Fluorescence Probe for Detecting CCG Trinucleotide Repeat DNA Expansion and Slip-Out
Trinucleotide repeat expansion in genomic DNA causes severe neurodegenerative diseases. Fluorescence probes that bind to trinucleotide repeats have potential as diagnostic tools of trinucleotide repeat disorders. Here, we report a novel tricyclic ligand that binds to CCG trinucleotide repeat DNA. Th...
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| Veröffentlicht in: | Chembiochem : a European journal of chemical biology 2016-09, Vol.17 (18), p.1685-1688 |
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| creator | Shibata, Tomonori Nakatani, Kazuhiko |
| description | Trinucleotide repeat expansion in genomic DNA causes severe neurodegenerative diseases. Fluorescence probes that bind to trinucleotide repeats have potential as diagnostic tools of trinucleotide repeat disorders. Here, we report a novel tricyclic ligand that binds to CCG trinucleotide repeat DNA. The expansion of the aromatic ring system of the 2‐amino‐1,8‐naphthyridine chromophore from the bicyclic to the tricyclic improved the binding ability to the CCG/CCG motif without losing the selectivity and emissive character. The fluorescence sensitively decreased in response to binding to the CCG trinucleotide repeat. The degree of quenching depended on the number of CCG repeats. In addition, the fluorescence detection was applicable to CCG slip‐out DNA.
Fluorescence detection of trinucleotide repeats: The tricyclic ligand, Am‐BzN, can be used as a fluorescence probe for the detection of CCG trinucleotide repeat expansion and slip‐out structures. The fluorescence probe will be a useful tool for biophysical and biochemical studies on CCG trinucleotide repeat DNA. |
| doi_str_mv | 10.1002/cbic.201600200 |
| format | Article |
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Fluorescence detection of trinucleotide repeats: The tricyclic ligand, Am‐BzN, can be used as a fluorescence probe for the detection of CCG trinucleotide repeat expansion and slip‐out structures. The fluorescence probe will be a useful tool for biophysical and biochemical studies on CCG trinucleotide repeat DNA.</description><identifier>ISSN: 1439-4227</identifier><identifier>EISSN: 1439-7633</identifier><identifier>DOI: 10.1002/cbic.201600200</identifier><identifier>PMID: 27339939</identifier><language>eng</language><publisher>Germany: Blackwell Publishing Ltd</publisher><subject>(CCG)n repeat ; Deoxyribonucleic acid ; DNA ; DNA - analysis ; DNA - chemistry ; DNA - genetics ; Expansion ; fluorescence probes ; Fluorescent Dyes - analysis ; Fluorescent Dyes - chemistry ; hydrogen bonds ; Ligands ; molecular recognition ; Molecular Structure ; slip-out DNA ; Spectrometry, Fluorescence ; Trinucleotide Repeat Expansion - genetics</subject><ispartof>Chembiochem : a European journal of chemical biology, 2016-09, Vol.17 (18), p.1685-1688</ispartof><rights>2016 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5470-75f1f2e82b0b2e08ed65e36589de5be3a6b127bb80fbbb43ef9c003d36bc305e3</citedby><cites>FETCH-LOGICAL-c5470-75f1f2e82b0b2e08ed65e36589de5be3a6b127bb80fbbb43ef9c003d36bc305e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcbic.201600200$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbic.201600200$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27339939$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Shibata, Tomonori</creatorcontrib><creatorcontrib>Nakatani, Kazuhiko</creatorcontrib><title>Fluorescence Probe for Detecting CCG Trinucleotide Repeat DNA Expansion and Slip-Out</title><title>Chembiochem : a European journal of chemical biology</title><addtitle>ChemBioChem</addtitle><description>Trinucleotide repeat expansion in genomic DNA causes severe neurodegenerative diseases. Fluorescence probes that bind to trinucleotide repeats have potential as diagnostic tools of trinucleotide repeat disorders. Here, we report a novel tricyclic ligand that binds to CCG trinucleotide repeat DNA. The expansion of the aromatic ring system of the 2‐amino‐1,8‐naphthyridine chromophore from the bicyclic to the tricyclic improved the binding ability to the CCG/CCG motif without losing the selectivity and emissive character. The fluorescence sensitively decreased in response to binding to the CCG trinucleotide repeat. The degree of quenching depended on the number of CCG repeats. In addition, the fluorescence detection was applicable to CCG slip‐out DNA.
Fluorescence detection of trinucleotide repeats: The tricyclic ligand, Am‐BzN, can be used as a fluorescence probe for the detection of CCG trinucleotide repeat expansion and slip‐out structures. The fluorescence probe will be a useful tool for biophysical and biochemical studies on CCG trinucleotide repeat DNA.</description><subject>(CCG)n repeat</subject><subject>Deoxyribonucleic acid</subject><subject>DNA</subject><subject>DNA - analysis</subject><subject>DNA - chemistry</subject><subject>DNA - genetics</subject><subject>Expansion</subject><subject>fluorescence probes</subject><subject>Fluorescent Dyes - analysis</subject><subject>Fluorescent Dyes - chemistry</subject><subject>hydrogen bonds</subject><subject>Ligands</subject><subject>molecular recognition</subject><subject>Molecular Structure</subject><subject>slip-out DNA</subject><subject>Spectrometry, Fluorescence</subject><subject>Trinucleotide Repeat Expansion - genetics</subject><issn>1439-4227</issn><issn>1439-7633</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqN0U1P3DAQBmCralUo7bXHylIvvWTrj8SOjzTAAoIFwVblZsXOpDLNxsFOVPj39WqXFeqlPXksPfNKoxehj5TMKCHsqzXOzhihIn0IeYX2ac5VJgXnr7dzzpjcQ-9ivCeEKMHpW7THJOdKcbWPlifd5ANEC70FfB28Adz6gI9gBDu6_ieuqjleBtdPtgM_ugbwDQxQj_hocYiPH4e6j873uO4bfNu5IbuaxvfoTVt3ET5s3wP0_eR4WZ1mF1fzs-rwIrNFLkkmi5a2DEpmiGFASmhEAVwUpWqgMMBrYSiTxpSkNcbkHFplCeENF8ZykugB-rLJHYJ_mCCOeuXSJV1X9-CnqGnJpKJU5fl_0MSYkkQl-vkveu-n0KdD1qoUrMxlmdRso2zwMQZo9RDcqg5PmhK9rkavq9G7atLCp23sZFbQ7PhzFwmoDfjtOnj6R5yuvp1VL8Ozza6LIzzuduvwSwvJZaF_LOb65nLBz--Wl_qO_wFPsKfm</recordid><startdate>20160915</startdate><enddate>20160915</enddate><creator>Shibata, Tomonori</creator><creator>Nakatani, Kazuhiko</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><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>7QL</scope><scope>7QO</scope><scope>7TM</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>K9.</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20160915</creationdate><title>Fluorescence Probe for Detecting CCG Trinucleotide Repeat DNA Expansion and Slip-Out</title><author>Shibata, Tomonori ; Nakatani, Kazuhiko</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5470-75f1f2e82b0b2e08ed65e36589de5be3a6b127bb80fbbb43ef9c003d36bc305e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>(CCG)n repeat</topic><topic>Deoxyribonucleic acid</topic><topic>DNA</topic><topic>DNA - analysis</topic><topic>DNA - chemistry</topic><topic>DNA - genetics</topic><topic>Expansion</topic><topic>fluorescence probes</topic><topic>Fluorescent Dyes - analysis</topic><topic>Fluorescent Dyes - chemistry</topic><topic>hydrogen bonds</topic><topic>Ligands</topic><topic>molecular recognition</topic><topic>Molecular Structure</topic><topic>slip-out DNA</topic><topic>Spectrometry, Fluorescence</topic><topic>Trinucleotide Repeat Expansion - genetics</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shibata, Tomonori</creatorcontrib><creatorcontrib>Nakatani, Kazuhiko</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chembiochem : a European journal of chemical biology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shibata, Tomonori</au><au>Nakatani, Kazuhiko</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Fluorescence Probe for Detecting CCG Trinucleotide Repeat DNA Expansion and Slip-Out</atitle><jtitle>Chembiochem : a European journal of chemical biology</jtitle><addtitle>ChemBioChem</addtitle><date>2016-09-15</date><risdate>2016</risdate><volume>17</volume><issue>18</issue><spage>1685</spage><epage>1688</epage><pages>1685-1688</pages><issn>1439-4227</issn><eissn>1439-7633</eissn><abstract>Trinucleotide repeat expansion in genomic DNA causes severe neurodegenerative diseases. Fluorescence probes that bind to trinucleotide repeats have potential as diagnostic tools of trinucleotide repeat disorders. Here, we report a novel tricyclic ligand that binds to CCG trinucleotide repeat DNA. The expansion of the aromatic ring system of the 2‐amino‐1,8‐naphthyridine chromophore from the bicyclic to the tricyclic improved the binding ability to the CCG/CCG motif without losing the selectivity and emissive character. The fluorescence sensitively decreased in response to binding to the CCG trinucleotide repeat. The degree of quenching depended on the number of CCG repeats. In addition, the fluorescence detection was applicable to CCG slip‐out DNA.
Fluorescence detection of trinucleotide repeats: The tricyclic ligand, Am‐BzN, can be used as a fluorescence probe for the detection of CCG trinucleotide repeat expansion and slip‐out structures. The fluorescence probe will be a useful tool for biophysical and biochemical studies on CCG trinucleotide repeat DNA.</abstract><cop>Germany</cop><pub>Blackwell Publishing Ltd</pub><pmid>27339939</pmid><doi>10.1002/cbic.201600200</doi><tpages>4</tpages></addata></record> |
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| subjects | (CCG)n repeat Deoxyribonucleic acid DNA DNA - analysis DNA - chemistry DNA - genetics Expansion fluorescence probes Fluorescent Dyes - analysis Fluorescent Dyes - chemistry hydrogen bonds Ligands molecular recognition Molecular Structure slip-out DNA Spectrometry, Fluorescence Trinucleotide Repeat Expansion - genetics |
| title | Fluorescence Probe for Detecting CCG Trinucleotide Repeat DNA Expansion and Slip-Out |
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