Automated structure verification based on a combination of 1D1H NMR and 2D1H13C HSQC spectra
| Autor: | Randy D. Rutkowske, Sergey S. Golotvin, Antony J. Williams, Timothy D. Spitzer, Brent A. Lefebvre, Rostislav Pol, Eugene Vodopianov |
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| Rok vydání: | 2007 |
| Předmět: |
Carbon Isotopes
Molecular Structure Proton Chemistry Spectrum Analysis Analytical chemistry Structure (category theory) Structure validation General Chemistry Correlation spectrum Spectral line Nuclear magnetic resonance Proton NMR General Materials Science False positive rate Protons Software Heteronuclear single quantum coherence spectroscopy |
| Zdroj: | Magnetic Resonance in Chemistry. 45:803-813 |
| ISSN: | 1097-458X 0749-1581 |
| Popis: | A method for structure validation based on the simultaneous analysis of a 1D 1H NMR and 2D 1H13C single-bond correlation spectrum such as HSQC or HMQC is presented here. When compared with the validation of a structure by a 1D 1H NMR spectrum alone, the advantage of including a 2D HSQC spectrum in structure validation is that it adds not only the information of 13C shifts, but also which proton shifts they are directly coupled to, and an indication of which methylene protons are diastereotopic. The lack of corresponding peaks in the 2D spectrum that appear in the 1D 1H spectrum, also gives a clear picture of which protons are attached to heteroatoms. For all these benefits, combined NMR verification was expected and found by all metrics to be superior to validation by 1D 1H NMR alone. Using multiple real-life data sets of chemical structures and the corresponding 1D and 2D data, it was possible to unambiguously identify at least 90% of the correct structures. As part of this test, challenging incorrect structures, mostly regioisomers, were also matched with each spectrum set. For these incorrect structures, the false positive rate was observed as low as 6%. Copyright © 2007 John Wiley & Sons, Ltd. |
| Databáze: | OpenAIRE |
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