Cleavage of DNA containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases
[Display omitted] A systematic study of the cleavage of DNA sequences containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases (REs) was performed and the results compared with the same sequences containing natural pyrimidine bases, uracil or 5-methylcytosine. The results s...
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Veröffentlicht in: | Bioorganic & medicinal chemistry 2015-11, Vol.23 (21), p.6885-6890 |
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container_title | Bioorganic & medicinal chemistry |
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creator | Olszewska, Agata Dadová, Jitka Mačková, Michaela Hocek, Michal |
description | [Display omitted]
A systematic study of the cleavage of DNA sequences containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases (REs) was performed and the results compared with the same sequences containing natural pyrimidine bases, uracil or 5-methylcytosine. The results show that some REs recognize fluorine as a hydrogen on cytosine and cleave the corresponding sequences where the presence of m5dC leads to blocking of the cleavage. However, on uracil, the same REs recognize the F as a methyl surrogate and cleave the sequences which are not cleaved if uracil is incorporated instead of thymine. These results are interesting for understanding the recognition of DNA sequences by REs and for manipulation of the specific DNA cutting. |
doi_str_mv | 10.1016/j.bmc.2015.09.051 |
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A systematic study of the cleavage of DNA sequences containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases (REs) was performed and the results compared with the same sequences containing natural pyrimidine bases, uracil or 5-methylcytosine. The results show that some REs recognize fluorine as a hydrogen on cytosine and cleave the corresponding sequences where the presence of m5dC leads to blocking of the cleavage. However, on uracil, the same REs recognize the F as a methyl surrogate and cleave the sequences which are not cleaved if uracil is incorporated instead of thymine. These results are interesting for understanding the recognition of DNA sequences by REs and for manipulation of the specific DNA cutting.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2015.09.051</identifier><identifier>PMID: 26463367</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Deoxyribonucleases, Type II Site-Specific - metabolism ; DNA ; DNA - analysis ; DNA - metabolism ; DNA Cleavage ; DNA polymerase ; Flucytosine - chemistry ; Fluorouracil - chemistry ; Modified nucleotides ; Pyrimidine nucleosides ; Restriction endonucleases ; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization</subject><ispartof>Bioorganic & medicinal chemistry, 2015-11, Vol.23 (21), p.6885-6890</ispartof><rights>2015 Elsevier Ltd</rights><rights>Copyright © 2015 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c353t-4727f673eb0a7b7fef4ce4a58d690b3079743a569dbe02a8e2a4e20cbb3717c33</citedby><cites>FETCH-LOGICAL-c353t-4727f673eb0a7b7fef4ce4a58d690b3079743a569dbe02a8e2a4e20cbb3717c33</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmc.2015.09.051$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,778,782,3539,27911,27912,45982</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26463367$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Olszewska, Agata</creatorcontrib><creatorcontrib>Dadová, Jitka</creatorcontrib><creatorcontrib>Mačková, Michaela</creatorcontrib><creatorcontrib>Hocek, Michal</creatorcontrib><title>Cleavage of DNA containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>[Display omitted]
A systematic study of the cleavage of DNA sequences containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases (REs) was performed and the results compared with the same sequences containing natural pyrimidine bases, uracil or 5-methylcytosine. The results show that some REs recognize fluorine as a hydrogen on cytosine and cleave the corresponding sequences where the presence of m5dC leads to blocking of the cleavage. However, on uracil, the same REs recognize the F as a methyl surrogate and cleave the sequences which are not cleaved if uracil is incorporated instead of thymine. These results are interesting for understanding the recognition of DNA sequences by REs and for manipulation of the specific DNA cutting.</description><subject>Deoxyribonucleases, Type II Site-Specific - metabolism</subject><subject>DNA</subject><subject>DNA - analysis</subject><subject>DNA - metabolism</subject><subject>DNA Cleavage</subject><subject>DNA polymerase</subject><subject>Flucytosine - chemistry</subject><subject>Fluorouracil - chemistry</subject><subject>Modified nucleotides</subject><subject>Pyrimidine nucleosides</subject><subject>Restriction endonucleases</subject><subject>Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE1r3DAQhkVpSLZpfkAvRcde7I4sWbLoKWz6sRDaS3sWkjwOWrzSVrID---jsGmOPQ0Mz_sy8xDygUHLgMnP-9YdfNsB61vQLfTsDdkwIUXDuWZvyQa0HBoYtLwi70rZA0AnNLskV50UknOpNsRtZ7SP9gFpmujdz1vqU1xsiCE-0L6Z5jXl5E9LKiFWJL_u1mx9mKk70eV0RLrb0YxlycEvIUWKcUxx9bW6YHlPLiY7F7x5mdfkz7evv7c_mvtf33fb2_vG854vjVCdmqTi6MAqpyachEdh-2GUGhwHpZXgtpd6dAidHbCzAjvwznHFlOf8mnw69x5z-rvWa8whFI_zbCOmtRimuJQDqE5UlJ1Rn1MpGSdzzOFg88kwMM9qzd5UteZZrQFtqtqa-fhSv7oDjq-Jfy4r8OUMYH3yMWA2xQeMHseQ0S9mTOE_9U9q-Yn_</recordid><startdate>20151101</startdate><enddate>20151101</enddate><creator>Olszewska, Agata</creator><creator>Dadová, Jitka</creator><creator>Mačková, Michaela</creator><creator>Hocek, Michal</creator><general>Elsevier Ltd</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>20151101</creationdate><title>Cleavage of DNA containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases</title><author>Olszewska, Agata ; Dadová, Jitka ; Mačková, Michaela ; Hocek, Michal</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c353t-4727f673eb0a7b7fef4ce4a58d690b3079743a569dbe02a8e2a4e20cbb3717c33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Deoxyribonucleases, Type II Site-Specific - metabolism</topic><topic>DNA</topic><topic>DNA - analysis</topic><topic>DNA - metabolism</topic><topic>DNA Cleavage</topic><topic>DNA polymerase</topic><topic>Flucytosine - chemistry</topic><topic>Fluorouracil - chemistry</topic><topic>Modified nucleotides</topic><topic>Pyrimidine nucleosides</topic><topic>Restriction endonucleases</topic><topic>Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Olszewska, Agata</creatorcontrib><creatorcontrib>Dadová, Jitka</creatorcontrib><creatorcontrib>Mačková, Michaela</creatorcontrib><creatorcontrib>Hocek, Michal</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>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Olszewska, Agata</au><au>Dadová, Jitka</au><au>Mačková, Michaela</au><au>Hocek, Michal</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cleavage of DNA containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2015-11-01</date><risdate>2015</risdate><volume>23</volume><issue>21</issue><spage>6885</spage><epage>6890</epage><pages>6885-6890</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>[Display omitted]
A systematic study of the cleavage of DNA sequences containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases (REs) was performed and the results compared with the same sequences containing natural pyrimidine bases, uracil or 5-methylcytosine. The results show that some REs recognize fluorine as a hydrogen on cytosine and cleave the corresponding sequences where the presence of m5dC leads to blocking of the cleavage. However, on uracil, the same REs recognize the F as a methyl surrogate and cleave the sequences which are not cleaved if uracil is incorporated instead of thymine. These results are interesting for understanding the recognition of DNA sequences by REs and for manipulation of the specific DNA cutting.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>26463367</pmid><doi>10.1016/j.bmc.2015.09.051</doi><tpages>6</tpages></addata></record> |
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subjects | Deoxyribonucleases, Type II Site-Specific - metabolism DNA DNA - analysis DNA - metabolism DNA Cleavage DNA polymerase Flucytosine - chemistry Fluorouracil - chemistry Modified nucleotides Pyrimidine nucleosides Restriction endonucleases Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization |
title | Cleavage of DNA containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases |
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