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Conformationally Restricted Dipyrromethene Boron Difluoride (BODIPY) Dyes: Highly Fluorescent, Multicolored Probes for Cellular Imaging
Author(s) -
Zheng Qingdong,
Xu Gaixia,
Prasad Paras N.
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800309
Subject(s) - bodipy , fluorescence , photochemistry , chemistry , absorption (acoustics) , quantum yield , boron , benzaldehyde , materials science , organic chemistry , optics , catalysis , physics , composite material
Novel fluorescent, conformationally restricted dipyrromethene boron difluoride (BODIPY) dyes have been prepared by introducing a naphthalenyl group at the meso position of the BODIPY core. These BODIPY dyes exhibit increased fluorescence quantum yields compared with dyes that have a meso ‐position phenyl group with internal rotation. The absorption and emission wavelengths of such conformationally restricted BODIPY dyes can be easily tuned to the near‐IR range by derivatization through a condensation reaction with benzaldehyde derivatives. The two‐photon absorption properties of these BODIPY dyes were also investigated and the results show that they exhibit increased two‐photon excited fluorescence compared to analogue dyes that contain a phenyl group. The one‐ and two‐photon fluorescence imaging of living cells by using selected BODIPY dyes has been successfully demonstrated.