Literature DB >> 20141131

Live-cell one- and two-photon uncaging of a far-red emitting acridinone fluorophore.

David Warther1, Frédéric Bolze, Jérémie Léonard, Sylvestre Gug, Alexandre Specht, David Puliti, Xiao-Hua Sun, Pascal Kessler, Yves Lutz, Jean-Luc Vonesch, Barbara Winsor, Jean-François Nicoud, Maurice Goeldner.   

Abstract

Total synthesis and photophysical properties of PENB-DDAO, a photoactivatable 1,3-dichloro-9,9-dimethyl-9H-acridin-2(7)-one (DDAO) derivative of a far-red emitting fluorophore, are described. The photoremovable group of the DDAO phenolic function comprises a donor/acceptor biphenyl platform which allows an efficient (> or = 95%) and rapid (< 15 micros time-range) release of the fluorescent signal and displays remarkable two-photon uncaging cross sections (delta(a) x Phi(u) = 3.7 GM at 740 nm). PENB-DDAO is cell permeable as demonstrated by the triggering of cytoplasmic red fluorescent signal in HeLa cells after one-photon irradiation (lambda(exc) around 360 nm) or by the generation of a red fluorescent signal in a delineated area of a single cell after two-photon photoactivation (lambda(exc) = 770 nm).

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Year:  2010        PMID: 20141131     DOI: 10.1021/ja9074562

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  14 in total

1.  Intracellular delivery of bioactive molecules using light-addressable nanocapsules.

Authors:  Kimberly A D Gregersen; Zachary B Hill; Jennifer C Gadd; Bryant S Fujimoto; Dustin J Maly; Daniel T Chiu
Journal:  ACS Nano       Date:  2010-11-30       Impact factor: 15.881

2.  Synthesis and Evaluation of Cytosolic Phospholipase A(2) Activatable Fluorophores for Cancer Imaging.

Authors:  Michael G Chiorazzo; Noah B Bloch; Anatoliy V Popov; Edward J Delikatny
Journal:  Bioconjug Chem       Date:  2015-10-28       Impact factor: 4.774

3.  Dual imaging and photoactivated nanoprobe for controlled cell tracking.

Authors:  Sarit S Agasti; Rainer H Kohler; Monty Liong; Vanessa M Peterson; Hakho Lee; Ralph Weissleder
Journal:  Small       Date:  2012-09-21       Impact factor: 13.281

Review 4.  Photoremovable protecting groups in chemistry and biology: reaction mechanisms and efficacy.

Authors:  Petr Klán; Tomáš Šolomek; Christian G Bochet; Aurélien Blanc; Richard Givens; Marina Rubina; Vladimir Popik; Alexey Kostikov; Jakob Wirz
Journal:  Chem Rev       Date:  2012-12-21       Impact factor: 60.622

5.  Visible-to-NIR-Light Activated Release: From Small Molecules to Nanomaterials.

Authors:  Roy Weinstain; Tomáš Slanina; Dnyaneshwar Kand; Petr Klán
Journal:  Chem Rev       Date:  2020-10-30       Impact factor: 60.622

6.  Theoretical investigation of a "turn-on" fluorescent sensor induced by complexation of mercury(II) ion.

Authors:  Yong Xia; Zhengjian Qi; Yueming Sun; Du Cao; Huanhuan Ling; Fan Yang; Xin Ji
Journal:  J Mol Model       Date:  2014-05-02       Impact factor: 1.810

7.  Water-soluble, donor-acceptor biphenyl derivatives in the 2-(o-nitrophenyl)propyl series: highly efficient two-photon uncaging of the neurotransmitter γ-aminobutyric acid at λ = 800 nm.

Authors:  Loïc Donato; Alexandre Mourot; Christopher M Davenport; Cyril Herbivo; David Warther; Jérémie Léonard; Frédéric Bolze; Jean-François Nicoud; Richard H Kramer; Maurice Goeldner; Alexandre Specht
Journal:  Angew Chem Int Ed Engl       Date:  2012-01-11       Impact factor: 15.336

Review 8.  Photoactivatable fluorophores and techniques for biological imaging applications.

Authors:  Wen-hong Li; Genhua Zheng
Journal:  Photochem Photobiol Sci       Date:  2012-01-17       Impact factor: 3.982

9.  Sulfatase-activated fluorophores for rapid discrimination of mycobacterial species and strains.

Authors:  Kimberly E Beatty; Monique Williams; Brian L Carlson; Benjamin M Swarts; Robin M Warren; Paul D van Helden; Carolyn R Bertozzi
Journal:  Proc Natl Acad Sci U S A       Date:  2013-07-22       Impact factor: 11.205

10.  Development of Photoactivated Fluorescent N-Hydroxyoxindoles and Their Application for Cell-Selective Imaging.

Authors:  Jinping Lai; An Yu; Letao Yang; Yixiao Zhang; Birju P Shah; Ki Bum Lee
Journal:  Chemistry       Date:  2016-03-23       Impact factor: 5.236

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