{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1360011144054474880.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1021/ja027175o"}},{"identifier":{"@type":"URI","@value":"https://pubs.acs.org/doi/pdf/10.1021/ja027175o"}},{"identifier":{"@type":"PMID","@value":"12381191"}}],"dc:title":[{"@value":"Efficient Incorporation of a Copper Hydroxypyridone Base Pair in DNA"}],"description":[{"notation":[{"@value":"Recently, we reported the first artificial nucleoside for alternative DNA base pairing through metal complexation (J. Org. Chem. 1999, 64, 5002-5003). In this regard, we report here the synthesis of a hydroxypyridone-bearing nucleoside and the incorporation of a neutral Cu(2+)-mediated base pair of hydroxypyridone nucleobases (H-Cu-H) in a DNA duplex. When the hydroxypyridone bases are incorporated into the middle of a 15 nucleotide duplex, the duplex displays high thermal stabilization in the presence of equimolar Cu(2+) ions in comparison with a duplex containing an A-T pair in place of the H-H pair. Monitoring temperature dependence of UV-absorption changes verified that a Cu(2+)-mediated base pair is stoichiometrically formed inside the duplex and dissociates upon thermal denaturation at elevated temperature. In addition, EPR and CD studies suggested that the radical site of a Cu(2+) center is formed within the right-handed double-strand structure of the oligonucleotide. The present strategy could be developed for controlled and periodic spacing of neutral metallobase pairs along the helix axis of DNA."}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1380011144054474880","@type":"Researcher","foaf:name":[{"@value":"Kentaro Tanaka"}],"jpcoar:affiliationName":[{"@value":"Contribution from the Department of Chemistry, Graduate School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan, and Rigaku Corporation, 3-9-12 Matsubaracho, Akishima, Tokyo 196-8666, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380011144054474882","@type":"Researcher","foaf:name":[{"@value":"Atsushi Tengeiji"}],"jpcoar:affiliationName":[{"@value":"Contribution from the Department of Chemistry, Graduate School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan, and Rigaku Corporation, 3-9-12 Matsubaracho, Akishima, Tokyo 196-8666, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380011144054474752","@type":"Researcher","foaf:name":[{"@value":"Tatsuhisa Kato"}],"jpcoar:affiliationName":[{"@value":"Contribution from the Department of Chemistry, Graduate School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan, and Rigaku Corporation, 3-9-12 Matsubaracho, Akishima, Tokyo 196-8666, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1580291228564702208","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000257726031"},{"@type":"NRID","@value":"9000001819412"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/read0070392"}],"foaf:name":[{"@value":"Namiki Toyama"}],"jpcoar:affiliationName":[{"@value":"Contribution from the Department of Chemistry, Graduate School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan, and Rigaku Corporation, 3-9-12 Matsubaracho, Akishima, Tokyo 196-8666, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380011144054474883","@type":"Researcher","foaf:name":[{"@value":"Motoo Shiro"}],"jpcoar:affiliationName":[{"@value":"Contribution from the Department of Chemistry, Graduate School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan, and Rigaku Corporation, 3-9-12 Matsubaracho, Akishima, Tokyo 196-8666, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380011144054474884","@type":"Researcher","foaf:name":[{"@value":"Mitsuhiko Shionoya"}],"jpcoar:affiliationName":[{"@value":"Contribution from the Department of Chemistry, Graduate School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan, and Rigaku Corporation, 3-9-12 Matsubaracho, Akishima, Tokyo 196-8666, Japan"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00027863"},{"@type":"EISSN","@value":"15205126"}],"prism:publicationName":[{"@value":"Journal of the American Chemical Society"}],"dc:publisher":[{"@value":"American Chemical Society (ACS)"}],"prism:publicationDate":"2002-09-25","prism:volume":"124","prism:number":"42","prism:startingPage":"12494","prism:endingPage":"12498"},"reviewed":"false","url":[{"@id":"https://pubs.acs.org/doi/pdf/10.1021/ja027175o"}],"createdAt":"2002-10-16","modifiedAt":"2021-09-22","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=Nucleotides","dc:title":"Nucleotides"},{"@id":"https://cir.nii.ac.jp/all?q=Pyridones","dc:title":"Pyridones"},{"@id":"https://cir.nii.ac.jp/all?q=Circular%20Dichroism","dc:title":"Circular Dichroism"},{"@id":"https://cir.nii.ac.jp/all?q=Electron%20Spin%20Resonance%20Spectroscopy","dc:title":"Electron Spin Resonance Spectroscopy"},{"@id":"https://cir.nii.ac.jp/all?q=Oligonucleotides","dc:title":"Oligonucleotides"},{"@id":"https://cir.nii.ac.jp/all?q=Nucleosides","dc:title":"Nucleosides"},{"@id":"https://cir.nii.ac.jp/all?q=DNA","dc:title":"DNA"},{"@id":"https://cir.nii.ac.jp/all?q=Organometallic%20Compounds","dc:title":"Organometallic Compounds"},{"@id":"https://cir.nii.ac.jp/all?q=Nucleic%20Acid%20Conformation","dc:title":"Nucleic Acid Conformation"},{"@id":"https://cir.nii.ac.jp/all?q=Spectrophotometry,%20Ultraviolet","dc:title":"Spectrophotometry, Ultraviolet"},{"@id":"https://cir.nii.ac.jp/all?q=Base%20Pairing","dc:title":"Base Pairing"},{"@id":"https://cir.nii.ac.jp/all?q=Copper","dc:title":"Copper"}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360002214423491200","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Direct Conductance Measurement of Individual Metallo‐DNA Duplexes within Single‐Molecule Break 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