Site-Selective Hydrogen-Bonding-Induced Fluorescence Quenching of Highly Solvatofluorochromic GFP-like Chromophores

被引:78
作者
Huang, Guan-Jhih [1 ]
Ho, Jinn-Hsuan [2 ]
Prabhakar, Ch. [1 ]
Liu, Yi-Hung [1 ]
Peng, Shie-Ming [1 ]
Yang, Jye-Shane [1 ]
机构
[1] Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan
[2] Natl Taiwan Univ Sci & Technol, Dept Chem Engn, Taipei 10607, Taiwan
关键词
PROTEIN CHROMOPHORE; EXCITED-STATE; MOLECULAR-STRUCTURE; PHOTOISOMERIZATION; PHOTOCHEMISTRY; AMINOSTILBENES; DEACTIVATION; CONFORMATION; MECHANISM; ANALOGS;
D O I
10.1021/ol302237k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The unconstrained green fluorescence protein (GFP)-like chromophore m-DMABDI displays a high solvatofluorochromicity in aprotic solvents, but the fluorescence is quenched in protic solvents. According to the site-specific intramolecularly hydrogen-bonded analogs 1OH and 2OH, the hydrogen bonding to the carbonyl oxygen is more important than that to the imino nitrogen of the imidazolinone group in the fluorescence quenching.
引用
收藏
页码:5034 / 5037
页数:4
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