Institut de Chimie Moléculaire et des Matériaux d'Orsay

Multinuclear NMR in polypeptide liquid crystals: Three fertile decades of methodological developments and analytical challenges. P. Lesot, C. Aroulanda, P. Berdague, A. Meddour, D. Merlet, J. Farjon, N. Giraud, O. Lafon, Progress in Nuclear Magnetic Resonance Spectroscopy, 2019, Ahead of Print

2H and 13C NMR-Based Enantiodetection Using Polyacetylene versus Polypeptide Aligning Media: Versatile and Complementary Tools for Chemists. P. Lesot, P. Berdague, A. Meddour, A. Kreiter, M. Noll, M. Reggelin, ChemPlusChem, 2019, 84, 144-153

Cyclobishelicenes: shape-persistent figure-eight aromatic molecules with promising chiroptical properties. A. Robert, G. Naulet, H. Bock, N. Vanthuyne, M. Jean, M. Giorgi, Y. Carissan, C. Aroulanda, A. Scalabre, E. Pouget, F. Durola, Y. Coquerel, Chemistry – A European Journal, 2019, 25(63), 14364-14369

Non-heme Fe(II) diastereomeric complexes bearing a hexadentate ligand : unexpected consequences on the spin state and oxidation catalytic properties. K. Sénéchal-David, C. Buron, N. Ségaud, J.-N. Rebilly, A. Dos Santos, J. Farjon, R. Guillot, C. Herrero, T. Inceoglu, F. Banse, Chemistry – A European Journal, 2019, 25, 12405 – 12411

The use of residual dipolar couplings for conformational analysis of non-steroidal anti-inflammatory drugs dissolved in weakly ordering media. M. E. Di Pietro, G. Celebre, R. A. Salvino, C. Aroulanda, D. Merlet, G. De Luca, Liq. Cryst, 2018

Highly Accurate Quantitative Analysis Of Enantiomeric Mixtures From Spatially Frequency Encoded 1H NMR Spectra. B. Plainchont, D. Pitoux, M. Cyrille, N. Giraud, Analytical Chemistry, 2018, 90, 1595-1600

1H NMR analyses of enantiomeric mixtures using chiral liquid crystals. J. Farjon, N. Giraud, Current Opinion in Colloid & Interface Science, 2018, 33, 1-8

Analytical contribution of deuterium 2D-NMR in oriented media to 2H/1H isotopic characterization: the case of vanillin. T. Texier-Bonniot, P. Berdague, R. J. Robins, G. Remaud, P. Lesot, Flavour and Fragrance Journal, 2018, 33, 217-229

Ruthenium-catalyzed hydrogen isotope exchange of C(sp3)-H bonds directed by a sulfur atom. L. Gao, S. Perato, S. Garcia-Argote, C. Taglang, L. M. Martinez-Prieto, C. Chollet, D.-A. Buisson, V. Dauvois, P. Lesot, B. Chaudret, B. Rousseau, S. Feuillastre, G. Pieters, Chemical Communications (Cambridge, United Kingdom), 2018, 54, 2986-2989

Combining Pure Shift And J-Edited Spectroscopies: A Strategy For Extracting Chemical Shifts And Scalar Couplings From Highly Crowded Proton Spectra Of Oligomeric Saccharides. D. Pitoux, Z. Hu, B. Plainchont, D. Merlet, J. Farjon, D. Bonnaffe, N. Giraud, Magnetic Resonance in Chemistry, 2018, 56

An easier analysis of complex mixtures with highly resolved and sensitivity enhanced 2D quantitative NMR: application to tracking sugar phosphates in plants. S. Khlifi, C. Mauve, N. Glab, F. Gilard, M. Hodges, G. Mouille, J. Farjon, Analytical Methods, 2017, 9, 2328-2333

Integrated Computational Protocol for the Analysis of Quadrupolar Splittings from Natural-Abundance Deuterium NMR Spectra in (Chiral) Oriented Media. A. Navarro-Vazquez, P. Berdague, P. Lesot, ChemPhysChem, 2017, 18, 1252-1266

Assessing the stable conformations of ibuprofen in solution by means of Residual Dipolar Couplings. M. E. Di Pietro, G. Celebre, C. Aroulanda, D. Merlet, G. De Luca, European Journal of Pharmaceutical Sciences, 2017, 106, 113-121

Synthesis of ribavirin 2’-Me-C-nucleoside analogues. F. Cosson, A. Faroux, J.-P. Baltaze, J. Farjon, R. Guillot, J. Uziel, N. Lubin-Germain, Beilstein Journal of Organic Chemistry, 2017, 13, 755-761

Synthesis, characterization and structural study of mercury(II) complexes with fluoroalkylthiocarbamates. I. Chniti, M. A. K. Sanhoury, H. Maouati, R. Guillot, D. Merlet, I. Chehidi, Journal of Molecular Structure, 2017, 1128, 64-69

Detection of quadrupolar nuclei by ultrafast 2D NMR: exploring the case of deuterated analytes aligned in chiral oriented solvents. P. Lesot, P. Berdague, P. Giraudeau, Chemical Communications (Cambridge, United Kingdom), 2016, 52, 2122-2125

Investigation of Solute-Fiber Affinity and Orientational Ordering of Norbornadiene Interacting with Two-Polypeptide Chiral Liquid Crystalline Solvents by Natural Abundance Deuterium (NAD) NMR. Z. Serhan, C. Aroulanda, P. Lesot, Journal of Physical Chemistry A, 2016, 120, 6076-6088

Paramagnetic DOSY: an Accurate Tool for the Analysis of the Supramolecular Interactions between Lanthanide Complexes and Proteins. S. Denis-Quanquin, F. Riobé, M.-A. Delsuc, O. Maury, N. Giraud, Chemistry –A European Journal, 2016, 22, Early View

Achieving High Resolution And Optimizing Sensitivity In Spatially Frequency Encoding NMR Spectroscopy: From Theory To Practice. B. Plainchont, D. Pitoux, G. Hamdoun, J.-M. Ouvrard, D. Merlet, J. Farjon, N. Giraud, Physical Chemistry Chemical Physics, 2016, 18, 22827-22839

Kinetic commitment in glutamine synthetase catalysis as revealed by ^14N/¹⁵N and solvent isotope effects. C. Mauve, N. Giraud, E. R.-A. Boex-Fontvieille, I. Antheaume, I. Tea, G. Tcherkez, Plant Physiology and Biochemistry, 2016, 108, 203-211

Contribution of NAD 2D-NMR in Liquid Crystals to the Determination of Hydrogen isotope Profile of Methyl Groups in Miliacin. P. Berdagué, P. Lesot, J. Jacob, V. Terwilliger, C. Le Milbeau, Geochim. Cosmochim. Acta, 2016, 173, 337-351

Multi-nuclear NMR of axially chiral biaryls in polypeptide orienting solvents: spectral discriminations and enantiorecognition mechanisms. P. Berdague, J.-E. Herbert-Pucheta, V. Jha, A. Panossian, F. R. Leroux, P. Lesot, New Journal of Chemistry, 2015, 39, 9504-9517

The conformational behaviour of naproxen and flurbiprofen in solution by NMR spectroscopy. M. E. Di Pietro, C. Aroulanda, G. Celebre, D. Merlet, G. De Luca, New Journal of Chemistry, 2015, 39, 9086-9097

On the Content of Conformational and Orientational Information from Dipolar Couplings in two Anisotropic Media with a Very Different Degree of Ordering : Thermotropic versus Lyotropic Liquid Crystals. M. E. Di Pietro, G. De Luca, G. Celebre, D. Merlet, C. Aroulanda, Molecular Crystals and Liquid Crystals, 2015, 614, 39-53

Magnetic field dependence of spatial frequency encoding NMR as probed on an oligosaccharide. D. Pitoux, Z. Hu, B. Plainchont, D. Merlet, J. Farjon, D. Bonnaffe, N. Giraud, MAGNETIC RESONANCE IN CHEMISTRY, 2015, 53, 836-844

Enantiotopic Discrimination in the NMR Spectrum of Prochiral Solutes in Chiral Liquid Crystals. P. Lesot, C. Aroulanda, H. Zimmermann, Z. Luz, Chem. Soc. Rev., 2015, 44, 230-275

Probing the Limits of NMR and VCD Spectroscopy in the Stereochemical Assignment of Chiral 2H6-Neopentane. A. Masarwa, D. Gerbig, L. Oskar, A. Loewenstein, H. P. Reisenauer, P. Lesot, P. R. Schreiner, I. Marek, Angew. Chem. Int. Ed., 2015, 54, 13106-13109

Fast acquisition of multidimensional NMR spectra of solids and mesophases using alternative sampling methods. P. Lesot, K. Kazimierczuk, J. Trébosc, J.-P. Amoureux, O. Lafon, Magn. Reson. Chem., 2015, 53, 927-939

A comprehensive NMR methodology to assess the composition of biobased and biodegradable polymers in contact with food. A. Gratia, D. Merlet, V. Ducruet, C. Lyathaud, Analytica Chimica Acta, 2015, 853, 477-485

Fully Resolved NMR Correlation Spectroscopy. D. Pitoux, B. Plainchont, D. Merlet, Z. Hu, D. Bonnaffe, J. Farjon, N. Giraud, Chemistry - A European Journal, 2015, 21, 9044-9047

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

Criteria for sensitivity enhancement by compressed sensing: practical application to anisotropic NAD 2D-NMR spectroscopy. K. Kazimierczuk, O. Lafon, P. Lesot, Analyst, 2014, 139, 2702-2713

Simultaneous Determination Of All Forms of Biopterin and Neopterin in Cerebrospinal Fluid. P. Guibal, N. Lévêque, D. Doummar, N. Giraud, E. Roze, D. Rodriguez, R. Couderc, T. Billette De Villemeur, F. Moussa, ACS Chemical Neuroscience, 2014, 5, 533-541

Correlation 2D-NMR Experiments Involving both 13C and 2H Isotopes in Oriented Media: Methodological Developments and Analytical Applications. P. Lesot, O. Lafon, P. Berdagué, Magn. Reson. Chem., 2014, 52, 595-613

NMR Discrimination in Non-Rigid Prochiral Solutes Dissolved in Chiral Liquid Crystal Solvents: Symmetry Considerations. P. Lesot, Z. Luz, C. Aroulanda, H. Zimmermann, Magn. Reson. Chem, 2014, 52, 581-594

Synthesis and conformational study of new S-polyfluoroalkyl dithiocarbamates. I. Chniti, M. A. K. Sanhoury, D. Merlet, I. Chehidi, Journal of Fluorine Chemistry, 2014, 168, 223-229

Conformational Investigation in Solution of a Fluorinated Anti-inflammatory Drug by NMR Spectroscopy in Weakly Ordering Media. M. E. Di Pietro, C. Aroulanda, D. Merlet, G. Celebre, G. De Luca, Journal of Physical Chemistry B, 2014, 118, 9007-9016

"On-the-fly" kinetics of enzymatic racemization using deuterium NMR in DNA-based chiral oriented media. M. Chan-Huot, P. Lesot, P. Pelupessy, L. Duma, G. Bodenhausen, P. Duchambon, M. D. Toney, U. V. Reddy, N. Suryaprakash, Analytical Chemistry, 2013, 85, 4694-4697

Multiscale NMR investigation of mesogenic ionic-liquid electrolytes with strong anisotropic orientational and diffusional behaviour. P. Judeinstein, S. Huet, P. Lesot, RSC Advances, 2013, 3, 16604-16611

Exploration of Supramolecular Interactions Involving Tris-Dipicolinate Lanthanide Complexes in Protein Crystals By a Combined Biostructural, Theoretical and NMR Study. E. Dumont, G. Pompidor, A. D'Aléo, J. Vicat, L. Toupet, O. Maury, N. Giraud, Physical Chemistry Chemical Physics, 2013, 15, 18235-18242

A multidimensional approach to the analysis of NMR titration experiments in the case of a multiple reaction scheme. A. D'Aléo, D. Elise, O. Maury, N. Giraud, Magnetic Resonance in Chemistry, 2013, 51, 641-648

Iron Coordination Chemistry with New Ligands Containing Triazole and Pyridine Moieties. Comparison of the Coordination Ability of the N-Donors. N. Ségaud, J.-N. Rebilly, K. Sénéchal-David, R. Guillot, L. Billon, J.-P. Baltaze, J. Farjon, O. Reinaud, F. Banse, Inorganic Chemistry, 2013, 52, 691-700

Synthesis of enones, Pyrazolines and Pyrrolines with gem-difluoroalkyl Side Chains. A. Nasr El Dine, A. Khalaf, D. Grée, O. Tasseau, F. Fares, N. Jaber, P. Lesot, A. Hachem, R. Grée, Beilstein Journal of Organic Chemistry, 2013, 9, 1943–1948

Synthesis of a Mycobacterium tuberculosis Tetra-Acylated Sulfolipid Analogue and Characterization of the Chiral Acyl Chains Using Anisotropic NAD 2D-NMR Spectroscopy. A. Lemétais, Y. Bourdreux, P. Lesot, J. Farjon, J.-M. Beau, J. Org. Chem., 2013, 78, 7648-7657

Limit of Miscibility and Nanophase Separation in Associated Mixtures. P. A. Artola, A. Raihane, C. Crauste-Thibierge, D. Merlet, M. Emo, C. Alba-Simionesco, B. Rousseau, Journal of Physical Chemistry B, 2013, 117, 9718-9727

²⁹Si-¹H IMPACT HMBC: a suitable tool for analyzing silylated derivatives. J. Farjon, A. Giros, S. Deloisy, L. Blanco, J. Hannedouche, E. Schulz, D. Merlet, Magnetic Resonance in Chemistry, 2013, 51, 230-233

Solution State Conformational Preferences of Dipeptides Derived from N-Aminoazetidinecarboxylic Acid: An Assessment of the Hydrazino Turn. A. Altmayer-Henzien, V. Declerck, D. Merlet, J.-P. Baltaze, J. Farjon, R. Guillot, D. J. Aitken, Journal of Organic Chemistry, 2013, 78, 6031-6039

Chiral solutes can seed the formation of enantiomorphic domains in a twist-bend nematic liquid crystal. J. W. Emsley, P. Lesot, G. R. Luckhurst, A. Meddour, D. Merlet, Physical Review E: Statistical, Nonlinear, and Soft Matter Physics, 2013, 87, 040501/1-040501/4

GET-SERF, a new gradient encoded SERF experiment for the trivial edition of 1H-19F couplings. M. E. Di Pietro, C. Aroulanda, D. Merlet, Journal of Magnetic Resonance, 2013, 234, 101-105

Combining J-Edited and Correlation Spectroscopies Within a Multi-dimensional Spatial Frequency Encoding: Toward Fully Resolved 1H NMR Spectra. N. Giraud, D. Pitoux, J.-M. Ouvrard, D. Merlet, Chemistry - A European Journal, 2013, 19, 12221-12224

Fast-pulsing NMR techniques for the detection of weak interactions: successful natural abundance probe of hydrogen bonds in peptides. A. Altmayer-Henzien, V. Declerck, D. J. Aitken, E. Lescop, D. Merlet, J. Farjon, Organic & Biomolecular Chemistry, 2013, 11, 7611-7615

SENSASS NMR: New NMR techniques for enhancing the sensitivity and the spectral resolution of polymer supported chemicals. N. Prosa, M.-C. Scherrmann, D. Merlet, J. Farjon, Journal of Magnetic Resonance, 2013, 237, 63-72

Methodological Study of the Peptide Coupling of the N-desactivated Stable Proline Surrogate CF3-pseudoproline. G. Chaume, O. Barbeau, C. Caupene, P. Lesot, D. Feyten, E. Miclet, T. Brigaud, Journal of Pept. Sci., 2012, 18, S1, S183-S183

Is the Determination of Absolute Configuration Possible by Using Residual Dipolar Couplings from Chiral-Non- Racemic Alignment Media?– A Critical Assessment. R. Berger, J. Courtieu, R.-R. Gil, C. Griesinger, M. Köck, P. Lesot, B. Luy, D. Merlet, A. Navarro-Vasquez, M. Reggelin, U.-M. Reinscheid, C.-M. Thiele, M. Zweckstetter, Angew. Chemie, Int. Ed.,, 2012, 51, 2-5

Analytical Contribution of NAD 2D-NMR Spectroscopy in Polypeptide Mesophases to the Investigation of Triglycerides. P. Lesot, Z. Serhan, C. Aroulanda, I. Billaut, Magn. Reson. in Chem.,, 2012, 50, S2-S11

Experimental Detection of Achiral and Chiral Naturally Abundant 13C-2H Isotopomers by 2D-NMR in Liquids and Chiral Oriented Solvents. P. Lesot, O. Lafon, Anal. Chem., 2012, 84, 4569-4573

Probing Substrate-Product Relationships by Natural Abundance Deuterium 2D NMR Spectroscopy in Liquid-Crystalline Solvents: The Case of The Epoxidation of Linoleate to Vernoleate by Two Different Plant Enzymes. I. Billaut, A. Ledru, M. Ouetrani, Z. Serhan, P. Lesot, R. Robins, Anal. Bioanal. Chem., 2012, 402, 2985-2998

Analysis of NAD 2D-NMR Spectra of Saturated Fatty Acids in Polypeptide Aligning Media by Experimental and Modeling Approaches. Z. Serhan, I. Billaut, A. Borgogno, A. Ferrarini, P. Lesot, Chem. Eur. J., 2012, 18, 117-126

Analytical contribution of NAD 2D-NMR spectroscopy in polypeptide mesophases to the investigation of triglycerides. P. Lesot, Z. Serhan, C. Aroulanda, I. Billault, Magnetic Resonance in Chemistry, 2012, 50, S2-S11

Enantiotopic Discrimination in the Deuterium NMR Spectrum of Solutes with S4 Symmetry in Chiral Liquid Crystals. C. Aroulanda, H. Zimmermann, Z. Luz, P. Lesot, J. Chem. Phys., 2011, 134, 134502-1/8

Conformation and Dynamics of 18-membered Hexathia-metacyclophanes: The two Steps Chirality Averaging as Studied by Deuterium NMR in Chiral Liquid Crystalline Solutions. P. Lesot, C. Aroulanda, P. Berdagué, H. Zimmermann, Z. Luz, J. Phys. Chem. B, 2011, 115, 11793-11804

Recent Advances in the Analysis of the Site-specific Isotopic Fractionation of Metabolites such as Fatty Acids using Anisotropic Natural Abundance 2H NMR Spectroscopy: Application on Conjugated Linolenic Methyl Esters. P. Lesot, Z. Serhan, I. Billault, Anal. Bioanal. Chem., 2011, 134, 134502-1/8

Fast and High-Resolution Stereochemical Analysis by Non-Uniform Sampling and Covariance Processing of Anisotropic Natural Abundance 2D 2H NMR Datasets. O. Lafon, B. Hu, J.-P. Amoureux, P. Lesot, Chem. Eur. J.,, 2011, 115, 6716-6724

Exploring the Enantiodiscrimination Potentialities of DNA-based orienting Media using Deuterium NMR Spectroscopy. P. Lesot, V. Reddy, N. Suryaprakash, Chem. Commun., 2011, 47, 11736-11738

Conformation and Dynamics of 18-Membered Hexathia-Metacyclophanes: A Two Steps Racemization as Studied by Deuterium NMR in Chiral Lyotropic Liquid Crystals. P. Lesot, C. Aroulanda, P. Berdagué, H. Zimmermann, Z. Luz, The Journal of Physical Chemistry B, 2011, 115, 11793–11804

CF3-Pseudoprolines: Synthesis and Conformational Study of Hydrolytically Stable Proline Surrogate Containing Dipeptides. O. Barbeau,, C. Caupene, D. Feytens, G. Chaume, P. Lesot, E. Miclet, T. Brigaud, European Peptide Society, Proceedings of 31st European Peptide Symposium, 2010, 16, 76-77

The Conformation of a 1,2-substituted Ethane Nematogenic Molecule (I-22) in Liquid Crystalline Phases Studied by NMR Spectroscopy. J.-W. Emsley, P. Lesot, G.-R. De Luca, A. Lesage, D. Merlet, G. Pileio, Phys. Chem. Chem. Phys., 2010, 12, 2895-2914

Regio-defined Amino-[5]oxa- and Thiahelicenes: a Dramatic Impact of the Nature of the Heteroatom on the Helical Shape and Racemization Barriers. G. Pieters, A. Gaucher, S. Marque, F. Maurel, P. Lesot, D. Prim, J. Org. Chem., 2010, 75, 2096-2098

Dynamic Kinetic Resolution of α-chloro β-keto Esters and Phosphonates: Hemisynthesis of Taxotere® through Ru-DIFLUORPHOS Asymmetric Hydrogenation. S. Prevost, S. Gauthier, M.-C. Caño De Andrade, C. Mordant, A. R. Touati, P. Lesot, P. Savignac, T. Ayad, P. Phansavath, V. Ratovelomanana-Vidal, J.-P. Genet, Tetrahedron : Asymmetry, 2010, 21, 1436-1446

Cationic Planar Chiral (η6-Arene)Mn(CO)3+ Complexes: Resolution, NMR Study in Chiral Oriented Solvents and Applications to the Enantioselective Syntheses of 4-Substituted Cyclohexenones and of (η6-Phosphinoarene)Mn(CO)3+ Complexes. A. Eloi, F. Rose-Munch, E. Rose, A. Pille, P. Lesot, P. Herson, Organometallics, 2010, 29, 3876-3886

Synthesis of 2-Trifluoromethyl-1,3-oxazolidines (Fox) as Hydrolytically Stable Pseudoprolines. G. Chaume, O. Barbeau, P. Lesot, T. Brigaud, J. Org. Chem.,, 2010, 75, 4135-4145

Complete Determination of Site Specific Bio-enantiomeric Excesses in Linoleic Acid using Natural Abundance Deuterium 2D NMR in Polypeptide Mesophase. Z. Serhan, L. Martel, I. Billault, P. Lesot, Chem. Commun., 2010, 46, 6599-6601

Evolution of the Saupe order parameters of enantiomers from a racemic to a non-racemic liquid crystal solvent: an original light on the absolute configuration determination problem. J. Courtieu, C. Aroulanda, P. Lesot, A. Meddour, D. Merlet, Liquid Crystals, 2010, 37, 903–912