Online citations, reference lists, and bibliographies.
← Back to Search

Electrochemiluminescence Properties Of A Carboxy Functionalised BODIPY

A. Venkatanarayanan, A. Martín, T. Keyes, R. Forster
Published 2012 · Chemistry

Save to my Library
Download PDF
Analyze on Scholarcy
Share
Abstract A novel electrochemiluminescent reagent, 2,6-Diethyl-1,3,5,7-tetramethyl-8-[(2-fluorophenyl)-6-methoxy-1,5-naphthyridine-3-carboxy]-4,4′‐difluoroboradiazaindacene, BODIPY-COOH, capable of direct conjugation to a wide range of biomolecules has been developed. BODIPY-COOH shows a high fluorescence quantum yield, ϕ  = 0.67 ± 0.03, which significantly exceeds the range of 0.33 to 0.41 previously reported for structurally similar dyes. In the presence of persulfate, the dye generates significant electrochemiluminescence, ECL. Significantly, at high concentrations, quenching of the ECL is observed due to dimerisation.
This paper references
10.1016/J.TETLET.2007.09.074
A simple method for the alkaline hydrolysis of esters
V. Theodorou (2007)
10.1021/JO991927O
4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes modified for extended conjugation and restricted bond rotations.
J. Chen (2000)
10.1246/CL.2008.1094
Red-emissive Polyphenylated BODIPY Derivatives : Effect of Peripheral Phenyl Groups on the Photophysical and Electrochemical Properties
A. Wakamiya (2008)
10.1021/JA00096A042
Fluorescence and Absorption Spectroscopic Properties of Dipyrrometheneboron Difluoride (BODIPY) Derivatives in Liquids, Lipid Membranes, and Proteins
J. Karolin (1994)
10.1021/jp208076z
Electrochemically induced reversible and irreversible coupling of triarylamines.
O. Yurchenko (2012)
10.1021/JA00389A001
Electrogenerated chemiluminescence. 41. Electrogenerated chemiluminescence and chemiluminescence of the Ru(2,21 - bpy)32+-S2O82- system in acetonitrile-water solutions
H. White (1982)
10.1002/ANIE.200702070
The chemistry of fluorescent bodipy dyes: versatility unsurpassed.
G. Ulrich (2008)
10.1016/S1010-6030(99)00175-6
A pulse radiolysis and pulsed laser study of the pyrromethene 567 triplet state
A. Gorman (2000)
10.1016/0368-1874(84)87062-8
Electrogenerated chemiluminescence: Part XLIII. Aromatic hydrocarbon/peroxydisulfate systems in acetonitrile-benzene solutions
W. Becker (1984)
10.1021/la8011316
Ruthenium aminophenanthroline metallopolymer films electropolymerized from an ionic liquid: deposition and electrochemical and photonic properties.
A. Venkatanarayanan (2008)
10.1021/JP204487R
Synthesis, Photophysics, Electrochemistry and Electrogenerated Chemiluminescence of a Homologous Set of BODIPY-Appended Bipyridine Derivatives.
Joel Rosenthal (2011)
10.1016/J.ELECOM.2011.01.031
Potential modulated electrochemiluminescence of ruthenium containing metallopolymer films
A. Venkatanarayanan (2011)
10.1002/chem.200701912
Bis(BF2)-2,2'-bidipyrrins (BisBODIPYs): highly fluorescent BODIPY dimers with large stokes shifts.
M. Bröring (2008)
10.1021/ja108108d
Dependence of electrochemical and electrogenerated chemiluminescence properties on the structure of BODIPY dyes. Unusually large separation between sequential electron transfers.
A. B. Nepomnyashchii (2010)
10.1021/JP034578H
Electrogenerated Chemiluminescence 71. Photophysical, Electrochemical, and Electrogenerated Chemiluminescent Properties of Selected Dipyrromethene-BF2 Dyes
R. Lai (2003)
10.1039/c1cp21038f
Development of excellent long-wavelength BODIPY laser dyes with a strategy that combines extending π-conjugation and tuning ICT effect.
Dakui Zhang (2011)



This paper is referenced by
10.1002/chem.201204372
Reduced carbon dots versus oxidized carbon dots: photo- and electrochemiluminescence investigations for selected applications.
Yang Xu (2013)
10.1002/AJOC.201300137
Naphthyridyl-Substituted 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) Luminophores: Photophysics and Application as Molecular Imaging Probes in Live Cells
A. Martin (2013)
10.1016/J.ELECOM.2013.03.027
Tuning the electrochemiluminescence potential from immobilised BODIPY by co-reactant selection
A. Venkatanarayanan (2013)
10.1016/J.SNB.2015.08.049
Electrochemiluminescence performance of nitroolefin-based fluorescein in different solutions and its application for the detection of cysteine
Hangqing Xie (2016)
10.1039/c4cc08671f
Efficient electrochemiluminescence of a boron-dipyrromethene (BODIPY) dye.
M. Hesari (2015)
10.1016/J.ELECTACTA.2016.05.046
Enhancing Electrochemiluminescence of Chalcogenide Clusters by Means of Mn Replacement
M. Hesari (2016)
10.1002/SLCT.201702449
Electrogenerated Chemiluminescence of a BODIPY Derivative with Extended Conjugation
Ryoichi Ishimatsu (2017)
10.1007/s00604-014-1240-7
Ultrasensitive immunoassay for free prostate-specific antigen based on ferrocenecarboxylate enhanced cathodic electrochemiluminescence of peroxydisulfate
Fei Zhang (2014)
10.3390/molecules25143252
Synthetic Strategies, Reactivity and Applications of 1,5-Naphthyridines
M. Fuertes (2020)
10.1021/ja406731f
Synthesis, electrochemistry, and electrogenerated chemiluminescence of two BODIPY-appended bipyridine homologues.
H. Qi (2013)
10.1002/celc.201902102
Photophysical and Electrochemiluminescence of Coumarin‐Based Oxazaborines
T. Mikysek (2020)
Semantic Scholar Logo Some data provided by SemanticScholar