Böttcher, B. and Thiele, C. M.: Determining the Stereochemistry of Molecules from Residual Dipolar Couplings (RDCs), eMagRes, 1, 169–180, https://doi.org/10.1002/9780470034590.emrstm1194, 2012.
Canales, A., Jiménez-Barbero, J., and Martín-Pastor, M.: Review: Use of residual dipolar couplings to determine the structure of carbohydrates,
Magn. Reson. Chem., 50, 80–85, https://doi.org/10.1002/mrc.3888, 2012.
Canet, I., Courtieu, J., Loewenstein, A., Meddour, A., and Pechine, J. M.:
Enantiomeric analysis in a polypeptide lyotropic liquid crystal by deuterium
NMR, J. Am. Chem. Soc., 117, 6520–6526, https://doi.org/10.1021/ja00129a015, 1995.
Dama, M. and Berger, S.: Polyisocyanides as a new alignment medium to
measure residual dipolar couplings for small organic molecules, Org. Lett.,
14, 241–243, https://doi.org/10.1021/ol202547y, 2012a.
Dama, M. and Berger, S.: Polyacetylenes as a new alignment medium to measure
residual dipolar couplings for chiral organic molecules, Tetrahedron Lett., 53, 6439–6442, https://doi.org/10.1016/j.tetlet.2012.09.060, 2012b.
Doty, P., Holtzer, A. M., Bradbury, J. H., and Blout, E. R.: Polypeptides,
II. The Configuration of Polymers of Gamma-Benzyl-L-Glutamate in
Solution, J. Am. Chem. Soc., 76, 4493–4494, https://doi.org/10.1021/ja01646a079, 1954.
Haasnoot, C. A. G., de Leeuw, F. A. A. M., and Altona, C.: The relationship
between proton-proton NMR coupling constants and substituent
electronegativities – I: An empirical generalization of the karplus
equation, Tetrahedron, 36, 2783–2792, https://doi.org/10.1016/0040-4020(80)80155-4,
1980.
Hansmann, S., Larem, T., and Thiele, C. M.: Enantiodifferentiating Properties
of the Alignment Media PELG and PBLG – A
Comparison, Eur. J. Org. Chem., 7, 1324–1329, https://doi.org/10.1002/ejoc.201501410, 2016.
Ibáñez de Opakua, A., Klama, F., Ndukwe, I. E., Martin, G. E.,
Williamson, R. T., and Zweckstetter, M.: Determination of Complex
Small-Molecule Structures Using Molecular Alignment
Simulation, Angew. Chem. Int. Edit., 59, 6172–6176, https://doi.org/10.1002/anie.202000311, 2020.
Ionescu, C. M., Sehnal, D., Falginella, F. L., Pant, P., Pravda, L., Bouchal,
T., Vařeková, R. S., Geidl, S., and Koča, J.:
Atomic Charge Calculator: interactive web-based calculation of atomic charges
in large biomolecular complexes and drug-like molecules, J. Cheminformatics, 7, 50, https://doi.org/10.1186/s13321-015-0099-x, 2015.
Klama, F. and Zweckstetter, M.: PALES software, available at:
https://www3.mpibpc.mpg.de/groups/zweckstetter/_links/software_pales.htm, last access: 24 March 2021.
Krupp, A. and Reggelin, M.: Phenylalanine-based polyarylacetylenes as
enantiomer-differentiating alignment media, Magn. Reson. Chem., 50, 45–52,
https://doi.org/10.1002/mrc.3894, 2012.
Krupp, A., Noll, M., and Reggelin, M.: Valine derived poly (acetylenes) as
versatile chiral lyotropic liquid crystalline alignment media for RDC-based
structure elucidations, Magn. Reson. Chem., 1–10, https://doi.org/10.1002/mrc.5003, online first, 2021.
Lesot, P., Merlet, D., Meddour, A., Courtieu, J., and Loewenstein, A.:
Visualization of Enantiomers in a Polypeptide Liquid-Crystal Solvent through
carbon-13 NMR Spectroscopy, J. Chem. Soc. Faraday T., 91, 1371–1375, https://doi.org/10.1039/ft9959101371, 1995.
Lesot, P., Merlet, D., Courtieu, J., and Emsley, J. W.: Discrimination and
analysis of the NMR spectra of enantiomers dissolved in chiral liquid
crystal solvents through 2D correlation experiments, Liq. Cryst., 21,
427–435, https://doi.org/10.1080/02678299608032851, 1996a.
Lesot, P., Gounelle, Y., Merlet, D., Loewenstein, A., and Courtieu, J.:
Measurement and Analysis of the Molecular Ordering Tensors of 2 Enantiomers
Oriented in a Polypeptide Liquid-Crystalline System, J. Phys. Chem.-US, 99,
14871–14875, https://doi.org/10.1021/jp961819v, 1996b.
Lesot, P., Berdague, P., Meddour, A., Kreiter, A., Noll, M., and Reggelin, M.:
2H and
13C NMR‐Based Enantiodetection Using Polyacetylene versus Polypeptide Aligning Media: Versatile and Complementary Tools for Chemists, Chempluschem, 84, 144–153, https://doi.org/10.1002/cplu.201800493, 2019.
Leyendecker, M., Meyer, N. C., and Thiele, C. M.: Development of New
Supramolecular Lyotropic Liquid Crystals and Their Application as Alignment
Media for Organic Compounds, Angew. Chem. Int. Edit., 56, 11471–11474, https://doi.org/10.1002/anie.201705642, 2017.
Li, G. W., Cao, J. M., Zong, W., Hu, L., Hu, M. L., Lei, X., Sun, H., and
Tan, R. X.: Helical Polyisocyanopeptides as Lyotropic Liquid Crystals for
Measuring Residual Dipolar Couplings, Chem.-Eur. J., 23, 7653–7656,
https://doi.org/10.1002/chem.201700539, 2017.
Li, G. W., Liu, H., Qiu, F., Wang, X. J., and Lei, X. X.: Residual Dipolar
Couplings in Structure Determination of Natural
Products, Natural Products and Bioprospecting, 8, 279–295, https://doi.org/10.1007/s13659-018-0174-x, 2018.
Liu, Y., Cohen, R. D., Martin, G. E., and Williamson, R. T.: A practical
strategy for the accurate measurement of residual dipolar couplings in
strongly aligned small molecules, J. Magn. Reson., 291, 63–72,
https://doi.org/10.1016/j.jmr.2018.04.002, 2018.
Lorieau, J., Yao, L., and Bax, A.: Liquid Crystalline Phase of G-Tetrad DNA
for NMR Study of Detergent-Solubilized Proteins, J. Am. Chem. Soc., 130,
7536–7537, https://doi.org/10.1021/ja801729f, 2008.
Luy, B. and Kessler, H.: Partial Alignment for Structure Determination of
Organic Molecules, in: Modern Magnetic Resonance, Springer International Publishing, Dordrecht, The Netherlands, 1279–1285, https://doi.org/10.1007/1-4020-3910-7, 2006.
Luy, B., Kobzar, K., and Kessler, H.: An easy and scalable method for the
partial alignment of organic molecules for measuring residual dipolar
couplings, Angew. Chem. Int. Edit., 43, 1092–1094,
https://doi.org/10.1002/anie.200352860, 2004.
Marx, A. and Thiele, C. M.: Orientational properties of PBLG: Influence of
molecular weight and solvent on order parameters of the
solute, Chem.-Eur. J., 15, 254–260, https://doi.org/10.1002/chem.200801147, 2009.
Marx, A., Schmidts, V., and Thiele, C. M.: How different are
diastereomorphous orientations of enantiomers in the liquid crystalline
phases of PBLG and PBDG: a case study, Magn. Reson. Chem., 47, 734–740,
https://doi.org/10.1002/mrc.2454, 2009.
Meyer, N. C., Krupp, A., Schmidts, V., Thiele, C. M., and Reggelin, M.:
Polyacetylenes as enantiodifferentiating alignment media, Angew. Chem. Int. Edit., 51, 8334–8338, https://doi.org/10.1002/anie.201201891, 2012.
Nath, N., d'Auvergne, E. J., and Griesinger, C.: Long-Range Residual Dipolar
Couplings: A Tool for Determining the Configuration of Small Molecules, Angew. Chem. Int. Edit., 54, 12706–12710, https://doi.org/10.1002/anie.201504432, 2015.
Ndukwe, I. E., Wang, X., Pelczer, I., Reibarkh, M., Williamson, R. T., Liu,
Y., and Martin, G. E.: PBLG as a Versatile Liquid Crystalline Medium for
Anisotropic NMR Data Acquisition, Chem. Commun., 55, 4327–4330, https://doi.org/10.1039/C9CC01130G, 2019.
Ramirez, B. E. and Bax, A.: Modulation of the Alignment Tensor of
Macromolecules Dissolved in a Dilute Liquid Crystalline Medium, J. Am. Chem. Soc., 120, 9106–9107, https://doi.org/10.1021/ja982310b, 1998.
Reller, M., Wesp, S., Koos, M. R. M., Reggelin, M., and Luy B.: Biphasic
Liquid Crystal and the Simultaneous Measurement of Isotropic and Anisotropic
Parameters by Spatially Resolved NMR Spectroscopy, Chem.-Eur. J., 23, 13351–13359, https://doi.org/10.1002/chem.201702126, 2017.
Russo, L., Grazulis, S., and Bagdziunas, G.: Structure of Sucrose, Personal
communication to Crystallography Open Database (COD), available at:
http://www.crystallography.net/cod/3500015.html (last access: 24 March 2021), 2013.
Sass, H. J., Musco, G., Stahl, S. J., Wingfield, P. T., and Grzesiek, S.:
Solution NMR of proteins within polyacrylamide gels: Diffusional properties
and residual alignment by mechanical stress or embedding of oriented purple
membranes, J. Biomol. NMR, 18, 303–309, https://doi.org/10.1023/A:1026703605147, 2000.
Schmidts, V.: Perspectives in the application of residual dipolar couplings
in the structure elucidation of weakly aligned small molecules, Magn. Reson. Chem., 55, 54–60, https://doi.org/10.1002/mrc.4543, 2017.
Thiele, C. M.: Simultaneous assignment of all diastereotopic protons in
strychnine using RDCs: PELG as alignment medium for organic
molecules, J. Org. Chem., 69, 7403–7413, https://doi.org/10.1021/jo049867w, 2004.
Thiele, C. M. and Berger, S.: Probing the Diastereotopicity of Methylene
Protons in Strychnine Using Residual Dipolar Couplings, Org. Lett., 5,
705–708, https://doi.org/10.1021/ol0275163, 2003.
Tjandra, N. and Bax, A.: Direct measurement of distances and angles in
biomolecules by NMR in a dilute liquid crystalline medium, Science, 278,
1111–1114, https://doi.org/10.1126/science.278.5340.1111, 1997.
Tycko, R., Blanco, F. J., and Ishii, Y.: Alignment of Biopolymers in Strained
Gels: A New Way To Create Detectable Dipole-Dipole Couplings in
High-Resolution Biomolecular NMR, J. Am. Chem. Soc., 122, 9340–9341,
https://doi.org/10.1021/ja002133q, 2000.
Tzvetkova, P., Sternberg, U., Gloge, T., Navarro-Vázquez, A., and Luy, B.: Configuration determination by residual dipolar couplings: accessing the
full conformational space by molecular dynamics with tensorial
constraints, Chem. Sci., 10, 8774–8791, https://doi.org/10.1039/C9SC01084J, 2019.
Venable, R. M., Delaglio, F., Norris, S. E., and Freedberg, D. I.: The
utility of residual dipolar couplings in detecting motion in carbohydrates:
application to sucrose, Carbohyd. Res., 340, 863–874,
https://doi.org/10.1016/j.carres.2005.01.025, 2005.
Xia, J. and Case, D. A.: Sucrose in aqueous solution revisited, Biopolymers,
97, 276–288, https://doi.org/10.1002/bip.22017, 2012.
Zweckstetter, M.: NMR: prediction of molecular alignment from structure
using the PALES software, Nat. Protoc., 3, 679–690,
https://doi.org/10.1038/nprot.2008.36, 2008.
Zweckstetter, M. and Bax, A.: Prediction of Sterically Induced Alignment in
a Dilute Liquid Crystalline Phase: Aid to Protein Structure Determination by
NMR, J. Am. Chem. Soc., 122, 3791–3792, https://doi.org/10.1021/ja0000908, 2000.
Zweckstetter, M. and Bax, A.: Evaluation of uncertainty in alignment tensors
obtained from dipolar couplings, J. Biomol. NMR, 23, 127–137,
https://doi.org/10.1023/A:1016316415261, 2002.