Articles published before 2000Articles published before 2000Articles published between 2000 et 2004Articles published between 2005 et 2009Articles published between 2010 et 2014
Recent articles 
Publications in 2015
| Author | Title | Year | Journal/Proceedings | Reftype | DOI/URL |
|---|---|---|---|---|---|
| Marcélis, L., Rebarz, M., Lemaur, V., Fron, E., De Winter, J., Moucheron, C., Gerbaux, P., Beljonne, D., Sliwa, M. and Kirsch-De Mesmaeker, A. | Photoaddition of Two Guanine Bases to Single Ru-TAP Complexes. Computational Studies and Ultrafast Spectroscopies to Elucidate the pH Dependence of Primary Processes | 2015 | J. Phys. Chem. B Vol. 119(12), pp. 4488-4500 |
article | DOI URL |
| Abstract: The covalent photoadduct (PA) between [Ru(TAP)3]2+ (TAP = 1,4,5,8-tetraazaphenanthrene) and guanosine monophosphate (GMP) opened the way to interesting photobiological applications. In this context, the PA’s capability upon illumination to give rise to the addition of a second guanine base is especially interesting. The origins of these intriguing properties are for the first time thoroughly investigated by an experimental and theoretical approach. The PA’s spectroscopic and redox data combined with TDDFT results corroborated with resonance Raman data show that the properties of this PA (pKa around 7) depend on the solution pH. Theoretical results indicate that the acid form PA.H+ when excited should relax to MLCT (metal-to-ligand charge transfer) excited states, in contrast to the basic form PA whose excited state should have LLCT/ILCT (ligand-to-ligand charge transfer/intra ligand charge transfer) characteristics. Ultrafast excitation of PA.H+ at pH 5.9 produces continuous dynamic processes in a few hundred picoseconds involving coupled proton–electron transfers responsible for luminescence quenching. Long-lived species of a few microseconds capable of reacting with GMP are produced at that pH, in agreement with the formation of covalent addition of a second GMP to PA, as shown by mass spectrometry results. In contrast, at pH 8 (mainly nonprotonated PA), other ultrafast transient species are detected and no GMP biadduct is formed in the presence of GMP. This pH dependence of photoreaction can be rationalized with the different nature of the excited states, thus at pH 8, unreactive LLCT/ILCT states and at pH 5.9 reactive MLCT states. | |||||
BibTeX:
@article{PUB1737,
author = {Marcélis, Lionel and Rebarz, Mateusz and Lemaur, Vincent and Fron, Eduard and De Winter, Julien and Moucheron, Cécile and Gerbaux, Pascal and Beljonne, David and Sliwa, Michel and Kirsch-De Mesmaeker, Andrée},
title = {Photoaddition of Two Guanine Bases to Single Ru-TAP Complexes. Computational Studies and Ultrafast Spectroscopies to Elucidate the pH Dependence of Primary Processes},
journal = {J. Phys. Chem. B},
year = {2015},
volume = {119},
number = {12},
pages = {4488-4500},
note = {PMID: 25747733},
url = {http://dx.doi.org/10.1021/acs.jpcb.5b00197},
doi = {http://dx.doi.org/10.1021/acs.jpcb.5b00197}
}
|
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| Kevin Garnir, Sandra Estalayo-Adrián, Rémy Lartia, Julien De Winter, Eric Defrancq, Mathieu Surin, Vincent Lemaur, Pascal Gerbaux and Cécile Moucheron | Parameters influencing the photo-induced electron transfer from tryptophan-containing peptides to a RuII complex: a systematic study | 2015 | Faraday Discussions
Vol. 185, pp. 267-284 |
article | DOI URL |
| Abstract: Ruthenium(II) polyazaaromatic complexes have gained interest in recent decades as biomolecular tools, especially in the development of new phototherapeutic agents. These light emissive Ru complexes based on π-deficient ligands were first designed to allow a photo-induced electron transfer (PET) with the guanine base in DNA since their 3MLCT state is highly photo-oxidizing. Later the field of research was extended to proteins with the highlighting of a PET process with the tryptophan residue. This paper reports the kinetics of the luminescence quenching of [Ru(TAP)2phen]2+ by several selected peptide sequences containing at least one tryptophan residue. By using a peptide library we highlight the important parameters influencing the kinetics of the photo-electron transfer process, such as the net electrostatic charge and the number of tryptophan residues. The best peptide candidates were selected to study the formation of photo-products by MALDI-ToF mass spectrometry. A high photoreactivity of the [Ru(TAP)2phen]2+ complex was observed and multiple photoadducts were characterized, among them inter-peptidic adducts as well as intra-peptidic adducts. | |||||
BibTeX:
@Article{C5FD00059A,
author ="Garnir, Kevin and Estalayo-Adrian, Sandra and Lartia, Remy and De Winter, Julien and Defrancq, Eric and Surin, Mathieu and Lemaur, Vincent and Gerbaux, Pascal and Moucheron, Cecile",
title ="Parameters influencing the photo-induced electron transfer from tryptophan-containing peptides to a RuII complex: a systematic study",
journal ="Faraday Discuss.",
year ="2015",
volume ="185",
issue ="0",
pages ="267-284",
publisher ="The Royal Society of Chemistry",
doi ="10.1039/C5FD00059A",
url ="http://dx.doi.org/10.1039/C5FD00059A",
}
|
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| Paola Ceroni, Zoe Pikramenou, Luca Prodi, Qing Pan, Dave Adams, Julia Weinstein, Frederick Lewis, Cornelia Bohne, Antonin Vlcek, Dario M. Bassani, Amilra Prasanna de Silva, Cécile Moucheron, Dan Nocera, Alejandro Díaz-Moscoso, Marc Padilla, Christopher Lemon, Sebastiano Campagna, Samuel Bradberry, Elena Galoppini, Per-Arno Plötz, John M. Kelly, Jana Rohacova, Anthony Harriman, Páraic Keane, Devens Gust, Johannes Vos, Matteo Mauro, Luisa De Cola, Saleesh Kumar Nambalan Sivaraman, Gilles Lemercier, Shani Osborne and Filippo Monti | Luminescence sensing and imaging: general discussion | 2015 | Faraday Discussions
Vol. 185, pp. 311-335 |
article | DOI URL |
| Abstract: | |||||
BibTeX:
@Article{C5FD90090E,
author ="Ceroni, Paola and Pikramenou, Zoe and Prodi, Luca and Pan, Qing and Adams, Dave and Weinstein, Julia and Lewis, Frederick and Bohne, Cornelia and Vlcek, Antonin and Bassani, Dario M. and de Silva, Amilra Prasanna and Moucheron, Cecile and Nocera, Dan and Diaz-Moscoso, Alejandro and Padilla, Marc and Lemon, Christopher and Campagna, Sebastiano and Bradberry, Samuel and Galoppini, Elena and Plotz, Per-Arno and Kelly, John M. and Rohacova, Jana and Harriman, Anthony and Keane, Paraic and Gust, Devens and Vos, Johannes and Mauro, Matteo and De Cola, Luisa and Nambalan Sivaraman, Saleesh Kumar and Lemercier, Gilles and Osborne, Shani and Monti, Filippo",
title ="Luminescence sensing and imaging: general discussion",
journal ="Faraday Discuss.",
year ="2015",
volume ="185",
issue ="0",
pages ="311-335",
publisher ="The Royal Society of Chemistry",
doi ="10.1039/C5FD90090E",
url ="http://dx.doi.org/10.1039/C5FD90090E",
}
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| Zoe Pikramenou, Julia Weinstein, Qing Pan, Frederick Lewis, Dario M. Bassani, Frank Würthner, Cécile Moucheron, Michael Slota, Alejandro Díaz-Moscoso, Joshua Karlsson, Nuno Basílio, Dave Adams, Franco Scandola, Cornelia Bohne, Christopher Lemon, Sebastiano Campagna, Jana Rohacova, Kenji Ohashi, Per-Arno Plötz, Filippo Monti, John M. Kelly, Páraic Keane, Elizabeth Gibson, Gilles Lemercier, Albert Ruggi, Fabio Cucinotta, Devens Gust, Samuel Bradberry, Johannes Vos, George Pistolis, Matteo Mauro, Eimer Tuite, Luisa De Cola, Paola Ceroni, Marcelino Maneiro, Elena Galoppini and Thorfinnur Gunnlaugsson | Self-organization of photo-active nanostructures: general discussion | 2015 | Faraday Discussions
Vol. 185, pp. 529-548 |
article | DOI URL |
| Abstract: | |||||
BibTeX:
@Article{C5FD90092A,
author ="Pikramenou, Zoe and Weinstein, Julia and Pan, Qing and Lewis, Frederick and Bassani, Dario M. and Wurthner, Frank and Moucheron, Cecile and Slota, Michael and Diaz-Moscoso, Alejandro and Karlsson, Joshua and Basilio, Nuno and Adams, Dave and Scandola, Franco and Bohne, Cornelia and Lemon, Christopher and Campagna, Sebastiano and Rohacova, Jana and Ohashi, Kenji and Plotz, Per-Arno and Monti, Filippo and Kelly, John M. and Keane, Paraic and Gibson, Elizabeth and Lemercier, Gilles and Ruggi, Albert and Cucinotta, Fabio and Gust, Devens and Bradberry, Samuel and Vos, Johannes and Pistolis, George and Mauro, Matteo and Tuite, Eimer and De Cola, Luisa and Ceroni, Paola and Maneiro, Marcelino and Galoppini, Elena and Gunnlaugsson, Thorfinnur",
title ="Self-organization of photo-active nanostructures: general discussion",
journal ="Faraday Discuss.",
year ="2015",
volume ="185",
issue ="0",
pages ="529-548",
publisher ="The Royal Society of Chemistry",
doi ="10.1039/C5FD90092A",
url ="http://dx.doi.org/10.1039/C5FD90092A",
abstract =""}
|
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| Kevin Garnir, Sandra Estalayo-Adrián, Rémy Lartia, Julien De Winter, Eric Defrancq, Mathieu Surin, Vincent Lemaur, Pascal Gerbaux and Cécile Moucheron | Parameters influencing the photo-induced electron transfer from tryptophan-containing peptides to a RuII complex: a systematic study | 2015 | Faraday Discussions
Vol. 185, pp. 267-284 |
article | DOI URL |
| Abstract: Ruthenium(II) polyazaaromatic complexes have gained interest in recent decades as biomolecular tools, especially in the development of new phototherapeutic agents. These light emissive Ru complexes based on π-deficient ligands were first designed to allow a photo-induced electron transfer (PET) with the guanine base in DNA since their 3MLCT state is highly photo-oxidizing. Later the field of research was extended to proteins with the highlighting of a PET process with the tryptophan residue. This paper reports the kinetics of the luminescence quenching of [Ru(TAP)2phen]2+ by several selected peptide sequences containing at least one tryptophan residue. By using a peptide library we highlight the important parameters influencing the kinetics of the photo-electron transfer process, such as the net electrostatic charge and the number of tryptophan residues. The best peptide candidates were selected to study the formation of photo-products by MALDI-ToF mass spectrometry. A high photoreactivity of the [Ru(TAP)2phen]2+ complex was observed and multiple photoadducts were characterized, among them inter-peptidic adducts as well as intra-peptidic adducts. | |||||
Publications in 2016
| Author | Title | Year | Journal/Proceedings | Reftype | DOI/URL |
|---|---|---|---|---|---|
| Lefebvre, Jean-Francois and Saadallah, Dounia and Traber, Philipp and Kupfer, Stephan and Grafe, Stefanie and Dietzek, Benjamin and Baussanne, Isabelle and De Winter, Julien and Gerbaux, Pascal and Moucheron, Cecile and Chavarot-Kerlidou, Murielle and Demeunynck, Martine | Synthesis of three series of ruthenium tris-diimine complexes containing acridine-based π-extended ligands using an efficient “chemistry on the complex” approach | 2016 | Dalton transactions
Vol. 45, pp. 16298-16308 |
article | DOI URL |
| Abstract: The preparation and characterization of three series of novel ruthenium(II) complexes are reported, each series differing by the nature of the ancillary ligands (2,2′-bipyridine – bpy, 1,10-phenanthroline – phen or 1,4,5,8-tetraazaphenanthrene – TAP). The third ligand was either the heptacyclic heterocycle dipyrido[3,2-a:2′,3′-c]quinolino[3,2-h]phenazine (dpqp) substituted at position 12 by an hydroxyl (oxo), 2,2-dimethoxyethylamine (DMEA) or halogeno (Cl or Br) substituent, or the octacyclic dipyrido[3,2-a:2′,3′-c]pyrido[2,3,4-de]quinolino[3,2-h]phenazine (dppqp), prepared by a multi-step “chemistry on the complex” strategy from [RuL2(oxo-dpqp)](PF6)2. The three steps, halogenation, substitution by a dimethoxyethylamino group and cyclization in trifluoroacetic acid, were performed in reasonable to high yields depending on the nature of the ancillary ligands. Isolation and purification processes were facilitated by the ability to switch the solubility of the complex from aqueous to organic solvents, depending on the counter-ion. All new complexes were fully characterized; in particular their absorption properties were compared by UV-vis spectroscopy. Finally, π-stacking properties induced by these extended ligands were studied by 1H NMR studies and quantum chemical calculations. | |||||
BibTeX:
@Article{C6DT02944B,
author ="Lefebvre, Jean-Francois and Saadallah, Dounia and Traber, Philipp and Kupfer, Stephan and Grafe, Stefanie and Dietzek, Benjamin and Baussanne, Isabelle and De Winter, Julien and Gerbaux, Pascal and Moucheron, Cecile and Chavarot-Kerlidou, Murielle and Demeunynck, Martine",
title ="Synthesis of three series of ruthenium tris-diimine complexes containing acridine-based π-extended ligands using an efficient “chemistry on the complex” approach",
journal ="Faraday Discuss.",
year ="2016",
volume ="45",
issue ="0",
pages ="16298-16308",
publisher ="Dalton transactions",
doi ="10.1039/C6DT02944B",
url ="http://dx.doi.org/10.1039/"C6DT02944B,
}
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| Lionel Marcélis,Sofia Kajouj,Jonathan Ghesquière,Gregory Fettweis,Isabelle Coupienne,Rémy Lartia,Mathieu Surin,Eric Defrancq,Jacques Piette,Cécile Moucheron,Andrée Kirsch-De Mesmaeker | Highly DNA-Photoreactive Ruthenium 1,4,5,8-Tetraazaphenanthrene Complex Conjugated to the TAT Peptide: Efficient Vectorization inside HeLa Cells without Phototoxicity – The Importance of Cellular Distribution | 2016 |
Vol. 2016, pp. 2902-2911 |
article | DOI URL |
| Abstract: The photoreactive [Ru(TAP)2(phen)]2+ (TAP = 1,4,5,8-tetraazaphenanthrene; phen = 1,10-phenanthroline) complex tethered to the cell-penetrating peptide (CPP) TAT was studied in vitro and in cellulo. The tethering of the complex does not affect its behavior under blue-light irradiation in the presence of guanine-containing oligodeoxyribonucleotides (ODNG). Thus, the luminescence is quenched in the presence of ODNG, and gel electrophoresis experiments showed the appearance of products corresponding to the irreversible attachment of the conjugate to ODNG upon illumination. The cellular uptake of the conjugate was examined by flow cytometry, inductively coupled plasma mass spectrometry (ICP-MS), and confocal imaging microscopy. These experiments showed that the [Ru(TAP)2(phen-TAT)] conjugate is readily taken up by HeLa cells and, despite these favorable factors, the cellular survival was 100 %, as measured by a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. A possible origin of the inactivity of [Ru(TAP)2(phen-TAT)] under irradiation is proposed on the basis of the fluorescence-activated cell sorting (FACS), ICP-MS, and confocal microscopy results. | |||||
BibTeX:
@Article{,
author ="Lionel Marcélis,Sofia Kajouj,Jonathan Ghesquière,Gregory Fettweis,Isabelle Coupienne,Rémy Lartia,Mathieu Surin,Eric Defrancq,Jacques Piette,Cécile Moucheron,Andrée Kirsch-De Mesmae",
journal ="EurJIC",
year ="2016",
volume ="2016",
issue ="18",
pages ="2902-2911",
publisher ="European Journal of Inorganic Chemistry",
doi ="10.1002/ejic.201600278",
url ="http://dx.doi.org/10.1002/"ejic.201600278,
}
|
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Publications in 2017
| Author | Title | Year | Journal/Proceedings | Reftype | DOI/URL |
|---|---|---|---|---|---|
| L. Troian-Gautier,L. Marcélis,J. De Winter,P. Gerbauxc and C. Moucheron | Two ruthenium complexes capable of storing multiple electrons on a single ligand – photophysical, photochemical and electrochemical properties of [Ru(phen)2(TAPHAT)]2+ and [Ru(phen)2(TAPHAT)Ru(phen)2]4+ | 2017 | Dalton Transactions Vol. 46(44), pp. 15287-15300 |
article | DOI URL |
| Abstract: The photophysical, photochemical and electrochemical properties of two newly synthesized ruthenium complexes, [Ru(phen)2(TAPHAT)]2+ and [Ru(phen)2(TAPHAT)Ru(phen)2]4+, are reported. We have developed a novel synthetic methodology that involves the metal-free oxidative coupling of diamino compounds to form a desired “pyrazine-type” core. This methodology is employed both on the free diamino ligand as well as on the different ruthenium complexes, therefore illustrating the applicability of this reaction. The TAPHAT ligand, which possesses 7 aromatic rings and 10 nitrogen atoms for 20 carbon atoms, gives rise to ruthenium complexes that can undergo up to three consecutive reductions centered on said ligand, a critical parameter for electron storage applications. A temperature-dependent study has confirmed the presence of a 4th MLCT state. Excited-state quenching in the presence of guanine or hydroquinone allows to foresee biomedical applications. | |||||
BibTeX:
@article{C7DT03232C,
author = {L. Troian-Gautier,L. Marcélis,J. De Winter,P. Gerbauxc and C. Moucheron},
title = {Two ruthenium complexes capable of storing multiple electrons on a single ligand – photophysical, photochemical and electrochemical properties of [Ru(phen)2(TAPHAT)]2+ and [Ru(phen)2(TAPHAT)Ru(phen)2]4+},
journal = {Dalton Transactions},
year = {2017},
volume = {46},
number = {44},
pages = {15287-15300},
url = {http://pubs.rsc.org/en/content/articlelanding/2017/dt/c7dt03232c#!divAbstract},
doi = {http://dx.doi.org/10.1039/c7dt03232c}
}
|
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| Bastien Michelet, Christopher Deldaele, Sofia Kajouj, Cécile Moucheron, and Gwilherm Evano | A General Copper Catalyst for Photoredox Transformations of Organic Halides | 2017 | Organic Lettres Vol. 19(13), pp. 3576-3579 |
article | DOI URL |
| Abstract: A broadly applicable copper catalyst for photoredox transformations of organic halides is reported. Upon visible light irradiation in the presence of catalytic amounts of [(DPEphos)(bcp)Cu]PF6 and an amine, a range of unactivated aryl and alkyl halides were shown to be smoothly activated through a rare Cu(I)/Cu(I)*/Cu(0) catalytic cycle. This complex efficiently catalyzes a series of radical processes, including reductions, cyclizations, and direct arylation of arenes. | |||||
BibTeX:
@article{C7DT03232C,
author = {Bastien Michelet, Christopher Deldaele, Sofia Kajouj, Cécile Moucheron, and Gwilherm Evano},
title = {A General Copper Catalyst for Photoredox Transformations of Organic Halides},
journal = {Organic Letters},
year = {2017},
volume = {19},
number = {13},
pages = {3576-3579},
url = {http://pubs.acs.org/doi/abs/10.1021/acs.orglett.7b01518},
doi = {http://dx.doi.org/10.1021/acs.orglett.7b01518}
}
|
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| Sofia Kajouj,Lionel Marcélis,Vincent Lemaur,David Beljonne and Cécile Moucheron | Photochemistry of ruthenium(II) complexes based on 1,4,5,8-tetraazaphenanthrene and 2,2′-bipyrazine: a comprehensive experimental and theoretical study | 2017 | Dalton Transactions Vol. 46(20), pp. 6623-6633 |
article | DOI URL |
| Abstract: Polyazaaromatic ruthenium(II) complexes have been largely studied over the last decades, particularly in the scope of the biological applications, for the development of new diagnostic and phototherapeutic agents. In this context, Ru(II) complexes able to react with biomolecules upon excitation are of great interest. Photo-oxidizing Ru(II) complexes based on π-deficient ligands, such as bpz (2,2′-bypyrazine) and TAP (1,4,5,8-tetraazaphenathrene), were designed to allow a photo-induced electron transfer (PET) to take place in presence of biomolecules, thanks to their highly photo-oxidizing 3MLCT state. This PET can occur from either a guanine moiety (G) or a tryptophan residue (Trp) to the excited complex and can ultimately lead to the formation of a photoadduct, i.e. the formation of a covalent bond between the Ru(II) complex and the G or Trp moieties of a biomolecule. Here, we report the synthesis of two new photo-oxidizing Ru(II) complexes, [Ru(TAP)2bpz]2+ and [Ru(bpz)2TAP]2+, and the study of their photophysical and electrochemical properties. The influence of the structure of the ligand bpz/TAP on the photophysical and electrochemical properties of the four resulting complexes has been precisely determined thanks to the experimental and theoretical data obtained for to these new complexes. | |||||
BibTeX:
@article{C7DT00620A,
author ="Sofia Kajouj,Lionel Marcélis,Vincent Lemaur,David Beljonne and Cécile Moucheron",
title = "Photochemistry of ruthenium(II) complexes based on 1,4,5,8-tetraazaphenanthrene and 2,2′-bipyrazine: a comprehensive experimental and theoretical study",
journal = "Dalton Transactions",
year = "2017",
volume = "46",
number = "20",
pages = "6623-6633",
url = "http://pubs.rsc.org/en/content/articlelanding/2017/dt/c7dt00620a",
doi = "http://dx.doi.org/10.1039/C7DT00620A"
}
|
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| Saadallah D., Bellakhal M., Amor S., Lefebvre JF., Chavarot-Kerlidou M., Baussanne I., Moucheron C., Demeunynck M., Monchaud D. | Selective Luminescent Labeling of DNA and RNA Quadruplexes by π-Extended Ruthenium Light-Up Probes | 2017 | Chemistry Vol. 23(21), pp. 4967-4972 |
article | DOI URL |
| Abstract: A series of RuII complexes exhibiting π-extended, acridine-based ancillary chelating heterocycles display high affinity and selectivity for DNA and RNA quadruplexes. The most promising candidates (3, 4) possess remarkable light-up luminophore properties (up to 330-fold luminescence enhancement upon interaction with quadruplexes), enabling them to discriminate quadruplexes from genomic DNA owing to a photochemical mechanism involving DNA protection against non-radiative decay (DAND), thus deviating from the other complexes of this series of ligands that exhibit an excited-state intramolecular proton transfer (ESIPT) that quenches their luminescence. The in vitro and preliminary in cellulo results shown here confirm the interest of this new family of fluorophores as invaluable molecular tools to detect G-quadruplexes in cells. | |||||
BibTeX:
@article{chem.201605948,
author ="Saadallah D., Bellakhal M., Amor S., Lefebvre JF., Chavarot-Kerlidou M., Baussanne I., Moucheron C., Demeunynck M., Monchaud D",
title ="Selective Luminescent Labeling of DNA and RNA Quadruplexes by π-Extended Ruthenium Light-Up Probes",
journal ="Chemistry",
year ="2017",
volume ="23",
number ="21",
pages ="4967-4972",
url ="https://www.ncbi.nlm.nih.gov/pubmed/28124798",
doi ="http://dx.doi.org/10.1002/chem.201605948",
}
|
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| Ludovic Troian-Gautier, Epiphanie Mugeniwabagara, Luca Fusaro, Cécile Moucheron, Andrée Kirsch-De Mesmaeker, and Michel Luhmer | pH Dependence of Photoinduced Electron Transfer with [Ru(TAP)3]2+ | 2017 | Inorganic Chemistry Vol. 56(4), pp. 1794-1803 |
article | DOI URL |
| Abstract: The quenching of the excited state of [Ru(TAP)3]2+ (TAP = 1,4,5,8-tetraazaphenanthrene) by guanosine-5′-monophosphate (GMP), N-acetyltyrosine (N-Ac-Tyr), and hydroquinone (H2Q) has been studied in aqueous solution over a wide range of pH values including, for the first time, strongly acidic media. This quenching by electron transfer was examined by steady-state 1H photochemically induced dynamic nuclear polarization (photo-CIDNP) as well as by more conventional techniques, among which are pulsed laser-induced transient absorption and emission experiments. A deeper knowledge of the photochemical behavior of [Ru(TAP)3]2+ has been gained thanks to the combined use of these two approaches, photo-CIDNP and electronic spectroscopies, highlighting their complementarity. In contrast to what was believed, it is found that the protonated excited state of [Ru(TAP)3]2+ may give rise to an electron transfer with N-Ac-Tyr and H2Q. Such a photoinduced electron transfer does not occur with protonated GMP, however. 1H photo-CIDNP experiments are expected to be particularly promising for characterization of the reductive quenching of excited-state ruthenium(II) polypyridyl complexes comprising several nonequivalent protonation sites. | |||||
BibTeX:
@article{acs.inorgchem.6b01780,
author = {Ludovic Troian-Gautier, Epiphanie Mugeniwabagara, Luca Fusaro, Cécile Moucheron, Andrée Kirsch-De Mesmaeker, and Michel Luhmer},
title = {pH Dependence of Photoinduced Electron Transfer with [Ru(TAP)3]2+},
journal = {Inorganic Chemistry},
year = {2017},
volume = {56},
number = {4},
pages = {1794-1803},
url = {http://dx.doi.org/10.1021/acs.inorgchem.6b01780},
doi = {http://dx.doi.org/10.1021/acs.inorgchem.6b01780}
}
|
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Publications in 2018
| Author | Title | Year | Journal/Proceedings | Reftype | DOI/URL |
|---|---|---|---|---|---|
| S. Estalayo-Adrián,K. Garnir and C. Moucheron | Perspectives of ruthenium(II) polyazaaromatic photo-oxidizing complexes photoreactive towards tryptophan-containing peptides and derivatives | 2018 | Chemical communications Vol. 54, pp. 322-337 |
article | DOI URL |
| Abstract: RuII polyazaaromatic complexes have been studied with the aim of developing molecular tools for DNA and oligonucleotides. In this context, RuII–TAP (TAP = 1,4,5,8-tetraazaphenanthrene) complexes have been developed as specific photoreagents targeting the genetic material. The advantage of such compounds is due to the formation of photo-addition products between the Ru–TAP complex and the biomolecule, originating from a photo-induced electron transfer process that takes place between the excited Ru–TAP complex and guanine (G) bases of DNA. This photo-addition has been more recently extended to amino acids in view of applications involving peptides, such as inhibition or photocontrol of proteins. More particularly, tryptophan (Trp) and Trp-containing peptides are also able to be photo-oxidized by RuII–TAP complexes, leading to the formation of photo-addition products. This mini review focuses on recent advances in the search for RuII polyazaaromatic photo-oxidizing complexes of interest as molecular tools and photoreagents for Trp-containing peptides and proteins. Different possible future directions in this field are also discussed. | |||||
BibTeX:
@article{C7CC06542F,
author ="S. Estalayo-Adrián,K. Garnir and C. Moucheron",
title ="Perspectives of ruthenium(II) polyazaaromatic photo-oxidizing complexes photoreactive towards tryptophan-containing peptides and derivatives},
journal ="Chemical communications",
year ="2018",
volume ="54",
number = "",
pages = "322-337",
url = "http://pubs.rsc.org/en/content/articlelanding/2018/cc/c7cc06542f",
doi = "http://dx.doi.org/10.1039/C7CC06542F",
}
|
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| Dr. Jenifer Rubio‐Magnieto Dr. Sofia Kajouj Dr. Florent Di Meo Dr. Mathieu Fossépré Prof. Patrick Trouillas Prof. Patrick Norman Dr. Mathieu Linares Prof. Cécile Moucheron Prof. Mathieu Surin | Binding Modes and Selectivity of Ruthenium Complexes to Human Telomeric DNA G‐Quadruplexes | 2018 | Chem.Eur.J Vol. 24, pp. 15577-15588 |
article | DOI URL |
| Abstract: Metal complexes constitute an important class of DNA binders. In particular, a few ruthenium polyazaaromatic complexes are attractive as “light switches” because of their strong luminescence enhancement upon DNA binding. In this paper, a comprehensive study on the binding modes of several mononuclear and binuclear ruthenium complexes to human telomeric sequences, made of repeats of the d(TTAGGG) fragment is reported. These DNA sequences form G‐quadruplexes (G4s) at the ends of chromosomes and constitute a relevant biomolecular target in cancer research. By combining spectroscopy experiments and molecular modelling simulations, several key properties are deciphered: the binding modes, the stabilization of G4 upon binding, and the selectivity of these complexes towards G4 versus double‐stranded DNA. These results are rationalized by assessing the possible deformation of G4 and the binding free energies of several binding modes via modelling approaches. Altogether, this comparative study provides fundamental insights into the molecular recognition properties and selectivity of Ru complexes towards this important class of DNA G4s. | |||||
BibTeX:
@article{chem.201802147,
author ="Dr. Jenifer Rubio‐Magnieto Dr. Sofia Kajouj Dr. Florent Di Meo Dr. Mathieu Fossépré Prof. Patrick Trouillas Prof. Patrick Norman Dr. Mathieu Linares Prof. Cécile Moucheron Prof. Mathieu Surin",
title ="Binding Modes and Selectivity of Ruthenium Complexes to Human Telomeric DNA G‐Quadruplexes},
journal ="Chem.Eur.J",
year ="2018",
volume ="24",
number = "",
pages = "15577-15588",
url = "https://doi.org/10.1002/chem.201802147",
doi = "https://doi.org/10.1002/chem.201802147",
}
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| Sofia Sofia Kajouj,Lionel Marcelis,Alice Mattiuzzi, Adrien Grassin, Damien Dufour, Pierre Van Antwerpen, Didier Boturyn, Eric Defrancq, Mathieu Surin,Julien De Winter,Pascal Gerbaux, Ivan Jabin and Cécile Moucheron | Synthesis and photophysical studies of a multivalent photoreactive RuII-calix[4]arene complex bearing RGD-containing cyclopentapeptides | 2018 | Beilstein J.Org.Chem Vol. 14, pp. 1758–1768 |
article | DOI URL |
| Abstract: Photoactive ruthenium-based complexes are actively studied for their biological applications as potential theragnostic agents against cancer. One major issue of these inorganic complexes is to penetrate inside cells in order to fulfil their function, either sensing the internal cell environment or exert a photocytotoxic activity. The use of lipophilic ligands allows the corresponding ruthenium complexes to passively diffuse inside cells but limits their structural and photophysical properties. Moreover, this strategy does not provide any cell selectivity. This limitation is also faced by complexes anchored on cell-penetrating peptides. In order to provide a selective cell targeting, we developed a multivalent system composed of a photoreactive ruthenium(II) complex tethered to a calix[4]arene platform bearing multiple RGD-containing cyclopentapeptides. Extensive photophysical and photochemical characterizations of this Ru(II)–calixarene conjugate as well as the study of its photoreactivity in the presence of guanosine monophosphate have been achieved. The results show that the ruthenium complex should be able to perform efficiently its photoinduced cytotoxic activity, once incorporated into targeted cancer cells thanks to the multivalent platform. | |||||
BibTeX:
@article{bjoc.14.150,
author ="Sofia Kajouj,Lionel Marcelis,Alice Mattiuzzi, Adrien Grassin, Damien Dufour, Pierre Van Antwerpen, Didier Boturyn, Eric Defrancq, Mathieu Surin,Julien De Winter,Pascal Gerbaux, Ivan Jabin and Cécile Moucheron",
title ="Synthesis and photophysical studies of a multivalent photoreactive RuII-calix[4]arene complex bearing RGD-containing cyclopentapeptides},
journal ="Beilstein J.Org.Chem",
year ="2018",
volume ="14",
number = "",
pages = "1758–1768",
url = "https://www.beilstein-journals.org/bjoc/articles/14/150",
doi = "https://www.beilstein-journals.org/bjoc/articles/14/150",
}
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| Deldaele, Christopher; Michelet, Bastien; Baguia, Hajar; Kajouj, Sofia; Romero, Eugenie; Moucheron, Cecile; Evano, Gwilherm | A General Copper-based Photoredox Catalyst for Organic Synthesis: Scope, Application in Natural Product Synthesis and Mechanistic Insights | 2018 | Chimia Vol. 72, pp. 621-629 |
article | DOI URL |
| Abstract: Organic transformations can broadly be classified into four categories including cationic, anionic, pericyclic and radical reactions. While the last category has been known for decades to provide remarkably efficient synthetic pathways, it has long been hampered by the need for toxic reagents, which considerably limited its impact on chemical synthesis. This situation has come to an end with the introduction of new concepts for the generation of radical species, photoredox catalysis – which simply relies on the use of a catalyst that can be activated upon visible light irradiation – certainly being the most efficient one. The state-of-the-art catalysts mostly rely on the use of ruthenium and iridium complexes and organic dyes, which still considerably limits their broad implementation in chemical processes: alternative readily available catalysts based on inexpensive, environmentally benign base metals are therefore strongly needed. Furthermore, expanding the toolbox of methods based on photoredox catalysis will facilitate the discovery of new light-mediated transformations. This article details the use of a simple copper complex which, upon activation with blue light, can initiate a broad range of radical reactions. | |||||
BibTeX:
@article{chimia.2018.621,
author ="Deldaele, Christopher; Michelet, Bastien; Baguia, Hajar; Kajouj, Sofia; Romero, Eugenie; Moucheron, Cecile; Evano, Gwilherm",
title ="A General Copper-based Photoredox Catalyst for Organic Synthesis: Scope, Application in Natural Product Synthesis and Mechanistic Insights},
journal ="Chimia",
year ="2018",
volume ="72",
number = "9",
pages = "621-629",
url = "https://www.ingentaconnect.com/content/scs/chimia/2018/00000072/00000009/art00010",
doi = "https://www.ingentaconnect.com/content/scs/chimia/2018/00000072/00000009/art00010",
}
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Publications in 2019
| Author | Title | Year | Journal/Proceedings | Reftype | DOI/URL |
|---|---|---|---|---|---|
| Hajar Baguia, Christopher Deldaele, Bastien Michelet, Jérôme Beaudelot, Cédric Theunissen, Cécile Moucheron, Gwilherm Evano | [(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst | 2019 | JOVE Vol.147 , pp. 1-12 |
article | DOI URL |
| Abstract: Our group recently reported the use of [(DPEPhos)(bcp)Cu]PF6 as a general copper-based photoredox catalyst which proved efficient to promote the activation of a broad variety of organic halides, including unactivated ones. These can then participate in various radical transformations such as reduction and cyclization reactions, as well as in the direct arylation of several (hetero)arenes. These transformations provide a straightforward access to a range of small molecules of interest in synthetic chemistry, as well as to biologically active natural products. Altogether, [(DPEPhos)(bcp)Cu]PF6 acts as a convenient photoredox catalyst which appears to be an attractive, cheap and complementary alternative to the state-of-the-art iridium- and ruthenium-based photoredox catalysts. Here, we report a detailed protocol for the synthesis of [(DPEPhos)(bcp)Cu]PF6, as well as NMR and spectroscopic characterizations, and we illustrate its use in synthetic chemistry for the direct arylation of (hetero)arenes and radical cyclization of organic halides. In particular, the direct arylation of N-methylpyrrole with 4-iodobenzonitrile to afford 4-(1-methyl-1H-pyrrol-2-yl)benzonitrile and the radical cyclization of N-benzoyl-N-[(2-iodoquinolin-3-yl)methyl]cyanamide to afford natural product luotonin A are detailed. The scope and limitations of this copper-based photoredox catalyst are also briefly discussed. | |||||
BibTeX:
@article{chem.59739,
author ="Hajar Baguia, Christopher Deldaele, Bastien Michelet, Jérôme Beaudelot, Cédric Theunissen, Cécile Moucheron, Gwilherm Evano",
title ="[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst},
journal ="JOVE",
year ="2019",
volume ="147",
number = "147",
pages = "1-12",
url = "https://www.jove.com/video/59739/-dpephos-bcp-cupf6-general-broadly-applicable-copper-based-photoredox",
doi = "https://www.jove.com/video/59739/-dpephos-bcp-cupf6-general-broadly-applicable-copper-based-photoredox",
}
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| Willem Vanderlinden,Pauline J. Kolbeck, Wout Frederickx, Sebastian F. Konrad, Thomas Nicolaus, Carola Lampe, Alexander S. Urban,Cécile Moucheron and Jan Lipfert | Ru(TAP)32+ uses multivalent binding to accelerate and constrain photo-adduct formation on DNA | 2019 | ChemComm Vol.55 , pp. 8764-8767 |
article | DOI URL |
| Abstract: Ru(II)-complexes with polyazaaromatic ligands can undergo direct electron transfer with guanine nucleobases on blue light excitation that results in DNA lesions with phototherapeutic potential. Here we use single molecule approaches to demonstrate DNA binding mode heterogeneity and evaluate how multivalent binding governs the photochemistry of [Ru(TAP)3]2+ (TAP = 1,4,5,8-tetraazaphenanthrene). | |||||
BibTeX:
@article{chem.c9cc02838b,
author ="Willem Vanderlinden,Pauline J. Kolbeck, Wout Frederickx, Sebastian F. Konrad, Thomas Nicolaus, Carola Lampe, Alexander S. Urban,Cécile Moucheron and Jan Lipfert",
title ="[Ru(TAP)32+ uses multivalent binding to accelerate and constrain photo-adduct formation on DNA},
journal ="ChemComm",
year ="2019",
volume ="55",
number = "55",
pages = "8764-8767",
url = "https://pubs.rsc.org/en/content/articlelanding/2019/cc/c9cc02838b#!divAbstract",
doi = "https://pubs.rsc.org/en/content/articlelanding/2019/cc/c9cc02838b#!divAbstract",
}
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