Electrooptical Absorption Measurements (EOAM) Testify Existence of two Conformers of Prodan and Laurdan with Different Dipole Moments in Equilibrium Ground and Franck-Condon Excited State

被引:11
作者
Nemkovich, N. A. [1 ]
Detert, H. [1 ]
Roeder, N. [1 ]
机构
[1] Johannes Gutenberg Univ Mainz, Inst Organ Chem, Duesbergweg 10-14, D-55099 Mainz, Germany
关键词
Prodan; Laurdan; Dipole moments; Electrooptical absorption measurements (EOAM); Molecular Stark-effect spectroscopy; Conformers; INTRAMOLECULAR CHARGE-TRANSFER; STARK-EFFECT SPECTROSCOPY; ZETA VALENCE QUALITY; GAUSSIAN-BASIS SETS; FLUORESCENCE-SPECTRA; THERMOCHROMIC SHIFTS; ELECTRONIC STATES; PROBE PRODAN; ATOMS LI; DERIVATIVES;
D O I
10.1007/s10895-016-1809-0
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The results from the electrooptical absorption measurements (EOAM) on the equilibrium ground and excited Franck-Condon state dipole moments of Prodan and Laurdan in 1,4-dioxane are presented. As follows from experiments Prodan and Laurdan in the equilibrium ground and excited Franck-Condon state have two conformers with considerably different dipole moments. The electrical dipole moments and the transition dipole moment, obtained from the short-wavelength region of the absorption spectrum are parallel. The electrical dipole moments measured at the long-wavelength spectral region are parallel to each other but not parallel to the transition dipole moment m (a). The angle theta between the transition dipole moment m (a) and the dipole moment in the equilibrium ground state mu (g) of the long-wavelength conformer is about 30(0) for both probes. Obtained results evidence that donor-acceptor pairs of the short-wavelength and long-wavelength conformers are not located on the same axis. Two low-energy conformers of Prodan have been found by density functional theory (DFT) calculations, differing in the orientation of the carbonyl group towards the naphthalene system.
引用
收藏
页码:1563 / 1572
页数:10
相关论文
共 71 条
[41]   Molecular Stark-effect spectroscopy of Prodan and Laurdan in different solvents and electric dipole moments in their equilibrated ground and Franck-Condon excited state [J].
Nemkovich, N. A. ;
Baumann, W. .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2007, 185 (01) :26-31
[42]   DIPOLE-MOMENTS OF AMINOPHTHALIMIDES DETERMINED BY MODIFIED ELECTROOPTICAL ABSORPTION AND EMISSION MEASUREMENTS [J].
NEMKOVICH, NA ;
BAUMANN, W ;
REIS, H ;
DETZER, N .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1995, 89 (02) :127-133
[43]   Electro-optical and laser spectrofluorimetry study of coumarins 7 and 30: Evidence for the existence of the close-lying electronic states and conformers [J].
Nemkovich, NA ;
Baumann, W ;
Reis, H ;
Zvinevich, YV .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1997, 109 (03) :287-292
[44]   Site selectivity in excited-state intramolecular proton transfer in flavonols [J].
Nemkovich, NA ;
Kruchenok, JV ;
Rubinov, AN ;
Pivovarenko, VG ;
Baumann, W .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2001, 139 (01) :53-62
[45]   Dipole moments of 4′-aminoflavonols determined using electro-optical absorption measurements or molecular Stark-effect spectroscopy [J].
Nemkovich, NA ;
Baumann, W ;
Pivovarenko, VG .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2002, 153 (1-3) :19-24
[46]   An example of how to use AOT reverse micelle interfaces to control a photoinduced intramolecular charge-transfer process [J].
Novaira, Mercedes ;
Moyano, Fernando ;
Alicia Biasutti, M. ;
Silber, Juana J. ;
Mariano Correa, N. .
LANGMUIR, 2008, 24 (09) :4637-4646
[47]  
Ottavia J, 2013, THESIS
[48]  
Pande AH, 2000, BIOCH BIOPHYS, V88, P4084
[49]   MODULATION AND DYNAMICS OF PHASE PROPERTIES IN PHOSPHOLIPID MIXTURES DETECTED BY LAURDAN FLUORESCENCE [J].
PARASASSI, T ;
RAVAGNAN, G ;
RUSCH, RM ;
GRATTON, E .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1993, 57 (03) :403-410
[50]   Semiempirical studies of solvent effects on the intramolecular charge transfer of the fluorescence probe PRODAN [J].
Parusel, A .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1998, 94 (19) :2923-2927