Structural determination of four manufacturing impurities of D&C Red No. 33
Four manufacturing impurities of D&C Red No. 33 isolated by counter‐current chromatography were analyzed by NMR and ESI mass spectrometry. Three of these impurities were reported previously with minimal details of structural determination. All four are structurally related to the main component...
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| Veröffentlicht in: | Magnetic resonance in chemistry 2021-11, Vol.59 (11), p.1107-1115 |
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| container_title | Magnetic resonance in chemistry |
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| creator | Mazzola, Eugene P. Weisz, Adrian Ridge, Douglas P. Donnelly, Sarah E. Zhang, Hanwen Gonzalez, Raquel M. Ackerman, Luke K. Reese, Kristen L. Ridge, Clark D. |
| description | Four manufacturing impurities of D&C Red No. 33 isolated by counter‐current chromatography were analyzed by NMR and ESI mass spectrometry. Three of these impurities were reported previously with minimal details of structural determination. All four are structurally related to the main component of the dye. The fourth exhibited an unusual discrepancy between the NMR structure and its chemical formula suggested by ESI‐MS results. Structural determination and assignment of the main component and four impurities are discussed as well as resolution of the discrepancy between the NMR and ESI‐MS results of the fourth impurity.
Manufacturing impurities of D&C Red No. 33 isolated by counter current chromatography are analyzed by NMR and ESI‐MS. Structural determination, assignment, and resolution of data discrepancy between the NMR and ESI‐MS result are discussed. |
| doi_str_mv | 10.1002/mrc.5160 |
| format | Article |
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Manufacturing impurities of D&C Red No. 33 isolated by counter current chromatography are analyzed by NMR and ESI‐MS. Structural determination, assignment, and resolution of data discrepancy between the NMR and ESI‐MS result are discussed.</description><identifier>ISSN: 0749-1581</identifier><identifier>EISSN: 1097-458X</identifier><identifier>DOI: 10.1002/mrc.5160</identifier><identifier>PMID: 33818821</identifier><language>eng</language><publisher>England: Wiley Subscription Services, Inc</publisher><subject>azo dyes ; D&C Red 33 ; food dyes ; Impurities ; Manufacturing ; Mass spectrometry ; NMR ; NMR assignment ; Nuclear magnetic resonance ; structure elucidation</subject><ispartof>Magnetic resonance in chemistry, 2021-11, Vol.59 (11), p.1107-1115</ispartof><rights>Published 2021. This article is a U.S. Government work and is in the public domain in the USA.</rights><rights>2021 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3490-63cacd1cdadb462805fa4e690ea2f19f496877b46c61955c33ddb82bbde480323</citedby><cites>FETCH-LOGICAL-c3490-63cacd1cdadb462805fa4e690ea2f19f496877b46c61955c33ddb82bbde480323</cites><orcidid>0000-0002-0718-2543</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmrc.5160$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmrc.5160$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33818821$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Mazzola, Eugene P.</creatorcontrib><creatorcontrib>Weisz, Adrian</creatorcontrib><creatorcontrib>Ridge, Douglas P.</creatorcontrib><creatorcontrib>Donnelly, Sarah E.</creatorcontrib><creatorcontrib>Zhang, Hanwen</creatorcontrib><creatorcontrib>Gonzalez, Raquel M.</creatorcontrib><creatorcontrib>Ackerman, Luke K.</creatorcontrib><creatorcontrib>Reese, Kristen L.</creatorcontrib><creatorcontrib>Ridge, Clark D.</creatorcontrib><title>Structural determination of four manufacturing impurities of D&C Red No. 33</title><title>Magnetic resonance in chemistry</title><addtitle>Magn Reson Chem</addtitle><description>Four manufacturing impurities of D&C Red No. 33 isolated by counter‐current chromatography were analyzed by NMR and ESI mass spectrometry. Three of these impurities were reported previously with minimal details of structural determination. All four are structurally related to the main component of the dye. The fourth exhibited an unusual discrepancy between the NMR structure and its chemical formula suggested by ESI‐MS results. Structural determination and assignment of the main component and four impurities are discussed as well as resolution of the discrepancy between the NMR and ESI‐MS results of the fourth impurity.
Manufacturing impurities of D&C Red No. 33 isolated by counter current chromatography are analyzed by NMR and ESI‐MS. Structural determination, assignment, and resolution of data discrepancy between the NMR and ESI‐MS result are discussed.</description><subject>azo dyes</subject><subject>D&C Red 33</subject><subject>food dyes</subject><subject>Impurities</subject><subject>Manufacturing</subject><subject>Mass spectrometry</subject><subject>NMR</subject><subject>NMR assignment</subject><subject>Nuclear magnetic resonance</subject><subject>structure elucidation</subject><issn>0749-1581</issn><issn>1097-458X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp1kNtKxDAQhoMo7roKPoEUBPGma9KkaXIp9YirwqrgXUlzkCw9rEmL7NubuquC4NzMwHx8zPwAHCI4RRAmZ7WT0xRRuAXGCPIsJil73QZjmBEeo5ShEdjzfgEh5DzDu2CEMUOMJWgM7p4618uud6KKlO60q20jOts2UWsi0_YuqkXTGzEgtnmLbL0MQ2e1H4CLkzyaaxU9tNMI432wY0Tl9cGmT8DL1eVzfhPPHq9v8_NZLDHhMKZYCqmQVEKVhCYMpkYQTTnUIjGIG8Ipy7KwkhTxNJUYK1WypCyVJgziBE_A6dq7dO17r31X1NZLXVWi0W3viySFLBRMaUCP_6CL8FMTrgtUxihhCc1-hdK13jttiqWztXCrAsFiCLgIARdDwAE92gj7stbqB_xONADxGviwlV79Kyru5_mX8BNMCYKQ</recordid><startdate>202111</startdate><enddate>202111</enddate><creator>Mazzola, Eugene P.</creator><creator>Weisz, Adrian</creator><creator>Ridge, Douglas P.</creator><creator>Donnelly, Sarah E.</creator><creator>Zhang, Hanwen</creator><creator>Gonzalez, Raquel M.</creator><creator>Ackerman, Luke K.</creator><creator>Reese, Kristen L.</creator><creator>Ridge, Clark D.</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>JQ2</scope><scope>K9.</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-0718-2543</orcidid></search><sort><creationdate>202111</creationdate><title>Structural determination of four manufacturing impurities of D&C Red No. 33</title><author>Mazzola, Eugene P. ; Weisz, Adrian ; Ridge, Douglas P. ; Donnelly, Sarah E. ; Zhang, Hanwen ; Gonzalez, Raquel M. ; Ackerman, Luke K. ; Reese, Kristen L. ; Ridge, Clark D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3490-63cacd1cdadb462805fa4e690ea2f19f496877b46c61955c33ddb82bbde480323</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>azo dyes</topic><topic>D&C Red 33</topic><topic>food dyes</topic><topic>Impurities</topic><topic>Manufacturing</topic><topic>Mass spectrometry</topic><topic>NMR</topic><topic>NMR assignment</topic><topic>Nuclear magnetic resonance</topic><topic>structure elucidation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mazzola, Eugene P.</creatorcontrib><creatorcontrib>Weisz, Adrian</creatorcontrib><creatorcontrib>Ridge, Douglas P.</creatorcontrib><creatorcontrib>Donnelly, Sarah E.</creatorcontrib><creatorcontrib>Zhang, Hanwen</creatorcontrib><creatorcontrib>Gonzalez, Raquel M.</creatorcontrib><creatorcontrib>Ackerman, Luke K.</creatorcontrib><creatorcontrib>Reese, Kristen L.</creatorcontrib><creatorcontrib>Ridge, Clark D.</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Magnetic resonance in chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mazzola, Eugene P.</au><au>Weisz, Adrian</au><au>Ridge, Douglas P.</au><au>Donnelly, Sarah E.</au><au>Zhang, Hanwen</au><au>Gonzalez, Raquel M.</au><au>Ackerman, Luke K.</au><au>Reese, Kristen L.</au><au>Ridge, Clark D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structural determination of four manufacturing impurities of D&C Red No. 33</atitle><jtitle>Magnetic resonance in chemistry</jtitle><addtitle>Magn Reson Chem</addtitle><date>2021-11</date><risdate>2021</risdate><volume>59</volume><issue>11</issue><spage>1107</spage><epage>1115</epage><pages>1107-1115</pages><issn>0749-1581</issn><eissn>1097-458X</eissn><abstract>Four manufacturing impurities of D&C Red No. 33 isolated by counter‐current chromatography were analyzed by NMR and ESI mass spectrometry. Three of these impurities were reported previously with minimal details of structural determination. All four are structurally related to the main component of the dye. The fourth exhibited an unusual discrepancy between the NMR structure and its chemical formula suggested by ESI‐MS results. Structural determination and assignment of the main component and four impurities are discussed as well as resolution of the discrepancy between the NMR and ESI‐MS results of the fourth impurity.
Manufacturing impurities of D&C Red No. 33 isolated by counter current chromatography are analyzed by NMR and ESI‐MS. Structural determination, assignment, and resolution of data discrepancy between the NMR and ESI‐MS result are discussed.</abstract><cop>England</cop><pub>Wiley Subscription Services, Inc</pub><pmid>33818821</pmid><doi>10.1002/mrc.5160</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-0718-2543</orcidid></addata></record> |
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| language | eng |
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| subjects | azo dyes D&C Red 33 food dyes Impurities Manufacturing Mass spectrometry NMR NMR assignment Nuclear magnetic resonance structure elucidation |
| title | Structural determination of four manufacturing impurities of D&C Red No. 33 |
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