Sylvie Robin
Sylvie Robin obtained her Ph.D in 1992, from the University of Paris-Sud, in Orsay with Professor F. Huet, working on optically active lactone synthesis. She spent a postdoctoral year at Oxford University with Professor L. M. Harwood, studying cycloadditions with chiral azomethines. Coming back in France, she obtained a teaching position at the Faculty of Pharmacology (Univ. Paris V). In 1995, she joined Dr. G. Rousseau's theme at the University of Paris-Sud, where she studied the reactivity of electrophilic reagents. Since 2009, in Pr. D. J. Aitken’s group, she first worked on the synthesis of conformationally restricted GABA and to the folding behavior of their homo-oligomers and hetero-β,γ-oligomers. Recently she turned her interest to the role of the non-covalent interaction S-H...N in the peptidomimetic oligomers folding. Keywords: amino acids, peptide synthesis, photochemistry, cyclisation, chiral resolution.
Synthesis of enantiopure conformationally restricted GABA via photochemical reaction conditions
Synthesis of sulfured non canonic amino acids
Preparation of homo-oligomers of cis-2,3-cyclobutyl-GABA
Preparation of hetero-oligomers of β,γ-peptides
Publications :
Stereochemical matching determines both helix type and handedness in α/γ-peptides with a cyclic-constrained γ-amino acid. D. Liu, A. T. Mansour, O. Yazbeck, D. Naoufal, S. Robin, E. Gloaguen, V. Brenner, M. Mons, D. J. Aitken, Chemical Communications, 2025, 61, 6925-6928
Effects of sulfoxide and sulfone sidechain–backbone hydrogen bonding on local conformations in peptide models. D. Liu, S. Robin, E. Gloaguen, V. Brenner, M. Mons, D. J. Aitken, Chemical Communications, 2024, 60, 2074-2077
trans-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide. D. Liu, R. Guillot, S. Robin, D. J. Aitken, Molbank, 2023, 2023, M1726
Length-Dependent Transition from Extended to Folded Shapes in Short Oligomers of an Azetidine-Based α-Amino Acid: The Critical Role of NH···N H-Bonds. D. Liu, J.-X. Bardaud, Z. Imani, S. Robin, E. Gloaguen, V. Brenner, D. J. Aitken, M. Mons, Molecules, 2023, 28, 5048
A Post-Synthetic Modification Strategy for the Preparation of Homooligomers of 3-Amino-1-methylazetidine-3-carboxylic acid. D. Liu, Z. Imani, C. Gourson, R. Guillot, S. Robin, D. J. Aitken, Synlett, 2023, 34, 1787-1790
β-N-Heterocyclic Cyclobutane Carboximides: Synthesis Via a Tandem Base-Catalyzed Amidation/aza-Michael Addition Protocol and Facile Transformations. S. Barranco, F. Cuccu, D. Liu, S. Robin, R. Guillot, F. Secci, V. Brenner, M. Mons, P. Caboni, D. J. Aitken, A. Frongia, European Journal of Organic Chemistry, 2023, 26, e202300183
Non-covalent interactions reveal the protein chain δ conformation in a flexible single-residue model. Z. Imani, V. R. Mundlapati, V. Brenner, E. Gloaguen, K. Le Barbu-Debus, A. Zehnacker-Rentien, S. Robin, D. J. Aitken, M. Mons, Chemical Communications, 2023, 59, 1161-1164
N–H···X interactions stabilize C5 intra-residue hydrogen bonding in heterocyclic α-amino acid derivatives. V. R. Mundlapati, Z. Imani, V. C. D'Mello, V. Brenner, E. Gloaguen, J.-P. Baltaze, S. Robin, M. Mons, D. J. Aitken, Chemical Science, 2021, 12, 14826-14832
A theoretical and experimental case study of the hydrogen bonding predilection of S-methylcysteine. V. R. Mundlapati, Z. Imani, G. Goldsztejn, E. Gloaguen, V. Brenner, K. Le Barbu-Debus, A. Zehnacker-Rentien, J.-P. Baltaze, S. Robin, M. Mons, D. J. Aitken, Amino Acids, 2021, 53, 621-633
Conformation control through concurrent N–H⋯S and N–H⋯O=C hydrogen bonding and hyperconjugation effects. Z. Imani, V. R. Mundlapati, G. Goldsztejn, V. Brenner, E. Gloaguen, R. Guillot, J.-P. Baltaze, K. Le Barbu-Debus, S. Robin, A. Zehnacker, M. Mons, D. J. Aitken, Chem. Sci., 2020, 11, 9191-9197
Preparation of cyclobutene acetals and tricyclic oxetanes through photochemical tandem and cascade reactions. J. Buendia, Z. Chang, H. Eijsberg, R. Guillot, A. Frongia, F. Secci, J. Xie, S. Robin, T. Boddaert, D. J. Aitken, Angewandte Chemie International Edition, 2018, 57, 6592-6596
β-Cyclodextrin-Mediated Enantioselective Photochemical Electrocyclization of 1,3-Dihydro-2H-azepin-2-one. A. T. Mansour, J. Buendia, J. Xie, F. Brisset, S. Robin, D. Naoufal, O. Yazbeck, D. J. Aitken, J. Org. Chem., 2017, 82, 9832-9836
Conformational effects through hydrogen bonding in a constrained γ-peptide template: from intra-residue 7-membered rings to a gel-forming sheet structure. H. Awada, C. M. Grison, F. Charnay-Pouget, J.-P. Baltaze, F. Brisset, R. Guillot, S. Robin, A. Hachem, N. Jaber, D. Naoufal, O. Yazbeck, D. J. Aitken, J. Org. Chem., 2017, 82, 4819–4828
An α-Helix-Mimicking 12,13-Helix: Designed α/β/γ-Foldamers as Selective Inhibitors of Protein–Protein Interactions. C. M. Grison, J. A. Miles, S. Robin, A. J. Wilson, D. J. Aitken, Angewandte Chemie International Edition, 2016, 55, 11096-11100
13-Helix folding of a β/γ-peptide manifold designed from a "minimal-constraint" blueprint. C. M. Grison, S. Robin, D. J. Aitken, Chem. Commun., 2016, 52, 7802-7805
The discovery of 9/8-ribbons, β/γ-peptides with curved shapes governed by a combined configuration-conformation code. C. M. Grison, S. Robin, D. J. Aitken, Chem. Commun., 2015, 51, 16233-16236
Pushing the limits of signal resolution to make coupling measurement easier. J. E. H. Pucheta, D. Pitoux, C. M. Grison, S. Robin, D. Merlet, D. J. Aitken, N. Giraud, J. Farjon, Chem Commun, 2015, 51, 7939-7942
Practical Syntheses of Both Enantiomers of the Conformationally Restricted GABA Analogue cis-(2-Aminocyclobutyl)acetic Acid. H. Awada, S. Robin, R. Guillot, O. Yazbeck, D. Naoufal, N. Jaber, A. Hachem, D. J. Aitken, European Journal of Organic Chemistry, 2014, 2014, 7148-7155