Informative secondary chiroptics in binary molecular organogel systems for donor–acceptor energy transfer
Pyrene-doped l-glutamide-based lipidic derivatives with different alkyl lengths ( C n-g -Pyr; n = 4, 8 and 12) were newly synthesized. All of the C n-g -Pyr dissolved and showed thermotopically and lyotropically-induced excimer formations accompanied by induction of the positive Cotton effect in the...
Gespeichert in:
| Veröffentlicht in: | Tetrahedron letters 2011-08, Vol.52 (31), p.4030-4035 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 4035 |
|---|---|
| container_issue | 31 |
| container_start_page | 4030 |
| container_title | Tetrahedron letters |
| container_volume | 52 |
| creator | Miyamoto, Koji Jintoku, Hirokuni Sawada, Tsuyoshi Takafuji, Makoto Sagawa, Takashi Ihara, Hirotaka |
| description | Pyrene-doped
l-glutamide-based lipidic derivatives with different alkyl lengths (
C
n-g
-Pyr;
n
=
4, 8 and 12) were newly synthesized. All of the
C
n-g
-Pyr dissolved and showed thermotopically and lyotropically-induced excimer formations accompanied by induction of the positive Cotton effect in their CD spectra, indicating chirally ordered stacking. However, when
C
4-g
-Pyr and
C
12-g
-Pyr were mixed in a certain molar ratio, an unusual CD pattern from positive to negative ones was observed. In this study, energy transfer efficiency was investigated in a binary system of
C
n-g
-Pyr with
C
12-g
-TPP. The results revealed that simple modification of the alkyl length of
C
n-g
-Pyr enables enhancement of the energy transfer efficiency with
C
12-g
-TPP. |
| doi_str_mv | 10.1016/j.tetlet.2011.05.131 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1744674487</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0040403911009002</els_id><sourcerecordid>1744674487</sourcerecordid><originalsourceid>FETCH-LOGICAL-c369t-a968237735d91cd4ffc3f9a480d82941493aa6baea4d387df6dda4343349fb933</originalsourceid><addsrcrecordid>eNp9kM1qWzEQhUVpIa6TN8hCm0I391aydH-0KZTQpIFANslajKWRK_deyZXkgHd5h75hniQyDl1mYBgYzszhfIRcctZyxvtv27ZgmbC0K8Z5y7qWC_6BLPg4iEZ0I_9IFoxJ1kgm1Bn5nPOW1epHtiB_boOLaYbin5BmNDFYSAdqfvsUd8WbTH2gax-OyzlOaPYTJBrTBkLc4ETzIRecM61PqI0hppfnf2AM7kpdYMC0OdCSIGSH6Zx8cjBlvHibS_J4_fPh6ldzd39ze_XjrjGiV6UB1Y8rMQyis4obK50zwimQI7PjSkkulQDo14AgrRgH63prQQophFRurYRYkq-nv7sU_-4xFz37bHCaIGDcZ80HKfvaFc-SyJPUpJhzQqd3yc81rOZMH9nqrT6x1Ue2mnW6sq1nX94cIBuYXA1ofP5_u5KC9UPHqu77SYc17pPHpLPxGAxan9AUbaN_3-gV3KKVOw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1744674487</pqid></control><display><type>article</type><title>Informative secondary chiroptics in binary molecular organogel systems for donor–acceptor energy transfer</title><source>Access via ScienceDirect (Elsevier)</source><creator>Miyamoto, Koji ; Jintoku, Hirokuni ; Sawada, Tsuyoshi ; Takafuji, Makoto ; Sagawa, Takashi ; Ihara, Hirotaka</creator><creatorcontrib>Miyamoto, Koji ; Jintoku, Hirokuni ; Sawada, Tsuyoshi ; Takafuji, Makoto ; Sagawa, Takashi ; Ihara, Hirotaka</creatorcontrib><description>Pyrene-doped
l-glutamide-based lipidic derivatives with different alkyl lengths (
C
n-g
-Pyr;
n
=
4, 8 and 12) were newly synthesized. All of the
C
n-g
-Pyr dissolved and showed thermotopically and lyotropically-induced excimer formations accompanied by induction of the positive Cotton effect in their CD spectra, indicating chirally ordered stacking. However, when
C
4-g
-Pyr and
C
12-g
-Pyr were mixed in a certain molar ratio, an unusual CD pattern from positive to negative ones was observed. In this study, energy transfer efficiency was investigated in a binary system of
C
n-g
-Pyr with
C
12-g
-TPP. The results revealed that simple modification of the alkyl length of
C
n-g
-Pyr enables enhancement of the energy transfer efficiency with
C
12-g
-TPP.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2011.05.131</identifier><identifier>CODEN: TELEAY</identifier><language>eng</language><publisher>Kidlington: Elsevier Ltd</publisher><subject>Binary systems (materials) ; Chemistry ; Chiroptics ; Colloidal gels. Colloidal sols ; Colloidal state and disperse state ; Condensed benzenic and aromatic compounds ; Cotton ; Derivatives ; Dichroism ; Energy transfer ; Exact sciences and technology ; Excimer ; FRET ; General and physical chemistry ; Heterocyclic compounds ; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings ; Organic chemistry ; Organogel ; Preparations and properties ; Spectra ; Stacking ; Tetrahedrons</subject><ispartof>Tetrahedron letters, 2011-08, Vol.52 (31), p.4030-4035</ispartof><rights>2011 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c369t-a968237735d91cd4ffc3f9a480d82941493aa6baea4d387df6dda4343349fb933</citedby><cites>FETCH-LOGICAL-c369t-a968237735d91cd4ffc3f9a480d82941493aa6baea4d387df6dda4343349fb933</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.tetlet.2011.05.131$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24306750$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Miyamoto, Koji</creatorcontrib><creatorcontrib>Jintoku, Hirokuni</creatorcontrib><creatorcontrib>Sawada, Tsuyoshi</creatorcontrib><creatorcontrib>Takafuji, Makoto</creatorcontrib><creatorcontrib>Sagawa, Takashi</creatorcontrib><creatorcontrib>Ihara, Hirotaka</creatorcontrib><title>Informative secondary chiroptics in binary molecular organogel systems for donor–acceptor energy transfer</title><title>Tetrahedron letters</title><description>Pyrene-doped
l-glutamide-based lipidic derivatives with different alkyl lengths (
C
n-g
-Pyr;
n
=
4, 8 and 12) were newly synthesized. All of the
C
n-g
-Pyr dissolved and showed thermotopically and lyotropically-induced excimer formations accompanied by induction of the positive Cotton effect in their CD spectra, indicating chirally ordered stacking. However, when
C
4-g
-Pyr and
C
12-g
-Pyr were mixed in a certain molar ratio, an unusual CD pattern from positive to negative ones was observed. In this study, energy transfer efficiency was investigated in a binary system of
C
n-g
-Pyr with
C
12-g
-TPP. The results revealed that simple modification of the alkyl length of
C
n-g
-Pyr enables enhancement of the energy transfer efficiency with
C
12-g
-TPP.</description><subject>Binary systems (materials)</subject><subject>Chemistry</subject><subject>Chiroptics</subject><subject>Colloidal gels. Colloidal sols</subject><subject>Colloidal state and disperse state</subject><subject>Condensed benzenic and aromatic compounds</subject><subject>Cotton</subject><subject>Derivatives</subject><subject>Dichroism</subject><subject>Energy transfer</subject><subject>Exact sciences and technology</subject><subject>Excimer</subject><subject>FRET</subject><subject>General and physical chemistry</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</subject><subject>Organic chemistry</subject><subject>Organogel</subject><subject>Preparations and properties</subject><subject>Spectra</subject><subject>Stacking</subject><subject>Tetrahedrons</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNp9kM1qWzEQhUVpIa6TN8hCm0I391aydH-0KZTQpIFANslajKWRK_deyZXkgHd5h75hniQyDl1mYBgYzszhfIRcctZyxvtv27ZgmbC0K8Z5y7qWC_6BLPg4iEZ0I_9IFoxJ1kgm1Bn5nPOW1epHtiB_boOLaYbin5BmNDFYSAdqfvsUd8WbTH2gax-OyzlOaPYTJBrTBkLc4ETzIRecM61PqI0hppfnf2AM7kpdYMC0OdCSIGSH6Zx8cjBlvHibS_J4_fPh6ldzd39ze_XjrjGiV6UB1Y8rMQyis4obK50zwimQI7PjSkkulQDo14AgrRgH63prQQophFRurYRYkq-nv7sU_-4xFz37bHCaIGDcZ80HKfvaFc-SyJPUpJhzQqd3yc81rOZMH9nqrT6x1Ue2mnW6sq1nX94cIBuYXA1ofP5_u5KC9UPHqu77SYc17pPHpLPxGAxan9AUbaN_3-gV3KKVOw</recordid><startdate>20110803</startdate><enddate>20110803</enddate><creator>Miyamoto, Koji</creator><creator>Jintoku, Hirokuni</creator><creator>Sawada, Tsuyoshi</creator><creator>Takafuji, Makoto</creator><creator>Sagawa, Takashi</creator><creator>Ihara, Hirotaka</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20110803</creationdate><title>Informative secondary chiroptics in binary molecular organogel systems for donor–acceptor energy transfer</title><author>Miyamoto, Koji ; Jintoku, Hirokuni ; Sawada, Tsuyoshi ; Takafuji, Makoto ; Sagawa, Takashi ; Ihara, Hirotaka</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c369t-a968237735d91cd4ffc3f9a480d82941493aa6baea4d387df6dda4343349fb933</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Binary systems (materials)</topic><topic>Chemistry</topic><topic>Chiroptics</topic><topic>Colloidal gels. Colloidal sols</topic><topic>Colloidal state and disperse state</topic><topic>Condensed benzenic and aromatic compounds</topic><topic>Cotton</topic><topic>Derivatives</topic><topic>Dichroism</topic><topic>Energy transfer</topic><topic>Exact sciences and technology</topic><topic>Excimer</topic><topic>FRET</topic><topic>General and physical chemistry</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</topic><topic>Organic chemistry</topic><topic>Organogel</topic><topic>Preparations and properties</topic><topic>Spectra</topic><topic>Stacking</topic><topic>Tetrahedrons</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Miyamoto, Koji</creatorcontrib><creatorcontrib>Jintoku, Hirokuni</creatorcontrib><creatorcontrib>Sawada, Tsuyoshi</creatorcontrib><creatorcontrib>Takafuji, Makoto</creatorcontrib><creatorcontrib>Sagawa, Takashi</creatorcontrib><creatorcontrib>Ihara, Hirotaka</creatorcontrib><collection>Pascal-Francis</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>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Miyamoto, Koji</au><au>Jintoku, Hirokuni</au><au>Sawada, Tsuyoshi</au><au>Takafuji, Makoto</au><au>Sagawa, Takashi</au><au>Ihara, Hirotaka</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Informative secondary chiroptics in binary molecular organogel systems for donor–acceptor energy transfer</atitle><jtitle>Tetrahedron letters</jtitle><date>2011-08-03</date><risdate>2011</risdate><volume>52</volume><issue>31</issue><spage>4030</spage><epage>4035</epage><pages>4030-4035</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><coden>TELEAY</coden><abstract>Pyrene-doped
l-glutamide-based lipidic derivatives with different alkyl lengths (
C
n-g
-Pyr;
n
=
4, 8 and 12) were newly synthesized. All of the
C
n-g
-Pyr dissolved and showed thermotopically and lyotropically-induced excimer formations accompanied by induction of the positive Cotton effect in their CD spectra, indicating chirally ordered stacking. However, when
C
4-g
-Pyr and
C
12-g
-Pyr were mixed in a certain molar ratio, an unusual CD pattern from positive to negative ones was observed. In this study, energy transfer efficiency was investigated in a binary system of
C
n-g
-Pyr with
C
12-g
-TPP. The results revealed that simple modification of the alkyl length of
C
n-g
-Pyr enables enhancement of the energy transfer efficiency with
C
12-g
-TPP.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2011.05.131</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0040-4039 |
| ispartof | Tetrahedron letters, 2011-08, Vol.52 (31), p.4030-4035 |
| issn | 0040-4039 1873-3581 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1744674487 |
| source | Access via ScienceDirect (Elsevier) |
| subjects | Binary systems (materials) Chemistry Chiroptics Colloidal gels. Colloidal sols Colloidal state and disperse state Condensed benzenic and aromatic compounds Cotton Derivatives Dichroism Energy transfer Exact sciences and technology Excimer FRET General and physical chemistry Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Organic chemistry Organogel Preparations and properties Spectra Stacking Tetrahedrons |
| title | Informative secondary chiroptics in binary molecular organogel systems for donor–acceptor energy transfer |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-22T03%3A15%3A34IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Informative%20secondary%20chiroptics%20in%20binary%20molecular%20organogel%20systems%20for%20donor%E2%80%93acceptor%20energy%20transfer&rft.jtitle=Tetrahedron%20letters&rft.au=Miyamoto,%20Koji&rft.date=2011-08-03&rft.volume=52&rft.issue=31&rft.spage=4030&rft.epage=4035&rft.pages=4030-4035&rft.issn=0040-4039&rft.eissn=1873-3581&rft.coden=TELEAY&rft_id=info:doi/10.1016/j.tetlet.2011.05.131&rft_dat=%3Cproquest_cross%3E1744674487%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1744674487&rft_id=info:pmid/&rft_els_id=S0040403911009002&rfr_iscdi=true |