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Publications

Published on 4 June 2020
2020







Development of a Mass Spectrometry Imaging Method for Detecting and Mapping Graphene Oxide Nanoparticles in Rodent Tissues

H. Cazier, C. Malgorn, N. Fresneau, D. Georgin, A. Sallustrau, C. Chollet, J.-C. Tabet, S. Campidelli, M. Pinault, M. Mayne, F. Taran, V. Dive, C. Junot, F. Fenaille, B. Colsch
J. Am. Soc. Mass Spectrom. 2020, 31, 5, 1025–1036


Fluorogenic iminosydnones: bioorthogonal tools for double turn-on click-and-release reactions

M. Riomet, K. Porte, A. Wijkhuisen, D. Audisio, F. Taran*
Chem Commun 2020, DOI:10.1039/d0cc03067h

ChemCommun 2020.jpg


Transition-Metal-Free Carbon Isotope Exchange of Phenyl Acetic Acids

G. Destro, K. Horkka, O. Loreau, D.-A. Buisson, Lee Kingston, A. Del Vecchio, M. Schou, C. S. Elmore, F. Taran, T. Cantat, D. Audisio* 
Angew. Chem. Int. Ed. 2020, DOI: 10.1002/anie.202002341

ACIE 2020.jpg

Fluorogenic probes based on polycyclic sydnone scaffolds

L. Plougastel, D. Lamaa, E. Yen-Pon, D. Audisio,* F. Taran*
Tetrahedron, 2020, DOI : 10.1016/j.tet.2020.131250
Invited contribution: special issue dedicated to Prof. Nuno Maulide

Tetrahedron 2020.jpg

Access to N-Carbonyl Derivatives of Iminosydnones by Carbonylimidazolium Activation

M. Riomet,* K. Porte, L. Madegard, P. Thuéry, D. Audisio, F. Taran*
Org. Lett. 2020, 22, 6, 2403-2408

OL 2020.jpg

Nanotoxicology at the particle/micelle frontier: influence of core-polymerization on the intracellular distribution, cytotoxicity and genotoxicity of polydiacetylene micelles

F. Costamagna, H. Hillaireau, J. Vergnaud, D. Clarisse, L. Jamgotchian, O. Loreau, S. Denis, E. Gravel, E. Doris, E. Fattal
Nanoscale, 2020, 12, 2452-2463


Automated linkage of proteins and payloads producing monodisperse conjugates

I. Dovgan, A. Hentz, O. Koniev, A. Ehkirch, S. Hessmann, S. Ursuegui, S. Delacroix, M. Riomet, F. Taran, S. Cianférani, S. Kolodych, A. Wagner
Chem. Sci. 2020, 11, 1210–1215

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2019







Accelerated Discovery in Photocatalysis by a Combined Screening Approach Involving MS Tags

M. Teders, S. Bernard, K. Gottschalk, J. L. Schwarz, E. A. Standley, E. Decuypere, C. G. Daniliuc, D. Audisio, F. Taran,* F. Glorius*
Org. Lett. 2019, 21, 9747−9752

OL 2019.jpg

New fluorine-18 pretargeting PET imaging by bioorthogonal chlorosydnone–cycloalkyne click reaction 

M. Richard, C. Truillet, V. L. Tran, H. Liu, K. Porte, D. Audisio, M. Roche, B. Jego, S. Cholet, F. Fenaille, B. Kuhnast, F. Taran,* S. Specklin*
Chem. Commun., 2019, 55, 10400-10403

Chem Commun 2019, SHFJ.png


Visible-Light Enabled Aminocarbonylation of Unactivated Alkyl Iodides with Stoichiometric Carbon Monoxide for Application on Late-Stage Carbon Isotope Labeling

M. Sardana, J. Bergman, C. Ericsson, L. P. Kingston, M. Schou, C. Dugave, D. Audisio, C. S. Elmore
J. Org. Chem. 2019, 84, 16076−16085

JOC 2019.jpg

Strain-Promoted 1,3-Dithiolium-4-olates/Alkyne Cycloaddition

R. Arun Kumar, M. R. Pattanayak, E. Yen-Pon, J. Elyian, K. Porte, S. Bernard, M. Riomet, P. Thuéry, D. Audisio,* F. Taran*
Angew. Chem. Int. Ed. 2019, 58, 14544-14548

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Dodecyl creatine ester-loaded nanoemulsion as a promising therapy for creatine transporter deficiency

G. Ullio-Gamboa, K. C. Udobi, S. Dezard, M. K. Perna, K. N. Miles, N. Costa, F. Taran, A. Pruvost, J.-P. Benoit, M. R. Skelton, P. de Lonlay, A. Mabondzo 
Nanomedicine, 2019, 14, 1579–1593


A Catalytic Decarboxylation/Carboxylation Platform for Accessing Isotopically-Labeled Carboxylic Acids

A. Tortajada Navarro, Y. Duan, B. Sahoo, F. Cong, G. Toupalas, A. Sallustrau, O. Loreau, D. Audisio, R. Martin*
ACS Catal. 2019, 9, 5897−5901

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Controlled Release of a Micelle Payload via Sequential Enzymatic and Bioorthogonal Reactions in Living Systems

K. Porte, B. Renoux, E. Péraudeau, J. Clarhaut, B. Eddhif, P. Poinot, E. Gravel, E. Doris, A. Wijkhuisen, D. Audisio, S. Papot,* F. Taran*
Angew. Chem. Int. Ed. 2019, 58,6366 –6370

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A FRET probe for the detection of alkylating agents

W. Tuo, J. Bouquet, F. Taran,* T. Le Gall*
Chem. Commun., 2019, 55, 8655-8658

Sydnones-Based Turn-On Fluorogenic Probes for No-Wash Protein Labeling and in-Cell Imaging

L. Plougastel, M. Pattanayak,  M. Riomet, S. Bregant,  A. Sallustrau,  M. Nothisen, A. Wagner, D. Audisio, F. Taran*
Chem. Commun., 2019,55, 4582-4585 

Chem Comm 2019.jpg


Sydnone-based Approach to Hetero-helicenes Through 1,3-Dipolar-Cycloadditions

E. Yen-Pon, P. A. Champagne, L. Plougastel, S. Gabillet, P. Thuery, M. Johnson, G. Muller, G. Pieters, F. Taran, K. N. Houk, D. Audisio*
J. Am. Chem. Soc. 2019, 141, 1435–1440.

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Dynamic Carbon Isotope Exchange of Pharmaceuticals with Labeled CO2

G. Destro, O. Loreau, E. Marcon, F. Taran, T. Cantat,* D. Audisio*
J. Am. Chem. Soc. 2019, 141, 780-784.

Carbon Isotope Exchange.jpg

2018







Copper-Catalyzed Aza-Iminosydnone-Alkyne Cycloaddition Reaction Discovered by Screening

E. Decuypere, S. Bernard, M. Feng, K. Porte, M. Riomet, P. Thuery, D. Audisio, F. Taran*
ACS Catal. 2018, 8, 11882-11888

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Sydnone-coumarins as clickable turn-on fluorescent sensors for molecular imaging

Elodie Decuypère, Margaux Riomet, Antoine Sallustrau, Sarah Bregant, Robert Thai, Grégory Pieters, Gilles Clavier, Davide Audisio, Frédéric Taran* 
Chem. Commun. 201854, 10758-10761

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Late‐Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO2

Antonio Del Vecchio, Fabien Caillé, Arnaud Chevalier, Olivier Loreau, Kaisa Horkka, Christer Halldin, Magnus Schou, Nathalie Camus, Pascal Kessler, Bertrand Kuhnast, Frédéric Taran, Davide Audisio*
Angew. Chem. Int. Ed. 2018, 57, 7944 - 9748

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Design and Synthesis of Iminosydnones for Fast Click and Release Reactions with Cycloalkynes

Margaux Riomet, Elodie Decuypere, Karine Porte, Sabrina Bernard, Lucie Plougastel, Sergii Kolodych, Davide Audisio,* Frédéric Taran*
Chem. Eur. J. 2018, 24, 8535 – 8541


Visible‐Light‐Driven Reduction of CO2 to CO and Its Subsequent Valorization in Carbonylation Chemistry and 13C Isotope Labeling

Philipp Gotico, Antonio Del Vecchio, Davide Audisio, Annamaria Quaranta, Zakaria Halime, Winfried Leibl, Ally Aukauloo
ChemPhotoChem 2018, 2, 715 - 719  (Cover Feature)

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Recent Developments in Heterocycles Labeling with Carbon Isotopes

Antonio Del Vecchio, Gianluca Destro, Frédéric Taran, Davide Audisio*
J Label Compd Radiopharm. 201861, 988-1007



A practical synthesis of valuable strained 8-membered ring derivatives for click chemistry

Sabrina Bernard, Ramar Arun Kumar, Karine Porte, Pierre Thuéry, Frédéric Taran, Davide Audisio* 
Eur. J. Org. Chem. 2018, 2000 - 2008


​2017







Bioorthogonal Click and Release Reaction of Iminosydnones with Cycloalkynes

Sabrina Bernard, Davide Audisio, Margaux Riomet, Sarah Bregant, Antoine Sallustrau, Lucie Plougastel, Elodie Decuypere, Sandra Gabillet, Ramar Arun Kumar, Jijy Elyian, Minh Nguyet Trinh, Oleksandr Koniev, Alain Wagner, Sergii Kolodych,  Frédéric Taran*
Angew. Chem. Int. Ed. 2017, 56, 15612 –15616


Sydnone–alkyne cycloaddition: applications in synthesis and bioconjugation

Elodie Decuypère, Lucie Plougastel, Davide Audisio, Frédéric Taran*
Chem. Commun., 2017, 53, 11515--11527


Scalable and practical synthesis of clickable Cu-chelating azides

Antoine Sallustrau, Sarah Bregant,  Céline Chollet, Davide Audisio,* Frédéric Taran*
Chem. Commun., 2017, 53, 7890--7893


A Synthetic Alternative to Canonical One-Carbon Metabolism

Madeleine Bouzon, Alain Perret, Olivier Loreau, Valerie Delmas, Nadia Perchat, Jean Weissenbach, Frédéric Taran, Philippe Marlierè*
ACS Synth. Biol. 2017, 6, 1520−1533

Slow Phospholipid Exchange between a Detergent-Solubilized Membrane Protein and Lipid-Detergent Mixed Micelles: Brominated Phospholipids as Tools to Follow Its Kinetics

Cédric Montigny*, Thibaud Dieudonné, Steéphane Orlowski, José Luis Vàzquez-Ibar, Carole Gauron, Dominique Georgin, Sten Lund, Marc le Maire, Jesper V. Møller, Philippe Champeil, Guillaume Lenoir*

PLOS ONE, 2017, DOI:10.1371/journal.pone.0170481


2016







Ultrafast Click Chemistry with Fluorosydnones

Hui Liu, Davide Audisio, Lucie Plougastel, Elodie Decuypère, David-Alexandre Buisson, Oleksandr Koniev, Sergii Kolodych, Alain Wagner, Mourad Elhabiri, Anna Krzyczmonik, Sarita Forsback, Olof Solin, Véronique Gouverneur, and Frédéric Taran*

Angew. Chem. Int. Ed. 2016, 55, 12073 –12077


The Multiple Facets of Iodine(III) Compounds in an Unprecedented Catalytic Auto-amination for Chiral Amine Synthesis

Julien Buendia, Gwendal Grelier, Benjamin Darses, Amanda G. Jarvis, Frédéric Taran, and Philippe Dauban*
Angew. Chem. Int. Ed. 2016, 55, 7530 –7533

A Straightforward Access to [14C]- and [13C]-Labeled 2-Aminobenzoxazoles and Benzothiazoles via a KCN Polarity Inversion Strategy

Olivier Loreau, Nathalie Camus, Frédéric Taran, Davide Audisio*
Synlett, 2016, 27 (12), 1798-1802


e-EROS Encyclopedia of Reagents for Organic Synthesis:  "tert-Butyl Nitrite" 

Davide Audisio, Frédéric Taran
DOI: 10.1002/047084289X.rn01922


2015







Enzyme immunoassays as screening tools for catalysts and reaction discovery

Chrostophe Creminon, Frédéric Taran*
Chem. Commun. 2016, 51, 7996-8009

Copper(I)-catalyzed cycloaddition of 4-bromosydnones and alkynes for the regioselective synthesis of 1,4,5-trisubstituted pyrazoles

Elodie Decuypere, Simon Specklin, Sandra Gabillet, Davide Audisio, Hui Liu, Lucie Plougastel, Sergii Kolodych, Frédéric Taran 
Org. Lett. 2015, 17, 362-365, 2015

Palladium-catalyzed decarboxylative cyanation of aromatic carboxylic acids using [13C] and [14C]-KCN

Olivier Loreau, Dominique Georgin, Frédéric Taran, Davide Audisio*
J. Label. Compd. Radiopharm. 2015,58, 425-428

A screening method of uranyl extractants in H2SO4 solutions

Pasquier S, Vercouter T,* Taran F, Lamouroux C, Plancque G, Berthet JC
Tetrahedron Lett. 2015, 56, 308-311

Dodecyl creatine ester and lipid nanocapsule: a double strategy for the treatment of creatine transporter deficiency

Alexandra Trotier-Faurion, Catherine Passirani, Jérôme Béjaud, Sophie Dézard, Vassili Valayannopoulos, Fréderic Taran, Pascale de Lonlay, Jean-Pierre Benoit, Aloïse Mabondzo*
Nanomedicine, 2015, 10, 185-191

2014







Copper-Chelating Azides for Efficient Click Conjugation Reactions in Complex Media

Bevilacqua Valentina, King Mathias, Chaumontet Manon, Nothisen Marc, Gabillet Sandra, Buisson David, Puente Céline, Wagner Alain, Taran Fédéric*
Angew. Chem. Int. Ed. 2014, 53, 5872-5876

Carbon Nanotube Trans location to Distant Organs after Pulmonary Exposure: Insights from in Situ 14C-Radiolabeling and Tissue Radioimaging

Bertrand Czarny, Dominique Georgin, Fannely Berthon, Gael Plastow, Mathieu Pinault, Gilles Patriarche, Aurélie Thuleau, Martine Mayne L'Hermite, Frédéric Taran, Vincent Dive*
ACS NANO, 2014, 8, 5715-5724

A Phosphine-Catalyzed Preparation of 4-Arylidene-5-imidazolones

Sandra Gabillet, Olivier Loreau, Simon Specklin, Evelia Rasalofonjatovo, Frédéric Taran*
J. Org. Chem. 2014, 79, 9894-9898

4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne

Lucie Plougastel, Olekandr Koniev, Simon Specklin, Elodie Decuypère, Christophe Creminon, David A. Buisson, Alain Wagner, Sergii Kolodych, Frédéric Taran*
Chem. Commun. 2014, 50, 9376-9378

One-Pot Synthesis of 1,4-Disubstituted Pyrazoles from Arylglycines via Copper-Catalyzed Sydnone-Alkyne Cycloaddition Reaction

Simon Specklin, Elodie Decuypère, Lucie Plougastel, Soifia Aliani, Frédéric Taran*
J. Org. Chem. 2014, 79, 7772-7777

Smart Detection of Toxic Metal Ions, Pb2+ and Cd2+, Using a 129Xe NMR-Based Sensor

Nawal Tassali, Naoko Kotera, Céline Boutin, Estelle Léonce, Yves Boulard, Bernard Rousseau*, Emmanuelle Dubost, Frédéric Taran, Thierry Brotin, Jean-Pierre Dutasta, Patrick Berthault*
Anal. Chem. 2014, 86, 1783-1788