Laboratoire des Interactions Moléculaires et Réactivité Chimique et Photochimique
UMR 5623

Seminar by Pr Laurent Fontaine / IMMM Le Mans

Thursday 18th October 2018 - 11 am - Maroni room / MHT

Laurent Fontaine, professor at the Institut des Molécules et Matériaux du Mans will give a talk about: Harnessing azlactone chemistry to diversify the click chemistry toolbox: Azlactone-based reagents and functional polymers for bioconjugation

The azlactone (or oxazolone) ring reacts under mild conditions with primary amines at room temperature in the absence of catalyst in organic or aqueous media without formation of a byproduct, a reaction that can be regarded as proceeding with the advantages associated with conventional ‘click-type’ reactions.1 We have investigated azlactone-functionalized reagents and polymers as a platform for the design of new reactive and thermoresponsive polymers,2-5 functional nanoparticles,2,6,7 and heterobifunctional linkers.8

This presentation will describe our work to design and to prepare new heterobifunctional linkers, reactive polymers, and functional nanoparticles by using orthogonal click chemistry reactions with emphasis on our most recent results using the azlactone moiety for polymer ligation and bioconjugation.

[1] H. T. Ho, M. E. Levere, D. Fournier, V. Montembault, S. Pascual, L. Fontaine, Aust. J. Chem. 2012, 65, 970-977; M. E. Buck, D. M. Lynn, Polym. Chem. 2012, 3, 66-80.

[2] M. E. Levere, H. T. Ho, S. Pascual, L. Fontaine, Polym. Chem. 2011, 2, 2878-2887.

[3] H. T. Ho, M. E. Levere, S. Pascual, V. Montembault, A. Caruso, N. Casse, L. Fontaine, Polym. Chem. 2013, 4, 675-685.

[4] H. T. Ho, F. Leroux, S. Pascual, V. Montembault, L. Fontaine, Macromol. Rapid Commun. 2012, 33, 1753-1758.

[5] V. Delplace, S. Harrison, T. H. Ho, A. Tardy, Y. Guillaneuf, S. Pascual, L. Fontaine, J. Nicolas, Macromolecules 2015, 48, 2087-2097.

[6] M. Le Bohec, M. Banère, S. Piogé, S. Pascual, L. Benyahia, L. Fontaine, Polym. Chem. 2016, 7, 6834-6842.

[7] Y. Prai-In, K. Tankanya, B. Rutnakornpituk, U. Wichai, V. Montembault, S. Pascual, L. Fontaine, M. Rutnakornpituk, Polymer 2012, 53, 113-120.

[8] L. Fontaine, H. T. Ho, S. Pascual, V. Montembault, PCT WO2014060357 & US 20150285811A1

2018 IMRCP