Use of quantitative 1H and 13C NMR to determine the purity of organic compound reference materials: a case study of standards for nitrofuran metabolites
Comparability of measurement results and their metrological traceability to the International System of Units (SI) are fundamental tools to ensure reliable decisions in the social sphere, commerce, and science. The use of appropriate references in analytical chemistry, such as certified reference ma...
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| Veröffentlicht in: | Analytical and bioanalytical chemistry 2021-03, Vol.413 (6), p.1701-1714 |
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| creator | Violante, Fernando G. M. Wollinger, Wagner Guimarães, Evelyn F. Garrido, Bruno C. de Aquino Neto, Francisco Radler |
| description | Comparability of measurement results and their metrological traceability to the International System of Units (SI) are fundamental tools to ensure reliable decisions in the social sphere, commerce, and science. The use of appropriate references in analytical chemistry, such as certified reference materials (CRMs) of high purity substances, is one of the required procedures to obtain traceable measurements. When commercial standards with non-certified purity values are used, traceability must be achieved by determining the purity of the standard using a potential primary reference measurement procedure or other appropriate methods. Quantitative nuclear magnetic resonance (qNMR) is a technique with the potential to be used in primary measurement procedures. This work presents the determination of purity by
1
H qNMR for nitrofuran metabolites 3-amino-2-oxazolidinone (AOZ), 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ), and 1-aminohydantoin (AHD). Furthermore, a recent qNMR method developed by our group to improve the quantitative performance of measurements using
13
C nucleus was used to determine the purity of semicarbazide (SEM) nitrofuran metabolite. Purity values obtained by qNMR for AOZ, AMOZ, and AHD standards were compared to values obtained by the mass balance approach using a suite of analytical methods: Karl Fischer (KF) coulometric titration and thermogravimetry (TG) for the determination of water and residual solvents, gas and liquid chromatography for the determination of impurities structurally related to the metabolites. The results obtained by qNMR and mass balance were consistent.
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| doi_str_mv | 10.1007/s00216-020-03134-1 |
| format | Article |
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1
H qNMR for nitrofuran metabolites 3-amino-2-oxazolidinone (AOZ), 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ), and 1-aminohydantoin (AHD). Furthermore, a recent qNMR method developed by our group to improve the quantitative performance of measurements using
13
C nucleus was used to determine the purity of semicarbazide (SEM) nitrofuran metabolite. Purity values obtained by qNMR for AOZ, AMOZ, and AHD standards were compared to values obtained by the mass balance approach using a suite of analytical methods: Karl Fischer (KF) coulometric titration and thermogravimetry (TG) for the determination of water and residual solvents, gas and liquid chromatography for the determination of impurities structurally related to the metabolites. The results obtained by qNMR and mass balance were consistent.
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1
H qNMR for nitrofuran metabolites 3-amino-2-oxazolidinone (AOZ), 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ), and 1-aminohydantoin (AHD). Furthermore, a recent qNMR method developed by our group to improve the quantitative performance of measurements using
13
C nucleus was used to determine the purity of semicarbazide (SEM) nitrofuran metabolite. Purity values obtained by qNMR for AOZ, AMOZ, and AHD standards were compared to values obtained by the mass balance approach using a suite of analytical methods: Karl Fischer (KF) coulometric titration and thermogravimetry (TG) for the determination of water and residual solvents, gas and liquid chromatography for the determination of impurities structurally related to the metabolites. The results obtained by qNMR and mass balance were consistent.
Graphical abstract</description><subject>Analytical Chemistry</subject><subject>Antibiotics</subject><subject>Biochemistry</subject><subject>Characterization and Evaluation of Materials</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Coulometers</subject><subject>Food Science</subject><subject>Impurities</subject><subject>International System of Units</subject><subject>Laboratory Medicine</subject><subject>Liquid chromatography</subject><subject>Mass balance</subject><subject>Metabolites</subject><subject>Monitoring/Environmental Analysis</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Organic compounds</subject><subject>Purity</subject><subject>Reference materials</subject><subject>Research Paper</subject><subject>Semicarbazide</subject><subject>Thermogravimetry</subject><subject>Titration</subject><issn>1618-2642</issn><issn>1618-2650</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>BENPR</sourceid><recordid>eNp9kctuFDEQRS0EEmHID7CyxIZNQ5Uf3dPs0AgIUiASStaWx64Ojqbtie2OlD_J5-LJIJCyYOVanHPLqsvYG4T3CDB8KAAC-w4EdCBRqg6fsRPscd2JXsPzv7MSL9mrUm4AUK-xP2EPV4V4mvjtYmMN1dZwRxzPuI2eo9zwH99_8pq4p0p5DpF4_UV8v-RQ7w9aytc2BsddmvdpaU6miTJFR3y2TQl2Vz5yy51ta0pd_KNVaou32Rc-pcxjqDlNS7aRz1TtNu1CpfKavZiaTKd_3hW7-vL5cnPWnV98_bb5dN45IRV2NCrYglAgaC2cROWU88pLD4PcqvXYq2nUnoTWekRSgxiE7tXW9QolOe3lir075u5zul2oVDOH4mi3s5HSUoxQ7U4KtYKGvn2C3qQlx_a7Ro1qwAFb6oqJI-VyKqXdw-xzmG2-NwjmUJY5lmVaWeaxLHOQ5FEqDY7XlP9F_8f6DfVJlvw</recordid><startdate>20210301</startdate><enddate>20210301</enddate><creator>Violante, Fernando G. 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M. ; Wollinger, Wagner ; Guimarães, Evelyn F. ; Garrido, Bruno C. ; de Aquino Neto, Francisco Radler</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2341-e940b02402e82c314c4cd4d3d073b48964f95de255591e47272564bc6413ec5d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Analytical Chemistry</topic><topic>Antibiotics</topic><topic>Biochemistry</topic><topic>Characterization and Evaluation of Materials</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Coulometers</topic><topic>Food Science</topic><topic>Impurities</topic><topic>International System of Units</topic><topic>Laboratory Medicine</topic><topic>Liquid chromatography</topic><topic>Mass balance</topic><topic>Metabolites</topic><topic>Monitoring/Environmental Analysis</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Organic compounds</topic><topic>Purity</topic><topic>Reference materials</topic><topic>Research Paper</topic><topic>Semicarbazide</topic><topic>Thermogravimetry</topic><topic>Titration</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Violante, Fernando G. 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M.</au><au>Wollinger, Wagner</au><au>Guimarães, Evelyn F.</au><au>Garrido, Bruno C.</au><au>de Aquino Neto, Francisco Radler</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Use of quantitative 1H and 13C NMR to determine the purity of organic compound reference materials: a case study of standards for nitrofuran metabolites</atitle><jtitle>Analytical and bioanalytical chemistry</jtitle><stitle>Anal Bioanal Chem</stitle><date>2021-03-01</date><risdate>2021</risdate><volume>413</volume><issue>6</issue><spage>1701</spage><epage>1714</epage><pages>1701-1714</pages><issn>1618-2642</issn><eissn>1618-2650</eissn><abstract>Comparability of measurement results and their metrological traceability to the International System of Units (SI) are fundamental tools to ensure reliable decisions in the social sphere, commerce, and science. The use of appropriate references in analytical chemistry, such as certified reference materials (CRMs) of high purity substances, is one of the required procedures to obtain traceable measurements. When commercial standards with non-certified purity values are used, traceability must be achieved by determining the purity of the standard using a potential primary reference measurement procedure or other appropriate methods. Quantitative nuclear magnetic resonance (qNMR) is a technique with the potential to be used in primary measurement procedures. This work presents the determination of purity by
1
H qNMR for nitrofuran metabolites 3-amino-2-oxazolidinone (AOZ), 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ), and 1-aminohydantoin (AHD). Furthermore, a recent qNMR method developed by our group to improve the quantitative performance of measurements using
13
C nucleus was used to determine the purity of semicarbazide (SEM) nitrofuran metabolite. Purity values obtained by qNMR for AOZ, AMOZ, and AHD standards were compared to values obtained by the mass balance approach using a suite of analytical methods: Karl Fischer (KF) coulometric titration and thermogravimetry (TG) for the determination of water and residual solvents, gas and liquid chromatography for the determination of impurities structurally related to the metabolites. The results obtained by qNMR and mass balance were consistent.
Graphical abstract</abstract><cop>Berlin/Heidelberg</cop><pub>Springer Berlin Heidelberg</pub><doi>10.1007/s00216-020-03134-1</doi><tpages>14</tpages></addata></record> |
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| subjects | Analytical Chemistry Antibiotics Biochemistry Characterization and Evaluation of Materials Chemistry Chemistry and Materials Science Coulometers Food Science Impurities International System of Units Laboratory Medicine Liquid chromatography Mass balance Metabolites Monitoring/Environmental Analysis NMR Nuclear magnetic resonance Organic compounds Purity Reference materials Research Paper Semicarbazide Thermogravimetry Titration |
| title | Use of quantitative 1H and 13C NMR to determine the purity of organic compound reference materials: a case study of standards for nitrofuran metabolites |
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