Fluorescence Properties of Benz[f]indole, a Wavelength and Quenching Selective Tryptophan Analog
| Autor: | Patrik R. Callis, Mark L. McLaughlin, Guillermo A. Morales, Bo Liu, Mary D. Barkley |
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| Rok vydání: | 2000 |
| Předmět: | |
| Zdroj: | The Journal of Physical Chemistry B. 104:1837-1843 |
| ISSN: | 1520-5207 1520-6106 |
| DOI: | 10.1021/jp9925536 |
| Popis: | Tryptophan analogues with unique spectral and photophysical properties offer intrinsic fluorescent probes for studying peptide−protein and protein−protein interactions. Two benzannulated indole derivatives, benz[f]indole and 3-methylbenz[f]indole, were synthesized and their fluorescence was characterized. The absorption and fluorescence emission spectra are red shifted about 75 nm to the red of the spectra of indole and 3-methylindole. INDO/S−CIS computations indicate two nearly degenerate lowest excited singlet states, analogous to the 1La and 1Lb transitions of indoles but with almost collinear transition moments. The limiting excitation anisotropy spectra increase and the emission anisotropy spectra decrease with increasing wavelength, probably due to vibronic coupling of the 1La state with higher energy B states. Solvent and temperature effects on the wavelength of maximum emission argue that emission occurs from 1La in polar environments. The fluorescence quantum yields and lifetimes are high and ess... |
| Databáze: | OpenAIRE |
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