Synthetic chemistry at the interface with biology

Synthetic chemistry at the interface with biology:
some examples
Boris Vauzeilles
a
Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles du CNRS, Avenue de la Terrasse,
91198 Gif-sur-Yvette, France
b
CNRS and Univ Paris-Sud, Glycochimie Moléculaire et Macromoléculaire, ICMMO, UMR 8182,
91405 Orsay, France
e-mail: [email protected]
The application of synthetic tools to explore some biological processes, as well as the
use of biological systems as a source of inspiration, have been the main focus of our
research in the last few years.
This lecture will present a selection of some of our work in this area, which includes
the design and use of synthetic bioactive derivatives for agrochemical applications,1 the
exploitation of proteins to direct the synthesis of their own ligands or inhibitors,2 as well as
the utilization of click-chemistry to easily and rapidly assemble objects with various
interesting properties and potential applications (easy synthesis of neoglycoconjugates,3
design and synthesis of new bioactive molecules of potential pharmaceutical interest,4,5
assembly of bio-inspired artificial photosynthetic devices6, and labeling of living bacteria7).
Figure 1. A strategy to specifically label the membrane of living Gram negative bacteria
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N. Grenouillat, B. Vauzeilles, J.-J. Bono, E. Samain, J.-M. Beau, Angew. Chem. Int. Ed., 2004, 43, 4644.
S. Zameo, B. Vauzeilles, J.-M. Beau, Angew. Chem. Int. Ed., 2005, 44, 965.
A. Baron, Y. Blériot, M. Sollogoub, B. Vauzeilles, Org. Biomol. Chem., 2008, 1898.
C. Le Manach, A. Baron, R. Guillot, B. Vauzeilles, J.-M. Beau, Tetrahedron Lett., 2011, 52, 1462.
N. Ardès-Guisot, D. S. Alonzi, G. Reinkensmeier, T. D. Butters, C. Norez, F. Becq, Y. Shimada, S. Nakagawa, A. Kato,
Y. Blériot, M. Sollogoub, B. Vauzeilles, Org. Biomol. Chem., 2011, 9, 5373.
6. A. Baron, C. Herrero, A. Quaranta, M.-F. Charlot, W. Leibl, B. Vauzeilles, A. Aukauloo, Chem. Commun., 2011, 47,
11011.
7. A. Dumont, A. Malleron, M. Awwad, S. Dukan, B. Vauzeillles, Angew. Chem. Int. Ed., 2012, 51, 3143.