Targeted Singlet Oxygen Generation Using Different DNA-Interacting Perylene Diimide Type Photosensitizers
Singlet oxygen quantum yields ( Φ Δ ) of different perylene diimides (PDIs) containing phenyl ( PDI-Ph ), pyrene ( PDI-Pyr ), and indole ( PDI-In ) units in bay positions of the ring were determined using 1,3-diphenylisobenzofuran (DPBF) method in toluene/methanol (99:1) system. Pyrene-substituted P...
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| Veröffentlicht in: | Journal of fluorescence 2014-05, Vol.24 (3), p.917-924 |
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| container_title | Journal of fluorescence |
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| creator | Dincalp, Haluk Kizilok, Sevki Icli, Siddik |
| description | Singlet oxygen quantum yields (
Φ
Δ
) of different perylene diimides (PDIs) containing phenyl (
PDI-Ph
), pyrene (
PDI-Pyr
), and indole (
PDI-In
) units in bay positions of the ring were determined using 1,3-diphenylisobenzofuran (DPBF) method in toluene/methanol (99:1) system. Pyrene-substituted PDI were the most efficient singlet oxygen generator among the investigated photosensitizers with a quantum yield of
Φ
Δ
= 0.93 in toluene/methanol. Additionally, their binding affinities to G-quadruplex DNA structure were investigated by steady-state measurements. There were marked red shifts of absorbance bands for
PDI-Pyr
/DNA strand complexes with respect to the absorption maxima of DNA-free solution of
PDI-Pyr
in phosphate buffer at pH 6. |
| doi_str_mv | 10.1007/s10895-014-1372-5 |
| format | Article |
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Φ
Δ
) of different perylene diimides (PDIs) containing phenyl (
PDI-Ph
), pyrene (
PDI-Pyr
), and indole (
PDI-In
) units in bay positions of the ring were determined using 1,3-diphenylisobenzofuran (DPBF) method in toluene/methanol (99:1) system. Pyrene-substituted PDI were the most efficient singlet oxygen generator among the investigated photosensitizers with a quantum yield of
Φ
Δ
= 0.93 in toluene/methanol. Additionally, their binding affinities to G-quadruplex DNA structure were investigated by steady-state measurements. There were marked red shifts of absorbance bands for
PDI-Pyr
/DNA strand complexes with respect to the absorption maxima of DNA-free solution of
PDI-Pyr
in phosphate buffer at pH 6.</description><identifier>ISSN: 1053-0509</identifier><identifier>EISSN: 1573-4994</identifier><identifier>DOI: 10.1007/s10895-014-1372-5</identifier><identifier>PMID: 24596056</identifier><language>eng</language><publisher>Boston: Springer US</publisher><subject>Analytical Chemistry ; Biochemistry ; Biological and Medical Physics ; Biomedical and Life Sciences ; Biomedicine ; Biophysics ; Biotechnology ; DNA - chemistry ; DNA - metabolism ; G-Quadruplexes ; Imides - chemistry ; Imides - metabolism ; Molecular Structure ; Original Paper ; Perylene - analogs & derivatives ; Perylene - chemistry ; Perylene - metabolism ; Photosensitizing Agents - chemistry ; Photosensitizing Agents - metabolism ; Quantum Theory ; Singlet Oxygen - chemistry ; Singlet Oxygen - metabolism</subject><ispartof>Journal of fluorescence, 2014-05, Vol.24 (3), p.917-924</ispartof><rights>Springer Science+Business Media New York 2014</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c447t-ef58be6bed34d6c1bf51b08b1cd806718cbcc67970ad23d9617afcbd8920f48f3</citedby><cites>FETCH-LOGICAL-c447t-ef58be6bed34d6c1bf51b08b1cd806718cbcc67970ad23d9617afcbd8920f48f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10895-014-1372-5$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10895-014-1372-5$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24596056$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Dincalp, Haluk</creatorcontrib><creatorcontrib>Kizilok, Sevki</creatorcontrib><creatorcontrib>Icli, Siddik</creatorcontrib><title>Targeted Singlet Oxygen Generation Using Different DNA-Interacting Perylene Diimide Type Photosensitizers</title><title>Journal of fluorescence</title><addtitle>J Fluoresc</addtitle><addtitle>J Fluoresc</addtitle><description>Singlet oxygen quantum yields (
Φ
Δ
) of different perylene diimides (PDIs) containing phenyl (
PDI-Ph
), pyrene (
PDI-Pyr
), and indole (
PDI-In
) units in bay positions of the ring were determined using 1,3-diphenylisobenzofuran (DPBF) method in toluene/methanol (99:1) system. Pyrene-substituted PDI were the most efficient singlet oxygen generator among the investigated photosensitizers with a quantum yield of
Φ
Δ
= 0.93 in toluene/methanol. Additionally, their binding affinities to G-quadruplex DNA structure were investigated by steady-state measurements. There were marked red shifts of absorbance bands for
PDI-Pyr
/DNA strand complexes with respect to the absorption maxima of DNA-free solution of
PDI-Pyr
in phosphate buffer at pH 6.</description><subject>Analytical Chemistry</subject><subject>Biochemistry</subject><subject>Biological and Medical Physics</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Biophysics</subject><subject>Biotechnology</subject><subject>DNA - chemistry</subject><subject>DNA - metabolism</subject><subject>G-Quadruplexes</subject><subject>Imides - chemistry</subject><subject>Imides - metabolism</subject><subject>Molecular Structure</subject><subject>Original Paper</subject><subject>Perylene - analogs & derivatives</subject><subject>Perylene - chemistry</subject><subject>Perylene - metabolism</subject><subject>Photosensitizing Agents - chemistry</subject><subject>Photosensitizing Agents - metabolism</subject><subject>Quantum Theory</subject><subject>Singlet Oxygen - chemistry</subject><subject>Singlet Oxygen - metabolism</subject><issn>1053-0509</issn><issn>1573-4994</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE1vEzEQhi0EoqXwA7igPXJxGe_681i10FaqaCXSs7Vrj4OrjTfYjtTw63GUwpHTjPQ-80rzEPKRwTkDUF8KA20EBcYpG1RPxStyyoQaKDeGv247iIGCAHNC3pXyBABGc_2WnPRcGAlCnpK4GvMaK_ruR0zrGWt3_7xfY-quMWEea1xS91ha1F3FEDBjqt3V9wt6m2qLXT0kD5j3c8MbEjfRY7fab7F7-LnUpWAqscbfmMt78iaMc8EPL_OMPH77urq8oXf317eXF3fUca4qxSD0hHJCP3AvHZuCYBPoiTmvQSqm3eScVEbB6PvBG8nUGNzktekhcB2GM_L52LvNy68dlmo3sTic5zHhsiuWCcFkL40aGsqOqMtLKRmD3ea4GfPeMrAHw_Zo2DbD9mDYinbz6aV-N23Q_7v4q7QB_REoLUprzPZp2eXUXv5P6x_hYYhg</recordid><startdate>20140501</startdate><enddate>20140501</enddate><creator>Dincalp, Haluk</creator><creator>Kizilok, Sevki</creator><creator>Icli, Siddik</creator><general>Springer US</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>7TM</scope></search><sort><creationdate>20140501</creationdate><title>Targeted Singlet Oxygen Generation Using Different DNA-Interacting Perylene Diimide Type Photosensitizers</title><author>Dincalp, Haluk ; Kizilok, Sevki ; Icli, Siddik</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c447t-ef58be6bed34d6c1bf51b08b1cd806718cbcc67970ad23d9617afcbd8920f48f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Analytical Chemistry</topic><topic>Biochemistry</topic><topic>Biological and Medical Physics</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Biophysics</topic><topic>Biotechnology</topic><topic>DNA - chemistry</topic><topic>DNA - metabolism</topic><topic>G-Quadruplexes</topic><topic>Imides - chemistry</topic><topic>Imides - metabolism</topic><topic>Molecular Structure</topic><topic>Original Paper</topic><topic>Perylene - analogs & derivatives</topic><topic>Perylene - chemistry</topic><topic>Perylene - metabolism</topic><topic>Photosensitizing Agents - chemistry</topic><topic>Photosensitizing Agents - metabolism</topic><topic>Quantum Theory</topic><topic>Singlet Oxygen - chemistry</topic><topic>Singlet Oxygen - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dincalp, Haluk</creatorcontrib><creatorcontrib>Kizilok, Sevki</creatorcontrib><creatorcontrib>Icli, Siddik</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><jtitle>Journal of fluorescence</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dincalp, Haluk</au><au>Kizilok, Sevki</au><au>Icli, Siddik</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Targeted Singlet Oxygen Generation Using Different DNA-Interacting Perylene Diimide Type Photosensitizers</atitle><jtitle>Journal of fluorescence</jtitle><stitle>J Fluoresc</stitle><addtitle>J Fluoresc</addtitle><date>2014-05-01</date><risdate>2014</risdate><volume>24</volume><issue>3</issue><spage>917</spage><epage>924</epage><pages>917-924</pages><issn>1053-0509</issn><eissn>1573-4994</eissn><abstract>Singlet oxygen quantum yields (
Φ
Δ
) of different perylene diimides (PDIs) containing phenyl (
PDI-Ph
), pyrene (
PDI-Pyr
), and indole (
PDI-In
) units in bay positions of the ring were determined using 1,3-diphenylisobenzofuran (DPBF) method in toluene/methanol (99:1) system. Pyrene-substituted PDI were the most efficient singlet oxygen generator among the investigated photosensitizers with a quantum yield of
Φ
Δ
= 0.93 in toluene/methanol. Additionally, their binding affinities to G-quadruplex DNA structure were investigated by steady-state measurements. There were marked red shifts of absorbance bands for
PDI-Pyr
/DNA strand complexes with respect to the absorption maxima of DNA-free solution of
PDI-Pyr
in phosphate buffer at pH 6.</abstract><cop>Boston</cop><pub>Springer US</pub><pmid>24596056</pmid><doi>10.1007/s10895-014-1372-5</doi><tpages>8</tpages></addata></record> |
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| ispartof | Journal of fluorescence, 2014-05, Vol.24 (3), p.917-924 |
| issn | 1053-0509 1573-4994 |
| language | eng |
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| source | MEDLINE; SpringerNature Journals |
| subjects | Analytical Chemistry Biochemistry Biological and Medical Physics Biomedical and Life Sciences Biomedicine Biophysics Biotechnology DNA - chemistry DNA - metabolism G-Quadruplexes Imides - chemistry Imides - metabolism Molecular Structure Original Paper Perylene - analogs & derivatives Perylene - chemistry Perylene - metabolism Photosensitizing Agents - chemistry Photosensitizing Agents - metabolism Quantum Theory Singlet Oxygen - chemistry Singlet Oxygen - metabolism |
| title | Targeted Singlet Oxygen Generation Using Different DNA-Interacting Perylene Diimide Type Photosensitizers |
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