Development of a library of 6-arylcoumarins as candidate fluorescent sensors

被引:57
作者
Hirano, Tomoya [1 ]
Hiromoto, Kenichi [1 ]
Kagechika, Hiroyuki [1 ]
机构
[1] Tokyo Med & Dent Univ, Sch Biomed Sci, Inst Biomat & Bioengn, Chiyoda Ku, Tokyo 1010062, Japan
关键词
D O I
10.1021/ol070142z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A bromocoumarin scaffold (1) was reacted with various boronic acid derivatives (2a-l) to afford a library of 6-arylcoumarins (3a-l). This library was found to contain candidate fluorescent sensors for peptidase activity and for nitric oxide.
引用
收藏
页码:1315 / 1318
页数:4
相关论文
共 25 条
[1]  
[Anonymous], 2006, PRINCIPLES FLUORESCE
[2]   Matrix screening of substituted N-aryl-1,8-naphthalimides reveals new dual fluorescent dyes and unusually bright pyridine derivatives [J].
Cao, H ;
Chang, V ;
Hernandez, R ;
Heagy, MD .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (13) :4929-4934
[3]   Synthesis and fluorescence properties of substituted 7-aminocoumarin-3-carboxylate derivatives [J].
Corrie, JET ;
Munasinghe, VRN ;
Rettig, W .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (06) :1447-1455
[4]   Effect of protic solvents on twisted intramolecular charge transfer state formation in coumarin-152 and coumarin-481 dyes [J].
Dahiya, P ;
Kumbhakar, M ;
Mukherjee, T ;
Pal, H .
CHEMICAL PHYSICS LETTERS, 2005, 414 (1-3) :148-154
[5]   Signaling recognition events with fluorescent sensors and switches [J].
de Silva, AP ;
Gunaratne, HQN ;
Gunnlaugsson, T ;
Huxley, AJM ;
McCoy, CP ;
Rademacher, JT ;
Rice, TE .
CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566
[6]   Combinatorial discovery of fluorophores and fluorescent probes [J].
Finney, NS .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2006, 10 (03) :238-245
[7]   Highly sensitive fluorescence probes for nitric oxide based on boron dipyrromethene chromophore-rational design of potentially useful bioimaging fluorescence probe [J].
Gabe, Y ;
Urano, Y ;
Kikuchi, K ;
Kojima, H ;
Nagano, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (10) :3357-3367
[8]   MEDIUM EFFECTS ON FLUORESCENCE QUANTUM YIELDS AND LIFETIMES FOR COUMARIN LASER-DYES [J].
JONES, G ;
JACKSON, WR ;
HALPERN, AM .
CHEMICAL PHYSICS LETTERS, 1980, 72 (02) :391-395
[9]   PREPARATION, PHOTOCHEMISTRY, AND ELECTRONIC-STRUCTURES OF COUMARIN LASER-DYE COMPLEXES OF CYCLOPENTADIENYLRUTHENIUM(II) [J].
KOEFOD, RS ;
MANN, KR .
INORGANIC CHEMISTRY, 1989, 28 (12) :2285-2290
[10]   Detection and imaging of nitric oxide with novel fluorescent indicators: Diaminofluoresceins [J].
Kojima, H ;
Nakatsubo, N ;
Kikuchi, K ;
Kawahara, S ;
Kirino, Y ;
Nagoshi, H ;
Hirata, Y ;
Nagano, T .
ANALYTICAL CHEMISTRY, 1998, 70 (13) :2446-2453