Molecular enantiodiscrimination by NMR spectroscopy in chiral oriented systems: Concept, tools, and applications

C Aroulanda, P Lesot - Chirality, 2022 - Wiley Online Library
The study of enantiodiscriminations in relation to various facets of enantiomorphism
(chirality/prochirality) and/or molecular symmetry is an exciting area of modern organic …

Multinuclear NMR in polypeptide liquid crystals: Three fertile decades of methodological developments and analytical challenges

P Lesot, C Aroulanda, P Berdagué, A Meddour… - Progress in Nuclear …, 2020 - Elsevier
NMR spectroscopy of oriented samples makes accessible residual anisotropic
intramolecular NMR interactions, such as chemical shift anisotropy (RCSA), dipolar coupling …

Discovery of highly selective and nanomolar carbamate-based butyrylcholinesterase inhibitors by rational investigation into their inhibition mode

E Sawatzky, S Wehle, B Kling, J Wendrich… - Journal of medicinal …, 2016 - ACS Publications
Butyrylcholinesterase (BChE) is a promising target for the treatment of later stage cognitive
decline in Alzheimer's disease. A set of pseudo-irreversible BChE inhibitors with high …

2H and 13C NMR‐Based Enantiodetection Using Polyacetylene versus Polypeptide Aligning Media: Versatile and Complementary Tools for Chemists

P Lesot, P Berdagué, A Meddour, A Kreiter… - …, 2019 - Wiley Online Library
In this work, the practical/analytical potential of an L‐valine‐derived polyacetylene (PLA)
lyotropic liquid crystal (LLC) is examined to spectrally discriminate enantiomers (racemic …

Study and quantification of the enantiodiscrimination power of four polymeric chiral LLCs using NAD 2D-NMR

P Berdagué, B Gouilleux, M Noll, S Immel… - Physical Chemistry …, 2022 - pubs.rsc.org
Identifying and understanding the role of key molecular factors involved in the orientation/
discrimination phenomena of analytes in polymer-based chiral liquid crystals (CLCs) are …

Enantioseparation of liquid crystals and their utilization as enantiodiscrimination materials

P Vaňkátová, A Kubíčková, K Kalíková - Journal of Chromatography A, 2022 - Elsevier
Liquid crystals can partake in enantioseparations in several different ways. Enantiomeric
purity of chiral liquid crystals as analytes is often determined using enantioselective liquid or …

Synthesis of Poly‐γ‐S‐2‐methylbutyl‐l‐glutamate and Poly‐γ‐S‐2‐methylbutyl‐d‐glutamate and Their Use as Enantiodiscriminating Alignment Media in NMR …

S Hansmann, V Schmidts… - Chemistry–A European …, 2017 - Wiley Online Library
Lyotropic liquid crystalline (LLC) phases of polyglutamic acid derivatives, such as poly‐γ‐
benzyl‐l‐glutamate, are suitable alignment media for organic structure elucidation by NMR …

Integrated Computational Protocol for the Analysis of Quadrupolar Splittings from Natural‐Abundance Deuterium NMR Spectra in (Chiral) Oriented Media

A Navarro‐Vázquez, P Berdague, P Lesot - ChemPhysChem, 2017 - Wiley Online Library
Despite its low natural abundance, deuterium NMR spectroscopy in weakly oriented (chiral)
solvents gives easy access to deuterium residual quadrupolar couplings (2H‐RQCs). These …

Molecular Weights: The Key for Lyotropic Liquid Crystalline Phases of Poly-β-benzyl-l-aspartate

M Hirschmann, M Schwab, CM Thiele - Macromolecules, 2019 - ACS Publications
Herein, we report the preparation of lyotropic liquid crystalline (LLC) phases of poly-β-benzyl-
l-aspartate (PBLA), a polymer that has not been known to form LLC phases before …

Anisotropic 1H STD‐NMR Spectroscopy: Exploration of Enantiomer‐Polypeptide Interactions in Chiral Oriented Environments

B Gouilleux, FM Moussallieh, P Lesot - ChemPhysChem, 2023 - Wiley Online Library
We explore and report for the first time the use of 1H saturation transfer difference NMR
experiments (STD‐NMR) in weakly aligning chiral anisotropic media to identify the hydrogen …