Photophysics of calixarenes bearing two or four dansyl fluorophores:: charge, proton and energy transfers

被引:52
作者
Métivier, R
Leray, I
Valeur, B
机构
[1] ENS Cachan, Dept Chim, Lab Photophys & Photochim Supramol & Macromol, CNRS,UMR 8531, F-94235 Cachan, France
[2] Conservatoire Natl Arts & Metiers, Lab Chim Gen, F-75141 Paris, France
关键词
D O I
10.1039/b314674j
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The photophysical properties of calixarenes bearing two and four dansyl derivatives (Calix-DANS2 and Calix-DANS4) were investigated in a CH3CN/H2O mixture ( 60 : 40 v/v). The carboxydansyl (DANS1) was used as a reference compound. The pH titration of DANS1 permits determination of two pK(A) values (2.4 and 6.3). The charge-transfer character of this type of fluorophore is discussed. The protonated dansyl group LH2+ undergoes photoinduced proton transfer. The photophysical characterization ( absorption spectra, emission spectra, quantum yield and fluorescence decays) of Calix-DANS2 and Calix-DANS4 showed that nonradiative energy transfer occurs from a dansyl. uorophore in the basic form to another one in the neutral form. The transfer efficiencies are 0.1 and 0.5 for Calix-DANS2 and Calix-DANS4, respectively. Fluorescence data analysis allowed us to determine the fractions of dansyl fluorophores in the basic and neutral forms.
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页码:374 / 380
页数:7
相关论文
共 27 条
[11]   A novel biomimetic zinc(II)-fluorophore, dansylamidoethyl-pendant macrocyclic tetraamine 1,4,7,10-tetraazacyclododecane (cyclen) [J].
Koike, T ;
Watanabe, T ;
Aoki, S ;
Kimura, E ;
Shiro, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (50) :12696-12703
[12]  
LAGUNOFF D, 1966, CR TRAV LAB CARLSB, V35, P63
[13]   STUDY OF SOLVENT EFFECTS ON FLUORESCENCE OF 1-(DIMETHYLAMINO)-5-NAPHTHALENESULFONIC ACID AND RELATED COMPOUNDS [J].
LI, YH ;
CHAN, LM ;
TYER, L ;
MOODY, RT ;
HIMEL, CM ;
HERCULES, DM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (11) :3118-3126
[14]   A highly sensitive and selective fluorescent molecular sensor for Pb(II) based on a calix[4]arene bearing four dansyl groups [J].
Métivier, R ;
Leray, I ;
Valeur, B .
CHEMICAL COMMUNICATIONS, 2003, (08) :996-997
[15]  
METIVIER R, IN PRESS
[16]   Synthesis of novel dansyl appended cyclodextrins. Self-inclusion and sensor properties [J].
Nelissen, HFM ;
Venema, F ;
Uittenbogaard, RM ;
Feiters, MC ;
Nolte, RJM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (10) :2045-2053
[17]  
Prodi L, 1999, EUR J INORG CHEM, P455
[18]  
Prodi L, 2001, HELV CHIM ACTA, V84, P690, DOI 10.1002/1522-2675(20010321)84:3<690::AID-HLCA690>3.0.CO
[19]  
2-L
[20]   ELECTRONIC INTERACTIONS AND INTERCHROMOPHORE EXCITATION TRANSFER [J].
SCHOLES, GD ;
GHIGGINO, KP .
JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (17) :4580-4590