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A New Ir‐NHC Catalyst for Signal Amplification by Reversible Exchange in D(2)O
NMR signal amplification by reversible exchange (SABRE) has been observed for pyridine, methyl nicotinate, N‐methylnicotinamide, and nicotinamide in D(2)O with the new catalyst [Ir(Cl)(IDEG)(COD)] (IDEG=1,3‐bis(3,4,5‐tris(diethyleneglycol)benzyl)imidazole‐2‐ylidene). During the activation and hyperp...
Autores principales: | , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5089654/ https://www.ncbi.nlm.nih.gov/pubmed/27258850 http://dx.doi.org/10.1002/chem.201601211 |
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author | Spannring, Peter Reile, Indrek Emondts, Meike Schleker, Philipp P. M. Hermkens, Niels K. J. van der Zwaluw, Nick G. J. van Weerdenburg, Bram J. A. Tinnemans, Paul Tessari, Marco Blümich, Bernhard Rutjes, Floris P. J. T. Feiters, Martin C. |
author_facet | Spannring, Peter Reile, Indrek Emondts, Meike Schleker, Philipp P. M. Hermkens, Niels K. J. van der Zwaluw, Nick G. J. van Weerdenburg, Bram J. A. Tinnemans, Paul Tessari, Marco Blümich, Bernhard Rutjes, Floris P. J. T. Feiters, Martin C. |
author_sort | Spannring, Peter |
collection | PubMed |
description | NMR signal amplification by reversible exchange (SABRE) has been observed for pyridine, methyl nicotinate, N‐methylnicotinamide, and nicotinamide in D(2)O with the new catalyst [Ir(Cl)(IDEG)(COD)] (IDEG=1,3‐bis(3,4,5‐tris(diethyleneglycol)benzyl)imidazole‐2‐ylidene). During the activation and hyperpolarization steps, exclusively D(2)O was used, resulting in the first fully biocompatible SABRE system. Hyperpolarized (1)H substrate signals were observed at 42.5 MHz upon pressurizing the solution with parahydrogen at close to the Earth's magnetic field, at concentrations yielding barely detectable thermal signals. Moreover, 42‐, 26‐, 22‐, and 9‐fold enhancements were observed for nicotinamide, pyridine, methyl nicotinate, and N‐methylnicotinamide, respectively, in conventional 300 MHz studies. This research opens up new opportunities in a field in which SABRE has hitherto primarily been conducted in CD(3)OD. This system uses simple hardware, leaves the substrate unaltered, and shows that SABRE is potentially suitable for clinical purposes. |
format | Online Article Text |
id | pubmed-5089654 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-50896542016-11-09 A New Ir‐NHC Catalyst for Signal Amplification by Reversible Exchange in D(2)O Spannring, Peter Reile, Indrek Emondts, Meike Schleker, Philipp P. M. Hermkens, Niels K. J. van der Zwaluw, Nick G. J. van Weerdenburg, Bram J. A. Tinnemans, Paul Tessari, Marco Blümich, Bernhard Rutjes, Floris P. J. T. Feiters, Martin C. Chemistry Full Papers NMR signal amplification by reversible exchange (SABRE) has been observed for pyridine, methyl nicotinate, N‐methylnicotinamide, and nicotinamide in D(2)O with the new catalyst [Ir(Cl)(IDEG)(COD)] (IDEG=1,3‐bis(3,4,5‐tris(diethyleneglycol)benzyl)imidazole‐2‐ylidene). During the activation and hyperpolarization steps, exclusively D(2)O was used, resulting in the first fully biocompatible SABRE system. Hyperpolarized (1)H substrate signals were observed at 42.5 MHz upon pressurizing the solution with parahydrogen at close to the Earth's magnetic field, at concentrations yielding barely detectable thermal signals. Moreover, 42‐, 26‐, 22‐, and 9‐fold enhancements were observed for nicotinamide, pyridine, methyl nicotinate, and N‐methylnicotinamide, respectively, in conventional 300 MHz studies. This research opens up new opportunities in a field in which SABRE has hitherto primarily been conducted in CD(3)OD. This system uses simple hardware, leaves the substrate unaltered, and shows that SABRE is potentially suitable for clinical purposes. John Wiley and Sons Inc. 2016-06-03 2016-06-27 /pmc/articles/PMC5089654/ /pubmed/27258850 http://dx.doi.org/10.1002/chem.201601211 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution (http://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Full Papers Spannring, Peter Reile, Indrek Emondts, Meike Schleker, Philipp P. M. Hermkens, Niels K. J. van der Zwaluw, Nick G. J. van Weerdenburg, Bram J. A. Tinnemans, Paul Tessari, Marco Blümich, Bernhard Rutjes, Floris P. J. T. Feiters, Martin C. A New Ir‐NHC Catalyst for Signal Amplification by Reversible Exchange in D(2)O |
title | A New Ir‐NHC Catalyst for Signal Amplification by Reversible Exchange in D(2)O |
title_full | A New Ir‐NHC Catalyst for Signal Amplification by Reversible Exchange in D(2)O |
title_fullStr | A New Ir‐NHC Catalyst for Signal Amplification by Reversible Exchange in D(2)O |
title_full_unstemmed | A New Ir‐NHC Catalyst for Signal Amplification by Reversible Exchange in D(2)O |
title_short | A New Ir‐NHC Catalyst for Signal Amplification by Reversible Exchange in D(2)O |
title_sort | new ir‐nhc catalyst for signal amplification by reversible exchange in d(2)o |
topic | Full Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5089654/ https://www.ncbi.nlm.nih.gov/pubmed/27258850 http://dx.doi.org/10.1002/chem.201601211 |
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