35Cl dynamic nuclear polarization solid-state NMR of active pharmaceutical ingredients

Hirsh, David A.; Rossini, Aaron J.; Emsley, Lyndon; Schurko, Robert W.

doi:10.1039/c6cp04353d

Title: ³⁵Cl dynamic nuclear polarization solid-state NMR of active pharmaceutical ingredients

Journal Article · Wed Aug 24 00:00:00 EDT 2016 · Physical Chemistry Chemical Physics. PCCP

DOI:https://doi.org/10.1039/c6cp04353d· OSTI ID:1335033

Hirsh, David A. ^[1]; Rossini, Aaron J. ^[2]; Emsley, Lyndon ^[3]; Schurko, Robert W. ^[1]

Univ. of Windsor, Windsor, ON (Canada)
Iowa State Univ., Ames, IA (United States); Ames Lab., Ames, IA (United States)
Ecole Polytechnique Federale Lausanne (Switzlerland)

In this paper, we show how to obtain efficient dynamic nuclear polarization (DNP) enhanced ³⁵Cl solid-state NMR (SSNMR) spectra at 9.4 T and demonstrate how they can be used to characterize the molecular-level structure of hydrochloride salts of active pharmaceutical ingredients (APIs) in both bulk and low wt% API dosage forms. ³⁵Cl SSNMR central-transition powder patterns of chloride ions are typically tens to hundreds of kHz in breadth, and most cannot be excited uniformly with high-power rectangular pulses or acquired under conditions of magic-angle spinning (MAS). Herein, we demonstrate the combination of DNP and ¹H–³⁵Cl broadband adiabatic inversion cross polarization (BRAIN-CP) experiments for the acquisition of high quality wideline spectra of APIs under static sample conditions, and obtain signals up to 50 times greater than in spectra acquired without the use of DNP at 100 K. We report a new protocol, called spinning-on spinning-off (SOSO) acquisition, where MAS is applied during part of the polarization delay to increase the DNP enhancements and then the MAS rotation is stopped so that a wideline ³⁵Cl NMR powder pattern free from the effects of spinning sidebands can be acquired under static conditions. This method provides an additional two-fold signal enhancement compared to DNP-enhanced SSNMR spectra acquired under purely static conditions. DNP-enhanced ³⁵Cl experiments are used to characterize APIs in bulk and dosage forms with Cl contents as low as 0.45 wt%. These results are compared to DNP-enhanced ¹H–¹³C CP/MAS spectra of APIs in dosage forms, which are often hindered by interfering signals arising from the binders, fillers and other excipient materials.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Ames Laboratory (AMES), Ames, IA (United States)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC02-07CH11358

OSTI ID:: 1335033

Report Number(s):: IS-J-9134; PPCPFQ

Journal Information:: Physical Chemistry Chemical Physics. PCCP, Vol. 18, Issue 37; ISSN 1463-9076

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 72 works

Citation information provided by
Web of Science

References (106)

Nanosizing — Oral formulation development and biopharmaceutical evaluation Kesisoglou, Filippos; Panmai, Santipharp; Wu, Yunhui Advanced Drug Delivery Reviews, Vol. 59, Issue 7 https://doi.org/10.1016/j.addr.2007.05.003	journal	July 2007
Solid form screening – A review Aaltonen, J.; Alleso, M.; Mirza, S. European Journal of Pharmaceutics and Biopharmaceutics, Vol. 71, Issue 1 https://doi.org/10.1016/j.ejpb.2008.07.014	journal	January 2009
Assessing the performance of amorphous solid dispersions Newman, Ann; Knipp, Gregory; Zografi, George Journal of Pharmaceutical Sciences, Vol. 101, Issue 4 https://doi.org/10.1002/jps.23031	journal	April 2012
An Overview of Pharmaceutical Cocrystals as Intellectual Property Trask, Andrew V. Molecular Pharmaceutics, Vol. 4, Issue 3 https://doi.org/10.1021/mp070001z	journal	May 2007
Dealing with the Impact of Ritonavir Polymorphs on the Late Stages of Bulk Drug Process Development Chemburkar, Sanjay R.; Bauer, John; Deming, Kris Organic Process Research & Development, Vol. 4, Issue 5 https://doi.org/10.1021/op000023y	journal	September 2000
Crystalline Polymorphism of Organic Compounds Caira, Mino R. Design of Organic Solids. Topics in Current Chemistry https://doi.org/10.1007/3-540-69178-2_5	book	January 1998
Identification, Preparation, and Characterization of Several Polymorphs and Solvates of Terazosin Hydrochloride Bauer, J.; Morley, J.; Spanton, S. Journal of Pharmaceutical Sciences, Vol. 95, Issue 4 https://doi.org/10.1002/jps.20425	journal	April 2006
Influence of physicochemical properties on dissolution of drugs in the gastrointestinal tract Hörter, D.; Dressman, J. B. Advanced Drug Delivery Reviews, Vol. 25, Issue 1 https://doi.org/10.1016/S0169-409X(96)00487-5	journal	April 1997
Mechanistic Insights into the Dissolution of Spray-Dried Amorphous Solid Dispersions Langham, Zoe A.; Booth, Jonathan; Hughes, Les P. Journal of Pharmaceutical Sciences, Vol. 101, Issue 8 https://doi.org/10.1002/jps.23192	journal	August 2012
Impact of solid state properties on developability assessment of drug candidates Huang, L. Advanced Drug Delivery Reviews, Vol. 56, Issue 3 https://doi.org/10.1016/j.addr.2003.10.007	journal	February 2004
Characterization of the solid-state: spectroscopic techniques Bugay, David E. Advanced Drug Delivery Reviews, Vol. 48, Issue 1 https://doi.org/10.1016/S0169-409X(01)00101-6	journal	May 2001
Crystal structures of drugs: advances in determination, prediction and engineering Datta, Sharmistha; Grant, David J. W. Nature Reviews Drug Discovery, Vol. 3, Issue 1 https://doi.org/10.1038/nrd1280	journal	January 2004
NMR studies of organic polymorphs & solvates Harris, Robin K. The Analyst, Vol. 131, Issue 3 https://doi.org/10.1039/b516057j	journal	January 2006
Applications of solid-state NMR to pharmaceutical polymorphism and related matters* Harris, Robin K. Journal of Pharmacy and Pharmacology, Vol. 59, Issue 2 https://doi.org/10.1211/jpp.59.2.0009	journal	February 2007
Characterization of Pharmaceutical Compounds by Solid-state NMR Vogt, Frederick G. eMagRes https://doi.org/10.1002/9780470034590.emrstm1393	book	January 2015
³⁵ Cl solid-state NMR of HCl salts of active pharmaceutical ingredients: structural prediction, spectral fingerprinting and polymorph recognition Hildebrand, Marcel; Hamaed, Hiyam; Namespetra, Andrew M. CrystEngComm, Vol. 16, Issue 31 https://doi.org/10.1039/C4CE00544A	journal	January 2014
Application of Solid-State ³⁵ Cl NMR to the Structural Characterization of Hydrochloride Pharmaceuticals and their Polymorphs Hamaed, Hiyam; Pawlowski, Jenna M.; Cooper, Benjamin F. T. Journal of the American Chemical Society, Vol. 130, Issue 33 https://doi.org/10.1021/ja802486q	journal	August 2008
³⁵ Cl solid-state NMR spectroscopy of HCl pharmaceuticals and their polymorphs in bulk and dosage forms Namespetra, Andrew M.; Hirsh, David A.; Hildebrand, Marcel P. CrystEngComm, Vol. 18, Issue 33 https://doi.org/10.1039/C6CE01069E	journal	January 2016
Two-dimensional proton-detected ³⁵ Cl/ ¹ H correlation solid-state NMR experiment under fast magic angle sample spinning: application to pharmaceutical compounds Pandey, Manoj Kumar; Kato, Hiroshi; Ishii, Yuji Physical Chemistry Chemical Physics, Vol. 18, Issue 8 https://doi.org/10.1039/C5CP06042G	journal	January 2016
Solid-State NMR Analysis of a Complex Crystalline Phase of Ronacaleret Hydrochloride Vogt, Frederick G.; Williams, Glenn R.; Strohmeier, Mark The Journal of Physical Chemistry B, Vol. 118, Issue 34 https://doi.org/10.1021/jp505061j	journal	August 2014
Chlorine-35/37 NMR Spectroscopy of Solid Amino Acid Hydrochlorides: Refinement of Hydrogen-Bonded Proton Positions Using Experiment and Theory Bryce, David L.; Sward, Gregory D. The Journal of Physical Chemistry B, Vol. 110, Issue 51 https://doi.org/10.1021/jp065878c	journal	December 2006
Alkaline Earth Chloride Hydrates: Chlorine Quadrupolar and Chemical Shift Tensors by Solid-State NMR Spectroscopy and Plane Wave Pseudopotential Calculations Bryce, David L.; Bultz, Elijah B. Chemistry - A European Journal, Vol. 13, Issue 17 https://doi.org/10.1002/chem.200700056	journal	June 2007
Magnetic resonance spectral reconstruction using frequency‐shifted and summed Fourier transform processing Clark, W. G.; Hanson, M. E.; Lefloch, F. Review of Scientific Instruments, Vol. 66, Issue 3 https://doi.org/10.1063/1.1145643	journal	March 1995
71Ga and 69Ga nuclear magnetic resonance study of β-Ga2O3: resolution of four- and six-fold coordinated Ga sites in static conditions Massiot, Dominique; Farnan, Ian; Gautier, Nathalie Solid State Nuclear Magnetic Resonance, Vol. 4, Issue 4 https://doi.org/10.1016/0926-2040(95)00002-8	journal	May 1995
Ultra-Wideline Solid-State NMR Spectroscopy Schurko, Robert W. Accounts of Chemical Research, Vol. 46, Issue 9 https://doi.org/10.1021/ar400045t	journal	June 2013
Adiabatic Pulses for Wideband Inversion and Broadband Decoupling Kupce, E.; Freeman, R. Journal of Magnetic Resonance, Series A, Vol. 115, Issue 2 https://doi.org/10.1006/jmra.1995.1179	journal	August 1995
Quadrupolar nuclear magnetic resonance spectroscopy in solids using frequency-swept echoing pulses Bhattacharyya, Rangeet; Frydman, Lucio The Journal of Chemical Physics, Vol. 127, Issue 19 https://doi.org/10.1063/1.2793783	journal	November 2007
Acquisition of ultra-wideline NMR spectra from quadrupolar nuclei by frequency stepped WURST–QCPMG O’Dell, Luke A.; Rossini, Aaron J.; Schurko, Robert W. Chemical Physics Letters, Vol. 468, Issue 4-6 https://doi.org/10.1016/j.cplett.2008.12.044	journal	January 2009
QCPMG using adiabatic pulses for faster acquisition of ultra-wideline NMR spectra O’Dell, Luke A.; Schurko, Robert W. Chemical Physics Letters, Vol. 464, Issue 1-3 https://doi.org/10.1016/j.cplett.2008.08.095	journal	October 2008
Broadband adiabatic inversion pulses for cross polarization in wideline solid-state NMR spectroscopy Harris, Kristopher J.; Lupulescu, Adonis; Lucier, Bryan E. G. Journal of Magnetic Resonance, Vol. 224 https://doi.org/10.1016/j.jmr.2012.08.015	journal	November 2012
Polarization-Enhanced NMR Spectroscopy of Biomolecules in Frozen Solution Hall, Dennis A.; Maus, Douglas C.; Gerfen, Gary J. Science, Vol. 276, Issue 5314 https://doi.org/10.1126/science.276.5314.930	journal	May 1997
High field dynamic nuclear polarization—the renaissance Griffin, R. G.; Prisner, T. F. Physical Chemistry Chemical Physics, Vol. 12, Issue 22 https://doi.org/10.1039/c0cp90019b	journal	January 2010
Dynamic nuclear polarization at high magnetic fields Maly, Thorsten; Debelouchina, Galia T.; Bajaj, Vikram S. The Journal of Chemical Physics, Vol. 128, Issue 5 https://doi.org/10.1063/1.2833582	journal	February 2008
Dynamic nuclear polarization with a cyclotron resonance maser at 5 T Becerra, Lino R.; Gerfen, Gary J.; Temkin, Richard J. Physical Review Letters, Vol. 71, Issue 21 https://doi.org/10.1103/PhysRevLett.71.3561	journal	November 1993
A Spectrometer for Dynamic Nuclear Polarization and Electron Paramagnetic Resonance at High Frequencies Becerra, L. R.; Gerfen, G. J.; Bellew, B. F. Journal of Magnetic Resonance, Series A, Vol. 117, Issue 1 https://doi.org/10.1006/jmra.1995.9975	journal	November 1995
Operational characteristics of a 14-W 140-GHz gyrotron for dynamic nuclear polarization Joye, C. D.; Griffin, R. G.; Hornstein, M. K. IEEE Transactions on Plasma Science, Vol. 34, Issue 3 https://doi.org/10.1109/TPS.2006.875776	journal	June 2006
Cryogenic sample exchange NMR probe for magic angle spinning dynamic nuclear polarization Barnes, Alexander B.; Mak-Jurkauskas, Melody L.; Matsuki, Yoh Journal of Magnetic Resonance, Vol. 198, Issue 2 https://doi.org/10.1016/j.jmr.2009.03.003	journal	June 2009
High-Frequency Dynamic Nuclear Polarization in MAS Spectra of Membrane and Soluble Proteins Rosay, Melanie; Lansing, Jonathan C.; Haddad, Kristin C. Journal of the American Chemical Society, Vol. 125, Issue 45 https://doi.org/10.1021/ja036898k	journal	November 2003
TOTAPOL: A Biradical Polarizing Agent for Dynamic Nuclear Polarization Experiments in Aqueous Media Song, Changsik; Hu, Kan-Nian; Joo, Chan-Gyu Journal of the American Chemical Society, Vol. 128, Issue 35 https://doi.org/10.1021/ja061284b	journal	September 2006
Highly Efficient, Water-Soluble Polarizing Agents for Dynamic Nuclear Polarization at High Frequency Sauvée, Claire; Rosay, Melanie; Casano, Gilles Angewandte Chemie International Edition, Vol. 52, Issue 41 https://doi.org/10.1002/anie.201304657	journal	August 2013
Dynamic Nuclear Polarization with Biradicals Hu, Kan-Nian; Yu, Hsiao-hua; Swager, Timothy M. Journal of the American Chemical Society, Vol. 126, Issue 35 https://doi.org/10.1021/ja039749a	journal	September 2004
Large Molecular Weight Nitroxide Biradicals Providing Efficient Dynamic Nuclear Polarization at Temperatures up to 200 K Zagdoun, Alexandre; Casano, Gilles; Ouari, Olivier Journal of the American Chemical Society, Vol. 135, Issue 34 https://doi.org/10.1021/ja405813t	journal	August 2013
Rational design of dinitroxide biradicals for efficient cross-effect dynamic nuclear polarization Kubicki, Dominik J.; Casano, Gilles; Schwarzwälder, Martin Chemical Science, Vol. 7, Issue 1 https://doi.org/10.1039/C5SC02921J	journal	January 2016
Instrumentation for solid-state dynamic nuclear polarization with magic angle spinning NMR Rosay, Melanie; Blank, Monica; Engelke, Frank Journal of Magnetic Resonance, Vol. 264 https://doi.org/10.1016/j.jmr.2015.12.026	journal	March 2016
Solid-state dynamic nuclear polarization at 263 GHz: spectrometer design and experimental results Rosay, Melanie; Tometich, Leo; Pawsey, Shane Physical Chemistry Chemical Physics, Vol. 12, Issue 22 https://doi.org/10.1039/c003685b	journal	January 2010
Dynamic Nuclear Polarization Solid-State NMR in Heterogeneous Catalysis Research Kobayashi, Takeshi; Perras, Frédéric A.; Slowing, Igor I. ACS Catalysis, Vol. 5, Issue 12 https://doi.org/10.1021/acscatal.5b02039	journal	October 2015
Dynamic Nuclear Polarization Surface Enhanced NMR Spectroscopy Rossini, Aaron J.; Zagdoun, Alexandre; Lelli, Moreno Accounts of Chemical Research, Vol. 46, Issue 9 https://doi.org/10.1021/ar300322x	journal	March 2013
Mesoporous Silica Nanoparticles Loaded with Surfactant: Low Temperature Magic Angle Spinning ¹³ C and ²⁹ Si NMR Enhanced by Dynamic Nuclear Polarization Lafon, Olivier; Thankamony, Aany S. Lilly; Kobayashi, Takeshi The Journal of Physical Chemistry C, Vol. 117, Issue 3 https://doi.org/10.1021/jp310109s	journal	January 2013
Dynamic Nuclear Polarization NMR Enables the Analysis of Sn-Beta Zeolite Prepared with Natural Abundance ¹¹⁹ Sn Precursors Gunther, William R.; Michaelis, Vladimir K.; Caporini, Marc A. Journal of the American Chemical Society, Vol. 136, Issue 17 https://doi.org/10.1021/ja502113d	journal	April 2014
Natural Abundance ¹⁷ O DNP Two-Dimensional and Surface-Enhanced NMR Spectroscopy Perras, Frédéric A.; Kobayashi, Takeshi; Pruski, Marek Journal of the American Chemical Society, Vol. 137, Issue 26 https://doi.org/10.1021/jacs.5b03905	journal	June 2015
Dynamic Nuclear Polarization Enhanced Natural Abundance ¹⁷ O Spectroscopy Blanc, Frédéric; Sperrin, Luke; Jefferson, David A. Journal of the American Chemical Society, Vol. 135, Issue 8 https://doi.org/10.1021/ja4004377	journal	February 2013
Direct dynamic nuclear polarization targeting catalytically active ²⁷ Al sites Lund, Alicia; Hsieh, Ming-Feng; Siaw, Ting-Ann Physical Chemistry Chemical Physics, Vol. 17, Issue 38 https://doi.org/10.1039/C5CP03396A	journal	January 2015
Rapid Natural-Abundance 2D ¹³ C- ¹³ C Correlation Spectroscopy Using Dynamic Nuclear Polarization Enhanced Solid-State NMR and Matrix-Free Sample Preparation Takahashi, Hiroki; Lee, Daniel; Dubois, Lionel Angewandte Chemie International Edition, Vol. 51, Issue 47 https://doi.org/10.1002/anie.201206102	journal	October 2012
Untangling the Condensation Network of Organosiloxanes on Nanoparticles using 2D ²⁹ Si– ²⁹ Si Solid-State NMR Enhanced by Dynamic Nuclear Polarization Lee, Daniel; Monin, Guillaume; Duong, Nghia Tuan Journal of the American Chemical Society, Vol. 136, Issue 39 https://doi.org/10.1021/ja506688m	journal	September 2014
Selective Host-Guest Interaction between Metal Ions and Metal-Organic Frameworks Using Dynamic Nuclear Polarization Enhanced Solid-State NMR Spectroscopy Guo, Zhiyong; Kobayashi, Takeshi; Wang, Lin-Lin Chemistry - A European Journal, Vol. 20, Issue 49 https://doi.org/10.1002/chem.201403884	journal	October 2014
Surface Enhanced NMR Spectroscopy by Dynamic Nuclear Polarization Lesage, Anne; Lelli, Moreno; Gajan, David Journal of the American Chemical Society, Vol. 132, Issue 44 https://doi.org/10.1021/ja104771z	journal	November 2010
Dynamic Nuclear Polarization of Amyloidogenic Peptide Nanocrystals: GNNQQNY, a Core Segment of the Yeast Prion Protein Sup35p van der Wel, Patrick C. A.; Hu, Kan-Nian; Lewandowski, Józef Journal of the American Chemical Society, Vol. 128, Issue 33 https://doi.org/10.1021/ja0626685	journal	August 2006
Dynamic Nuclear Polarization NMR Spectroscopy of Microcrystalline Solids Rossini, Aaron J.; Zagdoun, Alexandre; Hegner, Franziska Journal of the American Chemical Society, Vol. 134, Issue 40 https://doi.org/10.1021/ja308135r	journal	September 2012
Dynamic nuclear polarisation enhanced ¹⁴ N overtone MAS NMR spectroscopy Rossini, Aaron J.; Emsley, Lyndon; O'Dell, Luke A. Phys. Chem. Chem. Phys., Vol. 16, Issue 25 https://doi.org/10.1039/C4CP00590B	journal	January 2014
A New Tool for NMR Crystallography: Complete ¹³ C/ ¹⁵ N Assignment of Organic Molecules at Natural Isotopic Abundance Using DNP-Enhanced Solid-State NMR Märker, Katharina; Pingret, Morgane; Mouesca, Jean-Marie Journal of the American Chemical Society, Vol. 137, Issue 43 https://doi.org/10.1021/jacs.5b09964	journal	October 2015
High-resolution NMR of hydrogen in organic solids by DNP enhanced natural abundance deuterium spectroscopy Rossini, Aaron J.; Schlagnitweit, Judith; Lesage, Anne Journal of Magnetic Resonance, Vol. 259 https://doi.org/10.1016/j.jmr.2015.08.020	journal	October 2015
Quantitative Structural Constraints for Organic Powders at Natural Isotopic Abundance Using Dynamic Nuclear Polarization Solid-State NMR Spectroscopy Mollica, Giulia; Dekhil, Myriam; Ziarelli, Fabio Angewandte Chemie International Edition, Vol. 54, Issue 20 https://doi.org/10.1002/anie.201501172	journal	March 2015
Polymorphs of Theophylline Characterized by DNP Enhanced Solid-State NMR Pinon, Arthur C.; Rossini, Aaron J.; Widdifield, Cory M. Molecular Pharmaceutics, Vol. 12, Issue 11 https://doi.org/10.1021/acs.molpharmaceut.5b00610	journal	October 2015
Dynamic Nuclear Polarization Enhanced NMR Spectroscopy for Pharmaceutical Formulations Rossini, Aaron J.; Widdifield, Cory M.; Zagdoun, Alexandre Journal of the American Chemical Society, Vol. 136, Issue 6 https://doi.org/10.1021/ja4092038	journal	January 2014
2H-DNP-enhanced 2H–13C solid-state NMR correlation spectroscopy Maly, Thorsten; Andreas, Loren B.; Smith, Albert A. Physical Chemistry Chemical Physics, Vol. 12, Issue 22 https://doi.org/10.1039/c003705b	journal	January 2010
Dynamic Nuclear Polarization of Oxygen-17 Michaelis, Vladimir K.; Markhasin, Evgeny; Daviso, Eugenio The Journal of Physical Chemistry Letters, Vol. 3, Issue 15 https://doi.org/10.1021/jz300742w	journal	July 2012
Dynamic nuclear polarization enhancement of protons and vanadium-51 in the presence of pH-dependent vanadyl radicals: Dynamic nuclear polarization enhancement of protons and vanadium-51 Perez Linde, Angel J.; Carnevale, Diego; Miéville, Pascal Magnetic Resonance in Chemistry, Vol. 53, Issue 2 https://doi.org/10.1002/mrc.4138	journal	September 2014
Enhanced Solid-State NMR Correlation Spectroscopy of Quadrupolar Nuclei Using Dynamic Nuclear Polarization Lee, Daniel; Takahashi, Hiroki; Thankamony, Aany S. L. Journal of the American Chemical Society, Vol. 134, Issue 45 https://doi.org/10.1021/ja307755t	journal	October 2012
Atomic Description of the Interface between Silica and Alumina in Aluminosilicates through Dynamic Nuclear Polarization Surface-Enhanced NMR Spectroscopy and First-Principles Calculations Valla, Maxence; Rossini, Aaron J.; Caillot, Maxime Journal of the American Chemical Society, Vol. 137, Issue 33 https://doi.org/10.1021/jacs.5b06134	journal	August 2015
Dynamic nuclear polarization of quadrupolar nuclei using cross polarization from protons: surface-enhanced aluminium-27 NMR Vitzthum, Veronika; Miéville, Pascal; Carnevale, Diego Chemical Communications, Vol. 48, Issue 14 https://doi.org/10.1039/c2cc15905h	journal	January 2012
DNP-Enhanced Ultrawideline Solid-State NMR Spectroscopy: Studies of Platinum in Metal–Organic Frameworks Kobayashi, Takeshi; Perras, Frédéric A.; Goh, Tian Wei The Journal of Physical Chemistry Letters, Vol. 7, Issue 13 https://doi.org/10.1021/acs.jpclett.6b00860	journal	June 2016
Theory for cross effect dynamic nuclear polarization under magic-angle spinning in solid state nuclear magnetic resonance: The importance of level crossings Thurber, Kent R.; Tycko, Robert The Journal of Chemical Physics, Vol. 137, Issue 8 https://doi.org/10.1063/1.4747449	journal	August 2012
Fast passage dynamic nuclear polarization on rotating solids Mentink-Vigier, Frederic; Akbey, Ümit; Hovav, Yonatan Journal of Magnetic Resonance, Vol. 224 https://doi.org/10.1016/j.jmr.2012.08.013	journal	November 2012
Dynamic nuclear polarization at 40 kHz magic angle spinning Chaudhari, Sachin R.; Berruyer, Pierrick; Gajan, David Physical Chemistry Chemical Physics, Vol. 18, Issue 15 https://doi.org/10.1039/C6CP00839A	journal	January 2016
From nuclear structure to the quadrupolar NMR interaction and high-resolution spectroscopy Jerschow, Alexej Progress in Nuclear Magnetic Resonance Spectroscopy, Vol. 46, Issue 1 https://doi.org/10.1016/j.pnmrs.2004.12.001	journal	March 2005
Neutron diffraction study of L-histidine hydrochloride monohydrate Fuess, H.; Hohlwein, D.; Mason, S. A. Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry, Vol. 33, Issue 3 https://doi.org/10.1107/S0567740877004415	journal	March 1977
CCDC 189162: Experimental Crystal Structure Determination Schollmeyer, D.; Henk, M. Cambridge Crystallographic Data Centre https://doi.org/10.5517/cc6bv0c	dataset	January 2003
A monoclinic polymorph of isoxsuprine hydrochloride Yathirajan, Hemmige S.; Nagaraj, Basavegowda; Narasegowda, Rajenahally S. Acta Crystallographica Section E Structure Reports Online, Vol. 60, Issue 12 https://doi.org/10.1107/S1600536804027904	journal	November 2004
X-Ray crystallography studies and CP-MAS 13C NMR spectroscopy on the solid-state stereochemistry of diphenhydramine hydrochloride, an antihistaminic drug Glaser, Robert; Maartmann-Moe, Knut Journal of the Chemical Society, Perkin Transactions 2, Issue 7 https://doi.org/10.1039/p29900001205	journal	January 1990
NMR nomenclature. Nuclear spin properties and conventions for chemical shifts(IUPAC Recommendations 2001) Harris, Robin K.; Becker, Edwin D.; Cabral de Menezes, Sonia M. Pure and Applied Chemistry, Vol. 73, Issue 11 https://doi.org/10.1351/pac200173111795	journal	January 2001
Enhancement of CP-MAS Signals by Variable-Amplitude Cross Polarization. Compensation for Inhomogeneous B1 Fields Peersen, O. B.; Wu, X. L.; Smith, S. O. Journal of Magnetic Resonance, Series A, Vol. 106, Issue 1 https://doi.org/10.1006/jmra.1994.1014	journal	January 1994
Variable-Amplitude Cross-Polarization MAS NMR Peersen, O. B.; Wu, X. L.; Kustanovich, I. Journal of Magnetic Resonance, Series A, Vol. 104, Issue 3 https://doi.org/10.1006/jmra.1993.1231	journal	October 1993
Ramped-Amplitude Cross Polarization in Magic-Angle-Spinning NMR Metz, G.; Wu, X. L.; Smith, S. O. Journal of Magnetic Resonance, Series A, Vol. 110, Issue 2 https://doi.org/10.1006/jmra.1994.1208	journal	October 1994
An Improved Broadband Decoupling Sequence for Liquid Crystals and Solids Fung, B. M.; Khitrin, A. K.; Ermolaev, Konstantin Journal of Magnetic Resonance, Vol. 142, Issue 1 https://doi.org/10.1006/jmre.1999.1896	journal	January 2000
Ultra-wideline27Al NMR Investigation of Three- and Five-Coordinate Aluminum Environments Tang, Joel A.; Masuda, Jason D.; Boyle, Timothy J. ChemPhysChem, Vol. 7, Issue 1 https://doi.org/10.1002/cphc.200500343	journal	January 2006
Proton-detected 14N MAS NMR using homonuclear decoupled rotary resonance Gan, Zhehong; Amoureux, Jean Paul; Trébosc, Julien Chemical Physics Letters, Vol. 435, Issue 1-3 https://doi.org/10.1016/j.cplett.2006.12.066	journal	February 2007
Through-space MP-CPMAS experiments between spin-1/2 and half-integer quadrupolar nuclei in solid-state NMR Hu, B.; Amoureux, J. P.; Trébosc, J. Journal of Magnetic Resonance, Vol. 192, Issue 1 https://doi.org/10.1016/j.jmr.2008.01.008	journal	May 2008
SIMPSON: A General Simulation Program for Solid-State NMR Spectroscopy Bak, Mads; Rasmussen, Jimmy T.; Nielsen, Niels Chr Journal of Magnetic Resonance, Vol. 147, Issue 2 https://doi.org/10.1006/jmre.2000.2179	journal	December 2000
Computer-intensive simulation of solid-state NMR experiments using SIMPSON Tošner, Zdeněk; Andersen, Rasmus; Stevensson, Baltzar Journal of Magnetic Resonance, Vol. 246 https://doi.org/10.1016/j.jmr.2014.07.002	journal	September 2014
13C solid-state NMR analysis of the most common pharmaceutical excipients used in solid drug formulations, Part I: Chemical shifts assignment Pisklak, Dariusz Maciej; Zielińska- Pisklak, Monika Agnieszka; Szeleszczuk, Łukasz Journal of Pharmaceutical and Biomedical Analysis, Vol. 122 https://doi.org/10.1016/j.jpba.2016.01.032	journal	April 2016
Analysis of Structural Variability in Pharmaceutical Excipients Using Solid-State NMR Spectroscopy Sperger, Diana M.; Munson, Eric Jon AAPS PharmSciTech, Vol. 12, Issue 3 https://doi.org/10.1208/s12249-011-9637-7	journal	June 2011
Solid-state NMR spectroscopy of the quadrupolar halogens: chlorine-35/37, bromine-79/81, and iodine-127 Bryce, David L.; Sward, Gregory D. Magnetic Resonance in Chemistry, Vol. 44, Issue 4 https://doi.org/10.1002/mrc.1741	journal	January 2006
A Study of Transition-Metal Organometallic Complexes Combining ³⁵ Cl Solid-State NMR Spectroscopy and ³⁵ Cl NQR Spectroscopy and First-Principles DFT Calculations Johnston, Karen E.; O'Keefe, Christopher A.; Gauvin, Régis M. Chemistry - A European Journal, Vol. 19, Issue 37 https://doi.org/10.1002/chem.201301268	journal	August 2013
An Investigation of Chlorine Ligands in Transition-Metal Complexes via ³⁵ Cl Solid-State NMR and Density Functional Theory Calculations O’Keefe, Christopher A.; Johnston, Karen E.; Sutter, Kiplangat Inorganic Chemistry, Vol. 53, Issue 18 https://doi.org/10.1021/ic501004u	journal	August 2014
Non-aqueous solvents for DNP surface enhanced NMR spectroscopy Zagdoun, Alexandre; Rossini, Aaron J.; Gajan, David Chem. Commun., Vol. 48, Issue 5 https://doi.org/10.1039/C1CC15242D	journal	January 2012
Solid‐State NMR Studies of Pharmaceutical Systems Geppi, Marco; Mollica, Giulia; Borsacchi, Silvia Applied Spectroscopy Reviews, Vol. 43, Issue 3 https://doi.org/10.1080/05704920801944338	journal	March 2008
Solid-state NMR spectroscopy in pharmaceutical research and analysis Berendt, Robert T.; Sperger, Diana M.; Munson, Eric J. TrAC Trends in Analytical Chemistry, Vol. 25, Issue 10 https://doi.org/10.1016/j.trac.2006.07.006	journal	November 2006
Amplifying Dynamic Nuclear Polarization of Frozen Solutions by Incorporating Dielectric Particles Kubicki, Dominik J.; Rossini, Aaron J.; Purea, Armin Journal of the American Chemical Society, Vol. 136, Issue 44 https://doi.org/10.1021/ja5088453	journal	October 2014
Highly Efficient, Water-Soluble Polarizing Agents for Dynamic Nuclear Polarization at High Frequency Sauvée, Claire; Rosay, Melanie; Casano, Gilles Angewandte Chemie, Vol. 125, Issue 41 https://doi.org/10.1002/ange.201304657	journal	August 2013
Quantitative Structural Constraints for Organic Powders at Natural Isotopic Abundance Using Dynamic Nuclear Polarization Solid-State NMR Spectroscopy Mollica, Giulia; Dekhil, Myriam; Ziarelli, Fabio Angewandte Chemie, Vol. 127, Issue 20 https://doi.org/10.1002/ange.201501172	journal	March 2015
Solid-State NMR Spectroscopy of the Quadrupolar Halogens: Chlorine-35/37, Bromine-79/81, and Iodine-127 Bryce, David L.; Sward, Gregory D. ChemInform, Vol. 37, Issue 35 https://doi.org/10.1002/chin.200635242	journal	August 2006
Applications of Solid-State NMR to Pharmaceutical Polymorphism and Related Matters Harris, Robin K. ChemInform, Vol. 38, Issue 27 https://doi.org/10.1002/chin.200727274	journal	July 2007
Rapid Natural-Abundance 2D ¹³ C- ¹³ C Correlation Spectroscopy Using Dynamic Nuclear Polarization Enhanced Solid-State NMR and Matrix-Free Sample Preparation Takahashi, Hiroki; Lee, Daniel; Dubois, Lionel Angewandte Chemie, Vol. 124, Issue 47 https://doi.org/10.1002/ange.201206102	journal	October 2012
From Nuclear Structure to the Quadrupolar NMR Interaction and High-Resolution Spectroscopy Jerschow, Alexej ChemInform, Vol. 36, Issue 31 https://doi.org/10.1002/chin.200531274	journal	August 2005
Rational design of dinitroxide biradicals for efficient cross-effect dynamic nuclear polarization J., Kubicki, Dominik; Gilles, Casano,; Martin, Schwarzwälder, ETH Zurich https://doi.org/10.3929/ethz-b-000109824	text	January 2016
SIMPSON: A general simulation program for solid-state NMR spectroscopy Bak, Mads; Rasmussen, Jimmy T.; Nielsen, Niels Chr. Journal of Magnetic Resonance, Vol. 213, Issue 2 https://doi.org/10.1016/j.jmr.2011.09.008	journal	December 2011

Cited By (3)

¹⁹ F Magic Angle Spinning Dynamic Nuclear Polarization Enhanced NMR Spectroscopy Viger‐Gravel, Jasmine; Avalos, Claudia E.; Kubicki, Dominik J. Angewandte Chemie, Vol. 131, Issue 22 https://doi.org/10.1002/ange.201814416	journal	April 2019
Mechanochemistry vs. solution growth: striking differences in bench stability of a cimetidine salt based on a synthetic method Ayoub, Ghada; Štrukil, Vjekoslav; Fábián, László CrystEngComm, Vol. 20, Issue 45 https://doi.org/10.1039/c8ce01727a	journal	January 2018
¹⁹ F Magic Angle Spinning Dynamic Nuclear Polarization Enhanced NMR Spectroscopy Viger‐Gravel, Jasmine; Avalos, Claudia E.; Kubicki, Dominik J. Angewandte Chemie International Edition, Vol. 58, Issue 22 https://doi.org/10.1002/anie.201814416	journal	May 2019

Similar Records

Indirect detection of infinite-speed MAS solid-state NMR spectra

Journal Article · Wed Jan 18 00:00:00 EST 2017 · Journal of Magnetic Resonance · OSTI ID:1335033

Perras, Frédéric A.; Venkatesh, Amrit; Hanrahan, Michael P.; +4 more

DNP-enhanced ultrawideline solid-state NMR spectroscopy: Studies of platinum in metal–organic frameworks

Journal Article · Mon Jun 06 00:00:00 EDT 2016 · Journal of Physical Chemistry Letters · OSTI ID:1335033

Kobayashi, Takeshi; Perras, Frederic A.; Goh, Tian Wei; +3 more

DNP-enhanced ultrawideline ²⁰⁷Pb solid-state NMR spectroscopy: an application to cultural heritage science

Journal Article · Fri Feb 17 00:00:00 EST 2017 · Dalton Transactions · OSTI ID:1335033

Kobayashi, Takeshi; Perras, Frederic A.; Murphy, Anna; +6 more

Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY

Title: 35Cl dynamic nuclear polarization solid-state NMR of active pharmaceutical ingredients

Citation Formats

References (106)

Cited By (3)

Similar Records

Related Subjects

Title: ³⁵Cl dynamic nuclear polarization solid-state NMR of active pharmaceutical ingredients