Structural changes of sinapic acid and sinapine bisulfate during autoclaving with respect to the development of colored substances
Structural changes in sinapic acid during autoclaving were studied using spectral analysis, thin‐layer chromatography, high‐performance liquid chromatography, nuclear magnetic resonance (NMR), and mass spectroscopy. Color properties of sinapic acid and its derivatives were studied by determining the...
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| Veröffentlicht in: | Journal of the American Oil Chemists' Society 1999-04, Vol.76 (4), p.433-441 |
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| container_end_page | 441 |
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| container_title | Journal of the American Oil Chemists' Society |
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| creator | Cai, R Arntfield, S.D Charlton, J.L |
| description | Structural changes in sinapic acid during autoclaving were studied using spectral analysis, thin‐layer chromatography, high‐performance liquid chromatography, nuclear magnetic resonance (NMR), and mass spectroscopy. Color properties of sinapic acid and its derivatives were studied by determining the transmittance spectrum, calculating the Commission Internationale de l’Eclairage 1931 tristimulus values and converting to Hunter L a b values. It was found that the colorless sinapic acid aqueous solution (100 µg/mL) turned yellow after 15 min in an autoclave at 121°C and 0.1 MPa. Filtering the yellow aqueous solution through a 0.45‐µm filter removed a brown solid consisting of at least three undetermined colored substances and left a yellow liquid. A newly developed yellow substance, syringaldehyde, was identified in the liquid phase by comparing the NMR and mass spectra of the unknown with those of authentic syringaldehyde. Thomasidioic acid was also found in the liquid phase. Under the same autoclaving conditions, sinapine bisulfate showed no evidence of any structural or color changes. |
| doi_str_mv | 10.1007/s11746-999-0021-7 |
| format | Article |
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Color properties of sinapic acid and its derivatives were studied by determining the transmittance spectrum, calculating the Commission Internationale de l’Eclairage 1931 tristimulus values and converting to Hunter L a b values. It was found that the colorless sinapic acid aqueous solution (100 µg/mL) turned yellow after 15 min in an autoclave at 121°C and 0.1 MPa. Filtering the yellow aqueous solution through a 0.45‐µm filter removed a brown solid consisting of at least three undetermined colored substances and left a yellow liquid. A newly developed yellow substance, syringaldehyde, was identified in the liquid phase by comparing the NMR and mass spectra of the unknown with those of authentic syringaldehyde. Thomasidioic acid was also found in the liquid phase. Under the same autoclaving conditions, sinapine bisulfate showed no evidence of any structural or color changes.</description><identifier>ISSN: 0003-021X</identifier><identifier>EISSN: 1558-9331</identifier><identifier>DOI: 10.1007/s11746-999-0021-7</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer-Verlag</publisher><subject>Acids ; Aqueous solutions ; Autoclaving ; Biological and medical sciences ; Brassica napus ; canola phenolics ; chromatographic analysis ; Chromatography ; Color ; Fat industries ; Food industries ; Fundamental and applied biological sciences. Psychology ; High performance liquid chromatography ; Liquid chromatography ; Liquid phases ; Magnetic properties ; Mass spectra ; Mass spectroscopy ; NMR ; Nuclear magnetic resonance ; Sinapic acid ; sinapine bisulfate ; Spectral analysis ; Spectrum analysis ; Syringaldehyde ; Thin layer chromatography</subject><ispartof>Journal of the American Oil Chemists' Society, 1999-04, Vol.76 (4), p.433-441</ispartof><rights>1999 American Oil Chemists' Society (AOCS)</rights><rights>1999 INIST-CNRS</rights><rights>AOCS Press 1999.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3723-abeae02f56f3a027f7f6310fb249c4b23b4c635a8331ef8cf6fb369af3d8af6d3</citedby><cites>FETCH-LOGICAL-c3723-abeae02f56f3a027f7f6310fb249c4b23b4c635a8331ef8cf6fb369af3d8af6d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1007%2Fs11746-999-0021-7$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1007%2Fs11746-999-0021-7$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27923,27924,45573,45574</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1838710$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Cai, R</creatorcontrib><creatorcontrib>Arntfield, S.D</creatorcontrib><creatorcontrib>Charlton, J.L</creatorcontrib><title>Structural changes of sinapic acid and sinapine bisulfate during autoclaving with respect to the development of colored substances</title><title>Journal of the American Oil Chemists' Society</title><description>Structural changes in sinapic acid during autoclaving were studied using spectral analysis, thin‐layer chromatography, high‐performance liquid chromatography, nuclear magnetic resonance (NMR), and mass spectroscopy. Color properties of sinapic acid and its derivatives were studied by determining the transmittance spectrum, calculating the Commission Internationale de l’Eclairage 1931 tristimulus values and converting to Hunter L a b values. It was found that the colorless sinapic acid aqueous solution (100 µg/mL) turned yellow after 15 min in an autoclave at 121°C and 0.1 MPa. Filtering the yellow aqueous solution through a 0.45‐µm filter removed a brown solid consisting of at least three undetermined colored substances and left a yellow liquid. A newly developed yellow substance, syringaldehyde, was identified in the liquid phase by comparing the NMR and mass spectra of the unknown with those of authentic syringaldehyde. Thomasidioic acid was also found in the liquid phase. Under the same autoclaving conditions, sinapine bisulfate showed no evidence of any structural or color changes.</description><subject>Acids</subject><subject>Aqueous solutions</subject><subject>Autoclaving</subject><subject>Biological and medical sciences</subject><subject>Brassica napus</subject><subject>canola phenolics</subject><subject>chromatographic analysis</subject><subject>Chromatography</subject><subject>Color</subject><subject>Fat industries</subject><subject>Food industries</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>High performance liquid chromatography</subject><subject>Liquid chromatography</subject><subject>Liquid phases</subject><subject>Magnetic properties</subject><subject>Mass spectra</subject><subject>Mass spectroscopy</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Sinapic acid</subject><subject>sinapine bisulfate</subject><subject>Spectral analysis</subject><subject>Spectrum analysis</subject><subject>Syringaldehyde</subject><subject>Thin layer chromatography</subject><issn>0003-021X</issn><issn>1558-9331</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><recordid>eNqFkUFv3CAQhVHVSN0m_QE9Fam9OgXGBnyMVk1bKVIO20i5oTGGXUeOcQEnyjW_vKy8Uo85McB732jeEPKZs0vOmPqeOFe1rNq2rRgTvFLvyIY3ja5aAP6ebBhjUJWP-w_kY0oP5apBNBvyustxsXmJOFJ7wGnvEg2epmHCebAU7dBTnPrTw-RoN6Rl9Jgd7Zc4THuKSw52xKdj_TzkA40uzc5mmgPNhyJzT24M86Ob8pFswxiiK8ClSxkn69IFOfM4JvfpdJ6Tu-sff7a_qpvbn7-3VzeVBSWgws6hY8I30gMyobzyEjjznahbW3cCutpKaFCXgZ3X1kvfgWzRQ6_Ryx7OydeVO8fwd3Epm4ewxKm0NELKWkvNQBcVX1U2hpSi82aOwyPGF8OZOUZt1qhNidocozaqeL6dyJgsjj6WuYb036hBK86KTK2y52F0L29zzdXtdsdqgOL8sjo9BoP7WOB3O8E4MNGWVTY1_APgz5r8</recordid><startdate>199904</startdate><enddate>199904</enddate><creator>Cai, R</creator><creator>Arntfield, S.D</creator><creator>Charlton, J.L</creator><general>Springer-Verlag</general><general>Springer</general><general>Springer Nature B.V</general><scope>FBQ</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>4T-</scope><scope>K9.</scope></search><sort><creationdate>199904</creationdate><title>Structural changes of sinapic acid and sinapine bisulfate during autoclaving with respect to the development of colored substances</title><author>Cai, R ; Arntfield, S.D ; Charlton, J.L</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3723-abeae02f56f3a027f7f6310fb249c4b23b4c635a8331ef8cf6fb369af3d8af6d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><topic>Acids</topic><topic>Aqueous solutions</topic><topic>Autoclaving</topic><topic>Biological and medical sciences</topic><topic>Brassica napus</topic><topic>canola phenolics</topic><topic>chromatographic analysis</topic><topic>Chromatography</topic><topic>Color</topic><topic>Fat industries</topic><topic>Food industries</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>High performance liquid chromatography</topic><topic>Liquid chromatography</topic><topic>Liquid phases</topic><topic>Magnetic properties</topic><topic>Mass spectra</topic><topic>Mass spectroscopy</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Sinapic acid</topic><topic>sinapine bisulfate</topic><topic>Spectral analysis</topic><topic>Spectrum analysis</topic><topic>Syringaldehyde</topic><topic>Thin layer chromatography</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Cai, R</creatorcontrib><creatorcontrib>Arntfield, S.D</creatorcontrib><creatorcontrib>Charlton, J.L</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Docstoc</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><jtitle>Journal of the American Oil Chemists' Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Cai, R</au><au>Arntfield, S.D</au><au>Charlton, J.L</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structural changes of sinapic acid and sinapine bisulfate during autoclaving with respect to the development of colored substances</atitle><jtitle>Journal of the American Oil Chemists' Society</jtitle><date>1999-04</date><risdate>1999</risdate><volume>76</volume><issue>4</issue><spage>433</spage><epage>441</epage><pages>433-441</pages><issn>0003-021X</issn><eissn>1558-9331</eissn><abstract>Structural changes in sinapic acid during autoclaving were studied using spectral analysis, thin‐layer chromatography, high‐performance liquid chromatography, nuclear magnetic resonance (NMR), and mass spectroscopy. Color properties of sinapic acid and its derivatives were studied by determining the transmittance spectrum, calculating the Commission Internationale de l’Eclairage 1931 tristimulus values and converting to Hunter L a b values. It was found that the colorless sinapic acid aqueous solution (100 µg/mL) turned yellow after 15 min in an autoclave at 121°C and 0.1 MPa. Filtering the yellow aqueous solution through a 0.45‐µm filter removed a brown solid consisting of at least three undetermined colored substances and left a yellow liquid. A newly developed yellow substance, syringaldehyde, was identified in the liquid phase by comparing the NMR and mass spectra of the unknown with those of authentic syringaldehyde. Thomasidioic acid was also found in the liquid phase. Under the same autoclaving conditions, sinapine bisulfate showed no evidence of any structural or color changes.</abstract><cop>Berlin/Heidelberg</cop><pub>Springer-Verlag</pub><doi>10.1007/s11746-999-0021-7</doi><tpages>9</tpages></addata></record> |
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| ispartof | Journal of the American Oil Chemists' Society, 1999-04, Vol.76 (4), p.433-441 |
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| source | Wiley Online Library All Journals; SpringerLink Journals - AutoHoldings |
| subjects | Acids Aqueous solutions Autoclaving Biological and medical sciences Brassica napus canola phenolics chromatographic analysis Chromatography Color Fat industries Food industries Fundamental and applied biological sciences. Psychology High performance liquid chromatography Liquid chromatography Liquid phases Magnetic properties Mass spectra Mass spectroscopy NMR Nuclear magnetic resonance Sinapic acid sinapine bisulfate Spectral analysis Spectrum analysis Syringaldehyde Thin layer chromatography |
| title | Structural changes of sinapic acid and sinapine bisulfate during autoclaving with respect to the development of colored substances |
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