Dr. Frédéric Coutrot
Institut des Biomolécules Max Mousseron (IBMM)UMR 5247 Cnrs-UM1-UM2
Université de MontpellierBâtiment de Recherche 17
Place Eugène Bataillon, case courrier 1706
34095 Montpellier cedex 5, France
Tél.: (00 33) (0)4 67 14 38 43
Fax: (00 33) (0)4 67 63 10 46
The city of Montpellier is located in the south of France, closed to the mediterranean sea and can be reached from Paris in 3h30 by TGV train. Its sweet climate, its cultural and economical dynamisms, as well as its student life make of Montpellier a very attractive place to settle.
The SMARTeam is located in the University of Montpellier (France), in Balard Building of the Cnrs campus. It is part of the institute of Biomolecules Max Mousseron (UMR Cnrs 5247). Our current research projects mainly concern the synthesis and the studies of original molecules, based on supramolecular or interlocked architectures (peptido and glycorotaxanes, lassos, double-lassos, molecular muscles), aimed to be used from the material (polymers) to the medicinal field (recognition, targeting, prodrugs, probes, diagnosis, ...). We are particularly interested in new conceptual approaches using Molecular Machines.
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► A "hot" article and the cover of Chem. Eur. J.
The SMARTeam reports the synthesis and study of new rotaxane molecular shuttles based on the recognition of a dibenzo-24-crown-8 macrocycle for ammonium, amine, Weinreb amide and/or ketone moleculars stations. The relative affinities of the inedite ketone and Weinreb amide molecular stations for the DB24C8 have been determined and allowed for various co-conformational states.
In some cases, hydrogen bonds between the surrounding macrocycle and encircled axle were the result of the co-conformational state through steric restrictions of the molecular axle (the co-conformation imposed the H-bond), while inversely hydrogen bonds imposed the co-conformation of the molecular shuttle in other cases.
Weinreb Amide, Ketone and Amine as Potential and Competitive Secondary Molecular Stations for Dibenzo-24-Crown-8 in Rotaxane Molecular Shuttles
M. Gauthier et F. Coutrot, Chem. Eur. J. 2021, 27, 17576-17580
► A Review in ChemPlusChem, the Frontispiece and the Cover
The SMARTeam publishes a review that describes the post-synthetic intramolecular macrocyclisations of rotaxanes into cyclic interlocked molecules. These aesthetic molecules are rare exemples in the literature, although they possess very appealing physical and chemical properties that give them a high added value.
Post-Synthetic Macrocyclization of Rotaxane Building Blocks
M. Gauthier, P. Waelès et F. Coutrot, ChemPlusChem 2022, 87, e202100458.
featured by a cover illustration
► A "hot" article and the inside front cover of Chem. Commun.
The SMARTeam reports a chemical access to an improbable rotaxane via the formation of a foldarotaxane, thanks to the foldamer-mediated sequestration of the macrocycle around a part of the axle for which it has no affinity.
Foldarotaxane-Mediated Synthesis of an Improbable Rotaxane
V. Koehler, M. Gauthier, C. Yao, K. Fournel-Marotte, P. Waelès, B. Kauffmann, I. Huc, F. Coutrot and Y. Ferrand, Chem. Commun. 2022, 58, 8618-8621