Excited State Intramolecular Proton Transfer and Photophysics of a New Fluorenyl Two-Photon Fluorescent Probe

    Authors

    A. R. Morales; K. J. Schafer-Hales; C. O. Yanez; M. V. Bondar; O. V. Przhonska; A. I. Marcus;K. D. Belfield

    Comments

    Authors: contact us about adding a copy of your work at STARS@ucf.edu

    Abbreviated Journal Title

    ChemPhysChem

    Keywords

    bioimaging agents; fluorescent probes; hydrogen bonding; photophysics; two-photon induced fluorescence; OPTICAL-DATA STORAGE; ONE-PHOTON; ENERGY-TRANSFER; DERIVATIVES; ABSORPTION; EXCITATION; 2-(2-HYDROXYPHENYL)BENZOTHIAZOLE; ANISOTROPY; PHOTOSTABILITY; CHROMOPHORES; Chemistry, Physical; Physics, Atomic, Molecular & Chemical

    Abstract

    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 similar to 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.

    Journal Title

    Chemphyschem

    Volume

    10

    Issue/Number

    12

    Publication Date

    1-1-2009

    Document Type

    Article

    Language

    English

    First Page

    2073

    Last Page

    2081

    WOS Identifier

    WOS:000269398800018

    ISSN

    1439-4235

    Share

    COinS