UMR CNRS 6022 Génie Enzymatique et Cellulaire (Directeur : A UMR CNRS 6022 Génie Enzymatique et Cellulaire (Directeur : A. Friboulet) Thème 1 : Biocatalyse et Alternatives Métaboliques (Prof. D. Thomas) Métabolisme lipidique végétal (Dr. B. Thomasset, Dr. Y. Perrin) Génèse et caractérisation de la diversité biocatalytique (Dr. A. Friboulet, Dr. B. Bihan-Avalle, Dr. S. Padiolleau, Dr C. Bedel) Thème 2 : Biocatalyse supramoléculaire et anisotrope Polymères biomimétiques, impression moléculaire et nanostructuration (Pr. K. Haupt, Dr A. Cordin) RMN des solides et systèmes biomimétiques (Pr. C. Sarazin) Modèles biomimétiques membranaires (Pr. S. Pulvin, Dr. S. Morandat, Dr. V. Ducel, Dr. C. Rossi)

SYNTHETIC RECEPTORS ? Antibodies Enzymes Hormon receptors Directed synthesis and catalysis Affinity separation Biosensors Biochips Immunoanalysis Drug targeting Highly specific molecular recognition but Unstable Expensive Sometimes difficult to obtain SYNTHETIC RECEPTORS ?

MOLECULARLY IMPRINTED POLYMERS - SYNTHETIC ANTIBODIES Antigen Monomers Complex Imprinted polymer

CHARACTERISTICS Tailor-made materials Physical Stability Chemical Stability Storage Endurance Imprint Memory Binding Strength Capacity Easy integration in industrial fabrication processes Resistant against mechanical stress, high pressures and temperatures up to 120ºC Resistant against acids, bases, various organic solvents, metal ions Years at RT without loss of performance Repeated use without loss of memory KD in nM - µM range 100 µg/g … 10 mg/g

APPLICATIONS Antibody / receptor binding site mimics Immunoassays Drug development / screening Sensors Chemical and Biosensors Multisensors and Biochips Tailor-made separation materials Facilitated synthesis / Catalysis (enzyme mimics) Slow release matrices Removal of unwanted molecules Biomedical, agriculture, food, textile,environment, security…

OUR ACTIVITIES BIOMIMETICS Material engineering: Morphology (Films, nanoparticles…) Water-compatibility Recognition properties Surface engineering: Nanostructures Porosity Wetting properties Optical properties Separation: Selective extraction Chromatography Sensitive and selective Biomimetic assays detection: Acoustic and optical sensors Biochips MEMS

ELISA-TYPE IMMUNOASSAY Antigen-enzyme conjugate 2,4-D Cl O O C Tobacco peroxidase N N H H Cl Detection: Chemiluminescence (H2O2, luminol) MIP nanospheres Conjugate 2,4-D Advantages No laboratory animals ! Fast and easy Sensitive High throughput Robotisable

1: 2,4-Dichlorophenoxyacetic acid (2,4-D) Competitor concentration 96-well plate B/B0, % 1 2 3 4 100 80 4 3 60 Cl O COOH 40 2 Cl 2,4-D (Template) 20 1 0.01 0.1 1 10 100 1000 Competitor, mg/ml Competitor 1: 2,4-Dichlorophenoxyacetic acid (2,4-D) 2: 4-Chlorophenoxyacetic acid 3: Phenoxyacetic acid 4: 2,4-D-methylester X-reactivity 100 % 10 % 2 % <1 % 384-well plate

BIOPUCES Imprinted polymer (model system) Trimethylolpropane trimethacrylate 4-Vinylpyridine Porogen : DMSO/Diglyme Antigen : Fluorescein Deposition of monomer solution with microcantilever array Photopolymerisation (DPAP, 360 nm) Vandevelde et al. (2007) Langmuir 23, 6490-6493.

NANOSTRUCTURED SURFACES BY NANOMOULDING

CHANGE OF SURFACE PROPERTIES Poly(divinylbenzene-co-methacrylic acid) MIP Environmental scanning electron microscopy Condensation of water Water droplet on lotus leaf Flat surface Nanostructured surface 0 min 1 min 3 min

VALORISATION SAS since 19 July 2004, Rouen, Normandy, France Founders : Kaynoush Naraghi Sami Bayoudh Karsten Haupt Developing innovative polymers : Molecularly imprinted polymers, responsive hydrogels, associative polymers Life and pharmaceutical sciences, food industry, agroindustry In 2004, winner of the Contest "Innovative and Technological Companies" of the French Ministry of Research&Technology Currently 10 people 3rd round of fund raising beginning 2008