Novel Photodynamic Effect of a Psoralen-Conjugated Oligonucleotide for the Discrimination of the Methylation of Cytosine in DNA
DNA methylation and demethylation significantly affect the deactivation and activation processes of gene expression significantly. In particular, C‐5‐methylation of cytosine in the CpG islands is important for the epigenetic modification in genes, which plays a key role in regulating gene expression...
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| Veröffentlicht in: | Photochemistry and photobiology 2014-05, Vol.90 (3), p.716-722 |
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| container_title | Photochemistry and photobiology |
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| creator | Yamayoshi, Asako Matsuyama, Yohei Kushida, Mikihiko Kobori, Akio Murakami, Akira |
| description | DNA methylation and demethylation significantly affect the deactivation and activation processes of gene expression significantly. In particular, C‐5‐methylation of cytosine in the CpG islands is important for the epigenetic modification in genes, which plays a key role in regulating gene expression. The determination of the location and frequency of DNA methylation is important for the elucidation of the mechanisms of cell differentiation and carcinogenesis. Here we designed a psoralen‐conjugated oligonucleotide (PS‐oligo) for the discrimination of 5‐methylcytosine (5‐mC) in DNA. The cross‐linking behavior of psoralen derivatives with pyrimidine bases, such as thymine, uracil and cytosine has been well discussed, but there are no reports which have examined whether cross‐linking efficiency of psoralen with cytosine would be changed with or without C‐5 methylation. We found that the cross‐linking efficiency of PS‐oligo with target‐DNA containing 5‐mC was greatly increased compared to the case of target‐DNA without 5‐mC, approximately seven‐fold higher. Here we report a new aspect of the photocross‐linking behavior of psoralen with 5‐mC that is applicable to a simple, sequence‐specific and quantitative analysis for the discrimination of 5‐mC in DNA, which can be applicable to study the epigenetic behavior of gene expressions.
We designed a psoralen‐conjugated oligonucleotide (PS‐oligo) for the discrimination of 5‐methylcytosine (5‐mC) in DNA. The cross‐linking behavior of psoralen derivatives with pyrimidine bases, such as thymine, uracil and cytosine has been well discussed, but there are no reports which have examined whether cross‐linking efficiency of psoralen with cytosine would be changed with or without C‐5 methylation. We found that the cross‐linking efficiency of PS‐oligo with target‐DNA containing 5‐mC was greatly increased compared to the case of target‐DNA without 5‐mC, approximately seven‐fold higher. |
| doi_str_mv | 10.1111/php.12232 |
| format | Article |
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We designed a psoralen‐conjugated oligonucleotide (PS‐oligo) for the discrimination of 5‐methylcytosine (5‐mC) in DNA. The cross‐linking behavior of psoralen derivatives with pyrimidine bases, such as thymine, uracil and cytosine has been well discussed, but there are no reports which have examined whether cross‐linking efficiency of psoralen with cytosine would be changed with or without C‐5 methylation. We found that the cross‐linking efficiency of PS‐oligo with target‐DNA containing 5‐mC was greatly increased compared to the case of target‐DNA without 5‐mC, approximately seven‐fold higher.</description><identifier>ISSN: 0031-8655</identifier><identifier>EISSN: 1751-1097</identifier><identifier>DOI: 10.1111/php.12232</identifier><identifier>PMID: 24372306</identifier><identifier>CODEN: PHCBAP</identifier><language>eng</language><publisher>United States: Blackwell Publishing Ltd</publisher><subject>Cells ; Cytosine - chemistry ; DNA Methylation ; Epigenetics ; Furocoumarins - chemistry ; Gene expression ; Oligonucleotides - chemistry ; Photochemotherapy</subject><ispartof>Photochemistry and photobiology, 2014-05, Vol.90 (3), p.716-722</ispartof><rights>2013 The American Society of Photobiology</rights><rights>2013 The American Society of Photobiology.</rights><rights>Copyright Blackwell Publishing Ltd. May/Jun 2014</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4902-e5baa237939d7c997be1ab657885fc6ee72ed8a1c22d5a4e78044ac7bea754263</citedby><cites>FETCH-LOGICAL-c4902-e5baa237939d7c997be1ab657885fc6ee72ed8a1c22d5a4e78044ac7bea754263</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1111%2Fphp.12232$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1111%2Fphp.12232$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24372306$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yamayoshi, Asako</creatorcontrib><creatorcontrib>Matsuyama, Yohei</creatorcontrib><creatorcontrib>Kushida, Mikihiko</creatorcontrib><creatorcontrib>Kobori, Akio</creatorcontrib><creatorcontrib>Murakami, Akira</creatorcontrib><title>Novel Photodynamic Effect of a Psoralen-Conjugated Oligonucleotide for the Discrimination of the Methylation of Cytosine in DNA</title><title>Photochemistry and photobiology</title><addtitle>Photochem Photobiol</addtitle><description>DNA methylation and demethylation significantly affect the deactivation and activation processes of gene expression significantly. In particular, C‐5‐methylation of cytosine in the CpG islands is important for the epigenetic modification in genes, which plays a key role in regulating gene expression. The determination of the location and frequency of DNA methylation is important for the elucidation of the mechanisms of cell differentiation and carcinogenesis. Here we designed a psoralen‐conjugated oligonucleotide (PS‐oligo) for the discrimination of 5‐methylcytosine (5‐mC) in DNA. The cross‐linking behavior of psoralen derivatives with pyrimidine bases, such as thymine, uracil and cytosine has been well discussed, but there are no reports which have examined whether cross‐linking efficiency of psoralen with cytosine would be changed with or without C‐5 methylation. We found that the cross‐linking efficiency of PS‐oligo with target‐DNA containing 5‐mC was greatly increased compared to the case of target‐DNA without 5‐mC, approximately seven‐fold higher. Here we report a new aspect of the photocross‐linking behavior of psoralen with 5‐mC that is applicable to a simple, sequence‐specific and quantitative analysis for the discrimination of 5‐mC in DNA, which can be applicable to study the epigenetic behavior of gene expressions.
We designed a psoralen‐conjugated oligonucleotide (PS‐oligo) for the discrimination of 5‐methylcytosine (5‐mC) in DNA. The cross‐linking behavior of psoralen derivatives with pyrimidine bases, such as thymine, uracil and cytosine has been well discussed, but there are no reports which have examined whether cross‐linking efficiency of psoralen with cytosine would be changed with or without C‐5 methylation. We found that the cross‐linking efficiency of PS‐oligo with target‐DNA containing 5‐mC was greatly increased compared to the case of target‐DNA without 5‐mC, approximately seven‐fold higher.</description><subject>Cells</subject><subject>Cytosine - chemistry</subject><subject>DNA Methylation</subject><subject>Epigenetics</subject><subject>Furocoumarins - chemistry</subject><subject>Gene expression</subject><subject>Oligonucleotides - chemistry</subject><subject>Photochemotherapy</subject><issn>0031-8655</issn><issn>1751-1097</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqN0U1v0zAYB3ALgVgZHPgCyBIXOGTzSxzHx6kbHVLpIl4EN8t1nqwuqV1iB8iJr05Ctx6QkPDFkvV7_rL9R-g5JWd0XOf7zf6MMsbZAzSjUtCMEiUfohkhnGZlIcQJehLjlhCaK0kfoxOWc8k4KWbo1yp8hxZXm5BCPXizcxZfNQ3YhEODDa5i6EwLPpsHv-1vTYIa37TuNvjethCSqwE3ocNpA_jSRdu5nfMmueCn-en0HaTN0B6P5kMK0XnAzuPL1cVT9KgxbYRnd_sp-vTm6uP8OlveLN7OL5aZzRVhGYi1MYxLxVUtrVJyDdSsCyHLUjS2AJAM6tJQy1gtTA6yJHlu7MiMFDkr-Cl6dcjdd-FbDzHp3XhbaFvjIfRRU8HzklIp8_-gjHImeDnRl3_Rbeg7Pz5kUlwxSdSkXh-U7UKMHTR6P36T6QZNiZ4K1GOB-k-Bo31xl9ivd1Af5X1jIzg_gB-uheHfSbq6ru4js8OEiwl-HidM91UXkkuhP68WermoPnx5Xy605L8BXaKz2w</recordid><startdate>201405</startdate><enddate>201405</enddate><creator>Yamayoshi, Asako</creator><creator>Matsuyama, Yohei</creator><creator>Kushida, Mikihiko</creator><creator>Kobori, Akio</creator><creator>Murakami, Akira</creator><general>Blackwell Publishing Ltd</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>4T-</scope><scope>7TM</scope><scope>7U7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>K9.</scope><scope>NAPCQ</scope><scope>P64</scope><scope>RC3</scope><scope>7X8</scope></search><sort><creationdate>201405</creationdate><title>Novel Photodynamic Effect of a Psoralen-Conjugated Oligonucleotide for the Discrimination of the Methylation of Cytosine in DNA</title><author>Yamayoshi, Asako ; Matsuyama, Yohei ; Kushida, Mikihiko ; Kobori, Akio ; Murakami, Akira</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4902-e5baa237939d7c997be1ab657885fc6ee72ed8a1c22d5a4e78044ac7bea754263</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Cells</topic><topic>Cytosine - chemistry</topic><topic>DNA Methylation</topic><topic>Epigenetics</topic><topic>Furocoumarins - chemistry</topic><topic>Gene expression</topic><topic>Oligonucleotides - chemistry</topic><topic>Photochemotherapy</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yamayoshi, Asako</creatorcontrib><creatorcontrib>Matsuyama, Yohei</creatorcontrib><creatorcontrib>Kushida, Mikihiko</creatorcontrib><creatorcontrib>Kobori, Akio</creatorcontrib><creatorcontrib>Murakami, Akira</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>Docstoc</collection><collection>Nucleic Acids Abstracts</collection><collection>Toxicology Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Nursing & Allied Health Premium</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Photochemistry and photobiology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yamayoshi, Asako</au><au>Matsuyama, Yohei</au><au>Kushida, Mikihiko</au><au>Kobori, Akio</au><au>Murakami, Akira</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel Photodynamic Effect of a Psoralen-Conjugated Oligonucleotide for the Discrimination of the Methylation of Cytosine in DNA</atitle><jtitle>Photochemistry and photobiology</jtitle><addtitle>Photochem Photobiol</addtitle><date>2014-05</date><risdate>2014</risdate><volume>90</volume><issue>3</issue><spage>716</spage><epage>722</epage><pages>716-722</pages><issn>0031-8655</issn><eissn>1751-1097</eissn><coden>PHCBAP</coden><abstract>DNA methylation and demethylation significantly affect the deactivation and activation processes of gene expression significantly. In particular, C‐5‐methylation of cytosine in the CpG islands is important for the epigenetic modification in genes, which plays a key role in regulating gene expression. The determination of the location and frequency of DNA methylation is important for the elucidation of the mechanisms of cell differentiation and carcinogenesis. Here we designed a psoralen‐conjugated oligonucleotide (PS‐oligo) for the discrimination of 5‐methylcytosine (5‐mC) in DNA. The cross‐linking behavior of psoralen derivatives with pyrimidine bases, such as thymine, uracil and cytosine has been well discussed, but there are no reports which have examined whether cross‐linking efficiency of psoralen with cytosine would be changed with or without C‐5 methylation. We found that the cross‐linking efficiency of PS‐oligo with target‐DNA containing 5‐mC was greatly increased compared to the case of target‐DNA without 5‐mC, approximately seven‐fold higher. Here we report a new aspect of the photocross‐linking behavior of psoralen with 5‐mC that is applicable to a simple, sequence‐specific and quantitative analysis for the discrimination of 5‐mC in DNA, which can be applicable to study the epigenetic behavior of gene expressions.
We designed a psoralen‐conjugated oligonucleotide (PS‐oligo) for the discrimination of 5‐methylcytosine (5‐mC) in DNA. The cross‐linking behavior of psoralen derivatives with pyrimidine bases, such as thymine, uracil and cytosine has been well discussed, but there are no reports which have examined whether cross‐linking efficiency of psoralen with cytosine would be changed with or without C‐5 methylation. We found that the cross‐linking efficiency of PS‐oligo with target‐DNA containing 5‐mC was greatly increased compared to the case of target‐DNA without 5‐mC, approximately seven‐fold higher.</abstract><cop>United States</cop><pub>Blackwell Publishing Ltd</pub><pmid>24372306</pmid><doi>10.1111/php.12232</doi><tpages>7</tpages></addata></record> |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | Cells Cytosine - chemistry DNA Methylation Epigenetics Furocoumarins - chemistry Gene expression Oligonucleotides - chemistry Photochemotherapy |
| title | Novel Photodynamic Effect of a Psoralen-Conjugated Oligonucleotide for the Discrimination of the Methylation of Cytosine in DNA |
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