Metal-Dependent Nucleobase Recognition by Picolinamide
A C‐nucleoside featuring picolinamide as the base moiety has been synthesized and incorporated in the middle of a DNA oligonucleotide. The melting temperatures of duplexes formed by this modified oligonucleotide with its unmodified counterparts placing either adenine, cytosine, guanine or thymine op...
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| Veröffentlicht in: | ChemPlusChem (Weinheim, Germany) Germany), 2016-09, Vol.81 (9), p.978-984 |
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| creator | Dengale, Rohit A. Thopate, Shankar R. Lönnberg, Tuomas |
| description | A C‐nucleoside featuring picolinamide as the base moiety has been synthesized and incorporated in the middle of a DNA oligonucleotide. The melting temperatures of duplexes formed by this modified oligonucleotide with its unmodified counterparts placing either adenine, cytosine, guanine or thymine opposite to the picolinamide residue were found to be highly dependent on the identity and concentration of transition metal ions in the samples. For example, AgI uniquely promoted pairing with adenine and PdII with guanine. Pairing with cytosine, on the other hand, was retarded by all of the metal ions studied (AgI, CuII, HgII, NiII, PdII and ZnII).
Mix and match: Within a DNA oligonucleotide, a picolinamide residue exhibits different base pairing preferences in the presence of different transition metal ions (see figure). The highest affinity and selectivity was observed in the presence of PdII ions and guanine was the preferred base pairing partner. |
| doi_str_mv | 10.1002/cplu.201600258 |
| format | Article |
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Mix and match: Within a DNA oligonucleotide, a picolinamide residue exhibits different base pairing preferences in the presence of different transition metal ions (see figure). The highest affinity and selectivity was observed in the presence of PdII ions and guanine was the preferred base pairing partner.</description><subject>chelates</subject><subject>Chemistry</subject><subject>Copper</subject><subject>DNA</subject><subject>hybridization</subject><subject>Ions</subject><subject>Ligands</subject><subject>Metal concentrations</subject><subject>Metal ions</subject><subject>picolinamide</subject><issn>2192-6506</issn><issn>2192-6506</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><sourceid>BENPR</sourceid><recordid>eNqFkM1LwzAYh4MoOnRXj1Lw4qUzX02To8xPqHP4eQxp9lYyu3Y2Lbr_3kjnEC_mkjfk-f14eRA6JHhEMKandll2I4qJCI9EbqEBJYrGIsFi-9e8h4bez3E4Aic0ZbtojxElpMRkgMQttKaMz2EJ1QyqNpp0toQ6Nx6ie7D1a-VaV1dRvoqmztalq8zCzeAA7RSm9DBc3_vo6fLicXwdZ3dXN-OzLLacEBkDxyblkEvOgadMFFilFKuCKCstTkwYOLCcFSopCDbWFEqE_9Raa0xeWLaPTvreZVO_d-BbvXDeQlmaCurOa8o4p5RjLAN6_Aed111The00kUQFYYnggRr1lG1q7xso9LJxC9OsNMH6W6r-lqo3UkPgaF3b5QuYbfAfhQFQPfDhSlj9U6fH0-zpd3ncZ51v4XOTNc2bFilLE_0yudKTx2z68CyetWRflpiRGw</recordid><startdate>201609</startdate><enddate>201609</enddate><creator>Dengale, Rohit A.</creator><creator>Thopate, Shankar R.</creator><creator>Lönnberg, Tuomas</creator><general>Blackwell Publishing Ltd</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>4T-</scope><scope>7XB</scope><scope>88I</scope><scope>8AO</scope><scope>8FE</scope><scope>8FG</scope><scope>8FK</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>BKSAR</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>GNUQQ</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>M2P</scope><scope>PCBAR</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-3607-3116</orcidid></search><sort><creationdate>201609</creationdate><title>Metal-Dependent Nucleobase Recognition by Picolinamide</title><author>Dengale, Rohit A. ; Thopate, Shankar R. ; Lönnberg, Tuomas</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4118-e40a74eb844e4736f097209f19c8c05af194e3b3f95f10acaf962097cccaabfc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>chelates</topic><topic>Chemistry</topic><topic>Copper</topic><topic>DNA</topic><topic>hybridization</topic><topic>Ions</topic><topic>Ligands</topic><topic>Metal concentrations</topic><topic>Metal ions</topic><topic>picolinamide</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dengale, Rohit A.</creatorcontrib><creatorcontrib>Thopate, Shankar R.</creatorcontrib><creatorcontrib>Lönnberg, Tuomas</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Docstoc</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>Natural Science Collection</collection><collection>Earth, Atmospheric & Aquatic Science Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Science Database</collection><collection>Earth, Atmospheric & Aquatic Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><jtitle>ChemPlusChem (Weinheim, Germany)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dengale, Rohit A.</au><au>Thopate, Shankar R.</au><au>Lönnberg, Tuomas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Metal-Dependent Nucleobase Recognition by Picolinamide</atitle><jtitle>ChemPlusChem (Weinheim, Germany)</jtitle><addtitle>ChemPlusChem</addtitle><date>2016-09</date><risdate>2016</risdate><volume>81</volume><issue>9</issue><spage>978</spage><epage>984</epage><pages>978-984</pages><issn>2192-6506</issn><eissn>2192-6506</eissn><abstract>A C‐nucleoside featuring picolinamide as the base moiety has been synthesized and incorporated in the middle of a DNA oligonucleotide. The melting temperatures of duplexes formed by this modified oligonucleotide with its unmodified counterparts placing either adenine, cytosine, guanine or thymine opposite to the picolinamide residue were found to be highly dependent on the identity and concentration of transition metal ions in the samples. For example, AgI uniquely promoted pairing with adenine and PdII with guanine. Pairing with cytosine, on the other hand, was retarded by all of the metal ions studied (AgI, CuII, HgII, NiII, PdII and ZnII).
Mix and match: Within a DNA oligonucleotide, a picolinamide residue exhibits different base pairing preferences in the presence of different transition metal ions (see figure). The highest affinity and selectivity was observed in the presence of PdII ions and guanine was the preferred base pairing partner.</abstract><cop>Germany</cop><pub>Blackwell Publishing Ltd</pub><pmid>31968801</pmid><doi>10.1002/cplu.201600258</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0003-3607-3116</orcidid></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | chelates Chemistry Copper DNA hybridization Ions Ligands Metal concentrations Metal ions picolinamide |
| title | Metal-Dependent Nucleobase Recognition by Picolinamide |
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