Excited State Intramolecular Proton Transfer and Photophysics of a New Fluorenyl Two-Photon Fluorescent Probe
| Autor: | Mykhailo V. Bondar, Alma R. Morales, Olga V. Przhonska, Katherine J. Schafer-Hales, Ciceron O. Yanez, Kevin D. Belfield, Adam I. Marcus |
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| Rok vydání: | 2009 |
| Předmět: |
Chemistry
Hydrogen bond Substituent Biological Transport Fluorene Photochemistry Two-photon absorption Fluorescence Article Atomic and Molecular Physics and Optics Absorption chemistry.chemical_compound Spectrometry Fluorescence Benzothiazole Excited state Intramolecular force COS Cells Chlorocebus aethiops Animals Benzothiazoles Protons Physical and Theoretical Chemistry Fluorescent Dyes |
| Zdroj: | ChemPhysChem. 10:2073-2081 |
| ISSN: | 1439-7641 1439-4235 |
| DOI: | 10.1002/cphc.200900032 |
| Popis: | The steady-state photophysical, NMR, and two-photon absorption (2PA) properties of a new fluorene derivative (1) containing the 2-(2'-hydroxyphenyl)benzothiazole (HBT) terminal construct is investigated for use as a fluorescence probe in bioimaging. A comprehensive analysis of the linear spectral properties reveals inter- and intramolecular hydrogen bonding and excited state intramolecular proton transfer (ESIPT) processes in the HBT substituent. A specific electronic model with a double minimum potential energy surface is consistent with the observed spectral properties. The 2PA spectra are obtained using a standard two-photon induced fluorescence method with a femtosecond kHz laser system, affording a maximum 2PA cross section of approximately 600 GM, a sufficiently high value for two-photon fluorescence imaging. No dependence of two-photon absorption efficiency on solvent properties and hydrogen bonding in the HBT substituent is observed. The potential use of this fluorenyl probe in bioimaging is demonstrated via one- and two-photon fluorescence imaging of COS-7 cells. |
| Databáze: | OpenAIRE |
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