Greater Fluorescence from Styrylpyridinium Dye upon Complexation with Cyclodextrin Derivatives through a π-π Interaction
The fluorescence of 4-(4′-dimethylamino)styryl-1-methylpyridinium (C1SP) was enhanced by more than 33-fold by complexation with β-cyclodextrin (β-CD) bearing a naphthalene, pyrene, or phenylboronic acid group. The great enhancement of the fluorescence of C1SP was due to a π-π stacking interaction, b...
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| Veröffentlicht in: | Analytical Sciences 2007, Vol.23(3), pp.249-251 |
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| container_title | Analytical Sciences |
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| creator | SUZUKI, Iwao NAKAYAMA, Chiaki UI, Mihoko HIROSE, Kazuaki YAMAUCHI, Akiyo |
| description | The fluorescence of 4-(4′-dimethylamino)styryl-1-methylpyridinium (C1SP) was enhanced by more than 33-fold by complexation with β-cyclodextrin (β-CD) bearing a naphthalene, pyrene, or phenylboronic acid group. The great enhancement of the fluorescence of C1SP was due to a π-π stacking interaction, by which the bond rotation of C1SP was effectively suppressed. The results indicate that C1SP and structurally related hemicyanine dyes potentially become powerful fluorescent indicators for aromatic compounds through the π-π stacking interaction in water. |
| doi_str_mv | 10.2116/analsci.23.249 |
| format | Article |
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The great enhancement of the fluorescence of C1SP was due to a π-π stacking interaction, by which the bond rotation of C1SP was effectively suppressed. 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The great enhancement of the fluorescence of C1SP was due to a π-π stacking interaction, by which the bond rotation of C1SP was effectively suppressed. The results indicate that C1SP and structurally related hemicyanine dyes potentially become powerful fluorescent indicators for aromatic compounds through the π-π stacking interaction in water.</description><subject>Cyclodextrins - chemistry</subject><subject>Fluorescence</subject><subject>Fluorescent Dyes - chemistry</subject><subject>Molecular Structure</subject><subject>Pyridinium Compounds - chemistry</subject><issn>0910-6340</issn><issn>1348-2246</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpNkMFu1DAQhi0EokvhyhH5xC2Lx-NmkyNKaalUiQNwtrzOpOsqiYPtlIZT37CvhKuNChrJM9Z884_9M_YexFYClJ_MaPpo3VbiVqr6BdsAqqqQUpUv2UbUIIoSlThhb2K8FQJkJeVrdgI73EksccP-XAYyiQK_6GcfKFoaLfEu-IF_T0tY-mkJrnWjmwd-vhCfJz_yxg9TT_cmuXz57dKBN4vtfUv3KbiRn1Nwd7l5R5GnQ_DzzYEb_vhQPD7wqzEvM_Zp8i171eXH07s1n7KfF19-NF-L62-XV83n68IqqFMBRmGXA8tWWZRIVoKAXNeytnuQ5qwTe-ygEmpfWbGrCCtQxiK0JXatwFP28ag7Bf9rppj04PI_-96M5Oeod0JWJcJZBrdH0AYfY6BOT8ENJiwahH5yW69ua4k6u50HPqzK836g9h--2puB5gjcxmRu6BkwITnb0_96uB6qfu7agwmaRvwLHCCY0A</recordid><startdate>20070301</startdate><enddate>20070301</enddate><creator>SUZUKI, Iwao</creator><creator>NAKAYAMA, Chiaki</creator><creator>UI, Mihoko</creator><creator>HIROSE, Kazuaki</creator><creator>YAMAUCHI, Akiyo</creator><general>The Japan Society for Analytical Chemistry</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20070301</creationdate><title>Greater Fluorescence from Styrylpyridinium Dye upon Complexation with Cyclodextrin Derivatives through a π-π Interaction</title><author>SUZUKI, Iwao ; NAKAYAMA, Chiaki ; UI, Mihoko ; HIROSE, Kazuaki ; YAMAUCHI, Akiyo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c419t-1a43f3f336d4c323ec2101d4c929cb12a5f0b3f1804b8c078e3814ac31d63fd03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Cyclodextrins - chemistry</topic><topic>Fluorescence</topic><topic>Fluorescent Dyes - chemistry</topic><topic>Molecular Structure</topic><topic>Pyridinium Compounds - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>SUZUKI, Iwao</creatorcontrib><creatorcontrib>NAKAYAMA, Chiaki</creatorcontrib><creatorcontrib>UI, Mihoko</creatorcontrib><creatorcontrib>HIROSE, Kazuaki</creatorcontrib><creatorcontrib>YAMAUCHI, Akiyo</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Analytical Sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>SUZUKI, Iwao</au><au>NAKAYAMA, Chiaki</au><au>UI, Mihoko</au><au>HIROSE, Kazuaki</au><au>YAMAUCHI, Akiyo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Greater Fluorescence from Styrylpyridinium Dye upon Complexation with Cyclodextrin Derivatives through a π-π Interaction</atitle><jtitle>Analytical Sciences</jtitle><addtitle>Anal Sci</addtitle><date>2007-03-01</date><risdate>2007</risdate><volume>23</volume><issue>3</issue><spage>249</spage><epage>251</epage><pages>249-251</pages><issn>0910-6340</issn><eissn>1348-2246</eissn><abstract>The fluorescence of 4-(4′-dimethylamino)styryl-1-methylpyridinium (C1SP) was enhanced by more than 33-fold by complexation with β-cyclodextrin (β-CD) bearing a naphthalene, pyrene, or phenylboronic acid group. The great enhancement of the fluorescence of C1SP was due to a π-π stacking interaction, by which the bond rotation of C1SP was effectively suppressed. The results indicate that C1SP and structurally related hemicyanine dyes potentially become powerful fluorescent indicators for aromatic compounds through the π-π stacking interaction in water.</abstract><cop>Japan</cop><pub>The Japan Society for Analytical Chemistry</pub><pmid>17372363</pmid><doi>10.2116/analsci.23.249</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
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| ispartof | Analytical Sciences, 2007, Vol.23(3), pp.249-251 |
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| source | J-STAGE Free; MEDLINE; Freely Accessible Japanese Titles; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry; SpringerLink Journals - AutoHoldings |
| subjects | Cyclodextrins - chemistry Fluorescence Fluorescent Dyes - chemistry Molecular Structure Pyridinium Compounds - chemistry |
| title | Greater Fluorescence from Styrylpyridinium Dye upon Complexation with Cyclodextrin Derivatives through a π-π Interaction |
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