Interaction of 6-p-Toluidinylnaphthalene-2-sulfonate with α-Cyclodextrin
The interaction of 6-p-toluidinylnaphthalene-2-sulfonate (TNS) with α-cyclodextrin was investigated in a 0.1 M phosphate buffer at pH 7.4 by fluorescence spectrophotometry. Using the fact that the fluorescence intensity of TNS increases in the presence of α-cyclodextrin, the thermodynamic parameters...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1992/10/25, Vol.40(10), pp.2591-2596 |
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| container_title | Chemical & pharmaceutical bulletin |
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| creator | NISHIJO, Juziro YASUDA, Masako NAGAI, Mayumi OHNO, Eriko |
| description | The interaction of 6-p-toluidinylnaphthalene-2-sulfonate (TNS) with α-cyclodextrin was investigated in a 0.1 M phosphate buffer at pH 7.4 by fluorescence spectrophotometry. Using the fact that the fluorescence intensity of TNS increases in the presence of α-cyclodextrin, the thermodynamic parameters for the inclusion complex formation were determined as follows; ΔG°=-2.21 kcal/mol at 25°C, ΔH°=-3.0 kcal/mol, ΔS°=-2.6 e.u. The driving force for the inclusion complex formation was considered to be the van der Waals-London dispersion force and hydrogen bonding between the nitrogen atom of TNS and the secondary hydroxyl groups of α-cyclodextrin.Also, from the measurements of proton nuclear magnetic resonance spectra and the model building with Corey Pauling koltum models, the most probable structure was determined. |
| doi_str_mv | 10.1248/cpb.40.2591 |
| format | Article |
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Using the fact that the fluorescence intensity of TNS increases in the presence of α-cyclodextrin, the thermodynamic parameters for the inclusion complex formation were determined as follows; ΔG°=-2.21 kcal/mol at 25°C, ΔH°=-3.0 kcal/mol, ΔS°=-2.6 e.u. The driving force for the inclusion complex formation was considered to be the van der Waals-London dispersion force and hydrogen bonding between the nitrogen atom of TNS and the secondary hydroxyl groups of α-cyclodextrin.Also, from the measurements of proton nuclear magnetic resonance spectra and the model building with Corey Pauling koltum models, the most probable structure was determined.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.40.2591</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>1H-NMR ; 6-p-toluidinylnaphthalene-2-sulfonate ; Atomic and molecular physics ; Exact sciences and technology ; fluorescence ; General molecular conformation and symmetry; stereochemistry ; inclusion complex ; Molecular properties and interactions with photons ; Physics ; Properties of molecules and molecular ions ; thermodynamic parameter ; α-cyclodextrin</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1992/10/25, Vol.40(10), pp.2591-2596</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1993 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c455t-fb7b54e055b6c942da4abd61d0d7b89380c6a223ac9011477c9cf86ecf595cc73</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1883,4024,27923,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=4671789$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>NISHIJO, Juziro</creatorcontrib><creatorcontrib>YASUDA, Masako</creatorcontrib><creatorcontrib>NAGAI, Mayumi</creatorcontrib><creatorcontrib>OHNO, Eriko</creatorcontrib><title>Interaction of 6-p-Toluidinylnaphthalene-2-sulfonate with α-Cyclodextrin</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>The interaction of 6-p-toluidinylnaphthalene-2-sulfonate (TNS) with α-cyclodextrin was investigated in a 0.1 M phosphate buffer at pH 7.4 by fluorescence spectrophotometry. Using the fact that the fluorescence intensity of TNS increases in the presence of α-cyclodextrin, the thermodynamic parameters for the inclusion complex formation were determined as follows; ΔG°=-2.21 kcal/mol at 25°C, ΔH°=-3.0 kcal/mol, ΔS°=-2.6 e.u. The driving force for the inclusion complex formation was considered to be the van der Waals-London dispersion force and hydrogen bonding between the nitrogen atom of TNS and the secondary hydroxyl groups of α-cyclodextrin.Also, from the measurements of proton nuclear magnetic resonance spectra and the model building with Corey Pauling koltum models, the most probable structure was determined.</description><subject>1H-NMR</subject><subject>6-p-toluidinylnaphthalene-2-sulfonate</subject><subject>Atomic and molecular physics</subject><subject>Exact sciences and technology</subject><subject>fluorescence</subject><subject>General molecular conformation and symmetry; stereochemistry</subject><subject>inclusion complex</subject><subject>Molecular properties and interactions with photons</subject><subject>Physics</subject><subject>Properties of molecules and molecular ions</subject><subject>thermodynamic parameter</subject><subject>α-cyclodextrin</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1992</creationdate><recordtype>article</recordtype><recordid>eNpFkE1OwzAQRi0EEqWw4gJZsEMu_o3jJaooVKrEpqwjx7GJK-NEtivosbgIZyJRUdnMLObNm9EHwC1GC0xY9aCHZsHQgnCJz8AMUyYgJ4SegxlCSEJCS3oJrlLaIUQ4EnQG1uuQTVQ6uz4UvS1KOMBt7_eudeHggxq63ClvgoEEpr23fVDZFJ8ud8XPN1wetO9b85WjC9fgwiqfzM1fn4O31dN2-QI3r8_r5eMGasZ5hrYRDWcGcd6UWjLSKqaatsQtakVTSVohXarxZ6UlwpgJoaW2VWm05ZJrLegc3B-9OvYpRWPrIboPFQ81RvWUQj2mUDNUTymM9N2RHlTSytuognbptMJKgcV4dQ5WR2yXsno3p7mK2WlvJiWWvJq045Vjnfz_QKdibQL9BWGFdp4</recordid><startdate>1992</startdate><enddate>1992</enddate><creator>NISHIJO, Juziro</creator><creator>YASUDA, Masako</creator><creator>NAGAI, Mayumi</creator><creator>OHNO, Eriko</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>1992</creationdate><title>Interaction of 6-p-Toluidinylnaphthalene-2-sulfonate with α-Cyclodextrin</title><author>NISHIJO, Juziro ; YASUDA, Masako ; NAGAI, Mayumi ; OHNO, Eriko</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c455t-fb7b54e055b6c942da4abd61d0d7b89380c6a223ac9011477c9cf86ecf595cc73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1992</creationdate><topic>1H-NMR</topic><topic>6-p-toluidinylnaphthalene-2-sulfonate</topic><topic>Atomic and molecular physics</topic><topic>Exact sciences and technology</topic><topic>fluorescence</topic><topic>General molecular conformation and symmetry; stereochemistry</topic><topic>inclusion complex</topic><topic>Molecular properties and interactions with photons</topic><topic>Physics</topic><topic>Properties of molecules and molecular ions</topic><topic>thermodynamic parameter</topic><topic>α-cyclodextrin</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>NISHIJO, Juziro</creatorcontrib><creatorcontrib>YASUDA, Masako</creatorcontrib><creatorcontrib>NAGAI, Mayumi</creatorcontrib><creatorcontrib>OHNO, Eriko</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>NISHIJO, Juziro</au><au>YASUDA, Masako</au><au>NAGAI, Mayumi</au><au>OHNO, Eriko</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Interaction of 6-p-Toluidinylnaphthalene-2-sulfonate with α-Cyclodextrin</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1992</date><risdate>1992</risdate><volume>40</volume><issue>10</issue><spage>2591</spage><epage>2596</epage><pages>2591-2596</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>The interaction of 6-p-toluidinylnaphthalene-2-sulfonate (TNS) with α-cyclodextrin was investigated in a 0.1 M phosphate buffer at pH 7.4 by fluorescence spectrophotometry. Using the fact that the fluorescence intensity of TNS increases in the presence of α-cyclodextrin, the thermodynamic parameters for the inclusion complex formation were determined as follows; ΔG°=-2.21 kcal/mol at 25°C, ΔH°=-3.0 kcal/mol, ΔS°=-2.6 e.u. The driving force for the inclusion complex formation was considered to be the van der Waals-London dispersion force and hydrogen bonding between the nitrogen atom of TNS and the secondary hydroxyl groups of α-cyclodextrin.Also, from the measurements of proton nuclear magnetic resonance spectra and the model building with Corey Pauling koltum models, the most probable structure was determined.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><doi>10.1248/cpb.40.2591</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| identifier | ISSN: 0009-2363 |
| ispartof | Chemical and Pharmaceutical Bulletin, 1992/10/25, Vol.40(10), pp.2591-2596 |
| issn | 0009-2363 1347-5223 |
| language | eng |
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| source | Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; Free Full-Text Journals in Chemistry |
| subjects | 1H-NMR 6-p-toluidinylnaphthalene-2-sulfonate Atomic and molecular physics Exact sciences and technology fluorescence General molecular conformation and symmetry stereochemistry inclusion complex Molecular properties and interactions with photons Physics Properties of molecules and molecular ions thermodynamic parameter α-cyclodextrin |
| title | Interaction of 6-p-Toluidinylnaphthalene-2-sulfonate with α-Cyclodextrin |
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