRON, 2005, 61 (28) :6665-6691
[7]   DNA-programmed control of photosensitized singlet oxygen production [J].
Cló, E ;
Snyder, JW ;
Voigt, NV ;
Ogilby, PR ;
Gothelf, KV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (13) :4200-4201
[8]   Control and selectivity of photosensitized singlet oxygen production:: Challenges in complex biological systems [J].
Clo, Emiliano ;
Snyder, John W. ;
Ogilby, Peter R. ;
Gothelf, Kurt V. .
CHEMBIOCHEM, 2007, 8 (05) :475-481
[9]   METAL PHTHALOCYANINES AND PORPHYRINS AS PHOTOSENSITIZERS FOR REDUCTION OF WATER TO HYDROGEN [J].
DARWENT, JR ;
DOUGLAS, P ;
HARRIMAN, A ;
PORTER, G ;
RICHOUX, MC .
COORDINATION CHEMISTRY REVIEWS, 1982, 44 (01) :83-126
[10]   Singlet oxygen-mediated damage to proteins and its consequences [J].
Davies, MJ .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2003, 305 (03) :761-770