Synthèse totale de composés naturels biologiquement actifs
Synthèse de composés fluorés chiraux énantiopurs (amino acides, amino alcools…) à partir d’oxazolidines fluorées (Fox)
Synthèse de peptides d’intérêt
Etude des propriétés physico-chimiques et biochimiques de peptides trifluorométhylés (lipophilie, pKa, résistance aux protéases).
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Domains
Keywords
A beta aggregation Butatrienes Carbo-cyclohexadienes Carbo-mers Cathepsin D Pepstatin A Peptide Inhibitors Fluorinated peptides Trifluoromethionine Ovarian Cancer Circular dichroism Fluorescence Fluorinated amino acids Fluorinated chiral auxiliaries Fluorinated chiral compounds Fluorinated peptide Fluorinated peptides NMR Nucleophilic trifluoromethylation Thioflavin-T
- A beta aggregation1
- Butatrienes1
- Carbo-cyclohexadienes1
- Carbo-mers1
- Cathepsin D Pepstatin A Peptide Inhibitors Fluorinated peptides Trifluoromethionine Ovarian Cancer1
- Circular dichroism1
- Fluorescence1
- Fluorinated amino acids1
- Fluorinated chiral auxiliaries1
- Fluorinated chiral compounds1
- Fluorinated peptide1
- Fluorinated peptides1
- NMR1
- Nucleophilic trifluoromethylation1
- Thioflavin-T1
Authors
Chelain Evelyne10- Brigaud Thierry9
- Pytkowicz Julien6
- Gadais Charlène3
- Devillers Emmanuelle3
- Sanchez Clément A2
- Chaume Grégory2
- Lensen Nathalie2
- Belhattab Sherazade1
- Besbes Rafâa1
- Bordessa Andrea1
- Botz Alexandra1
- Caillon Lucie1
- Dalvit Claudio1
- Diarra Sitan1
- Girard Sylvaine1
- Hoffmann Anais R. F.1
- Khemtemourian Lucie1
- Leguern Aurore1
- Ouerfelli Oussema1
- Rives Arnaud1
- Saraiva Rosa Nathalie1
- Simon Julien1
- Terzani Francesco1
- Barthes Cécile1
- Guitot Karine1
- Monasson Olivier1
- Gasparik Vincent1
- Kaffy Julia1
- Leroy-Dudal Johanne1
- Maraval Valérie1
- Zanato Chiara1
- Lequin Olivier1
- Chauvin Rémi1
Affiliated authors
Journals
Institutions
Laboratories
Departments
Research team
10 documents
Journal articles9 document
- Julien Pytkowicz, Grégory Chaume, Nathalie Lensen, Evelyne Chelain, Thierry Brigaud. Two decades of fluorine chemistry in Cergy. Comptes Rendus. Chimie, 2024, 27 (G1), pp.353-383. ⟨10.5802/crchim.360⟩. ⟨hal-04823676⟩
- Emmanuelle Devillers, Evelyne Chelain, Claudio Dalvit, Thierry Brigaud, Julien Pytkowicz. ( R )‐α‐Trifluoromethylalanine as a 19 F NMR Probe for the Monitoring of Protease Digestion of Peptides. ChemBioChem, 2022, 23 (1), pp.e202100470. ⟨10.1002/cbic.202100470⟩. ⟨hal-03549211⟩
- Clément A Sanchez, Charlène Gadais, Sitan Diarra, Andrea Bordessa, Nathalie Lensen, et al.. Synthesis of enantiopure α-Tfm-proline and α-Tfm-pipecolic acid from oxazolo-pyrrolidines and -piperidines. Organic & Biomolecular Chemistry, 2021, 19 (31), pp.6771-6775. ⟨10.1039/d1ob01173a⟩. ⟨hal-03549199⟩
- Thierry Brigaud, Clément A Sanchez, Charlène Gadais, Grégory Chaume, Sylvaine Girard, et al.. Enantiopure 5-CF 3 –Proline: Synthesis, Incorporation in Peptides, and Tuning of the Peptide Bond Geometry. Organic Letters, 2021, 23 (2), pp.382-387. ⟨10.1021/acs.orglett.0c03880⟩. ⟨hal-03549152⟩
- Oussema Ouerfelli, Julien Simon, Evelyne Chelain, Julien Pytkowicz, Rafâa Besbes, et al.. Enantiopure α-Trifluoromethylated Aziridine-2-carboxylic Acid (α-TfmAzy) : Synthesis and Peptide Coupling. Organic Letters, 2020, 22 (8), pp.2946-2949. ⟨10.1021/acs.orglett.0c00645⟩. ⟨hal-03549179⟩
- Thierry Brigaud, Charlène Gadais, Julien Pytkowicz, Evelyne Chelain, Nathalie Saraiva Rosa. Tailored Approaches towards the Synthesis of l-S-(Trifluoromethyl)cysteine- and l-Trifluoromethionine-Containing Peptides. European Journal of Organic Chemistry, 2017, 2, pp.246-251. ⟨10.1002/ejoc.201601318⟩. ⟨hal-02980393⟩
- Thierry Brigaud, Emmanuelle Devillers, Evelyne Chelain, Julien Pytkowicz. Synthesis of Protected Enantiopure (R) and (S)-a-Trifluoromethylalanine Containing Dipeptide Building Blocks Ready to Use for Solid Phase Peptide Synthesis.. Amino Acids, 2016, 6, pp.1457-1468. ⟨10.1007/s00726-016-2200-9⟩. ⟨hal-02980191⟩
- Alexandra Botz, Vincent Gasparik, Emmanuelle Devillers, Anais R. F. Hoffmann, Lucie Caillon, et al.. (R)-alpha-Trifluoromethylalanine Containing Short Peptide in the Inhibition of Amyloid Peptide Fibrillation. Biopolymers, 2015, 104 (5, SI), pp.601-610. ⟨10.1002/bip.22670⟩. ⟨hal-01366197⟩
- Cécile Barthes, Arnaud Rives, Valérie Maraval, Evelyne Chelain, Thierry Brigaud, et al.. First example of ring carbo-mer of 1,4-cyclohexadiene. French-Ukrainian Journal of Chemistry, 2015, 3 (1), pp.60-65. ⟨10.17721/fujcV3I1P60-65⟩. ⟨hal-01916646⟩
Conference papers1 document
- Julien Pytkowicz, Francesco Terzani, Aurore Leguern, Karine Guitot, Olivier Monasson, et al.. Design, Synthesis and Biological Evaluation of Trifluoromethylated Cathepsin D and Pepsin Inhibitors. Science and Technologies in Biomedicine, Medical University - Varna, Oct 2025, Varna, Bulgaria. ⟨hal-05351074⟩
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1993 : Doctorat de l’Université Pierre et Marie Curie sous la direction du DR H. Rudler
1993-1994 : ATER à l’Université Pierre et Marie Curie sous la direction du Prof. S. Czernecki
1995 : Post-doc à l’Institut für Organische Chemie d’Aachen (Allemagne) sous la direction du Prof. D. Enders
Depuis 1996 : Maître de Conférences à l’université de Cergy-Pontoise
- 1996 Prof. M. Bellassoued
- 2001 Prof. J. Ardisson
- 2008 Prof. T. Brigaud
- 2019 Prof. J. Pytkowicz
2010 : Habilitation à diriger des recherches (HDR)
2011 : Maître de Conférences Hors Classe