BODIPY appended cone-calix[4]arene:: selective fluorescence changes upon Ca2+ binding

被引:71
作者
Kim, Hyun Jung [1 ]
Kim, Jong Seung [1 ]
机构
[1] Dankook Univ, Inst Nanosensor & Biotechnol, Dept Chem, Seoul 140714, South Korea
关键词
calixarenes; fluorescence; reverse PET;
D O I
10.1016/j.tetlet.2006.07.088
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
BODIPY appended new calix[4]arene diethyl ester (1) has been synthesized in the cone conformation. With respect to fluorescence intensity changes upon metal ion complexation, 1 shows a Ca2+ ion selectivity over other metal cations. Presence of two proximal hydroxyl groups and two facing ethyl esters in BODIPY-calix[4]arene were observed to play an important role in exhibiting its selective Ca2+ ion binding. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7051 / 7055
页数:5
相关论文
共 27 条
[1]   Boradiazaindacene-appended calix[4]arene: Fluorescence sensing of pH near neutrality [J].
Baki, CN ;
Akkaya, EU .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (04) :1512-1513
[2]   Chiral discrimination with a fluorescent boron-dipyrromethene dye [J].
Beer, G ;
Rurack, K ;
Daub, J .
CHEMICAL COMMUNICATIONS, 2001, (12) :1138-1139
[3]  
BEER PD, 1995, J CHEM SOC CHEM COMM, P1755
[4]   Luminescent sensors and switches in the early 21st century [J].
Callan, JF ;
de Silva, AP ;
Magri, DC .
TETRAHEDRON, 2005, 61 (36) :8551-8588
[5]   Fluorescent ratiometry of tetrahomodioxacalix[4]arene pyrenylamides upon cation complexation [J].
Choi, JK ;
Lee, A ;
Kim, S ;
Ham, S ;
No, K ;
Kim, JS .
ORGANIC LETTERS, 2006, 8 (08) :1601-1604
[6]  
CILLINS EM, 1991, J CHEM SOC P1, P3137
[7]  
Connors K. A, 1987, BINDING CONSTANTS ME
[8]   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
[9]  
Desvergne J.P., 1997, NATO ASI SERIES
[10]   Fluorescent probe for monosaccharides based on a functionalized boron-dipyrromethene with a boronic acid group [J].
DiCesare, N ;
Lakowicz, JR .
TETRAHEDRON LETTERS, 2001, 42 (52) :9105-9108