{"@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/1361137045431332736.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1021/bi00226a001"}},{"identifier":{"@type":"URI","@value":"https://pubs.acs.org/doi/pdf/10.1021/bi00226a001"}},{"identifier":{"@type":"PMID","@value":"2007134"}}],"dc:title":[{"@value":"Reductive and nucleophilic activation products of dynemicin A with methyl thioglycolate. A rational mechanism for DNA cleavage of the thiol-activated dynemicin A"}],"description":[{"notation":[{"@value":"The reaction products of methyl thioglycolate with dynemicin A, dynemicin H and dynemicin S, were isolated by HPLC purification and identified spectroscopically. The major product, dynemicin H (C30H23NO9), was determined to be a C-8 hydrogen analogue of dynemicins L and N in which the enediyne core is aromatized. The minor product, dynemicin S (C33H27No11S), is an adduct of methyl thioglycolate at the C-8 position. By using NADPH instead of methyl thioglycolate, the reaction with dynemicin A also gives the same major product (dynemicin H). The nucleotide-specific cleavage of dynemicin A induced by addition of methyl thioglycolate is remarkably similar to that induced by addition of NADPH, whereas dynemicins H and S show no DNA cleavage activities. The formation of dynemicins H and S provides a rationale for the reductive and nucleophilic activations of dynemicin A."}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1381137045431332867","@type":"Researcher","foaf:name":[{"@value":"Yukio Sugiura"}]},{"@id":"https://cir.nii.ac.jp/crid/1381137045431332736","@type":"Researcher","foaf:name":[{"@value":"Taku Arakawa"}]},{"@id":"https://cir.nii.ac.jp/crid/1381137045431332866","@type":"Researcher","foaf:name":[{"@value":"Motonari Uesugi"}]},{"@id":"https://cir.nii.ac.jp/crid/1381137045431332864","@type":"Researcher","foaf:name":[{"@value":"Takashi Shiraki"}]},{"@id":"https://cir.nii.ac.jp/crid/1381137045431332865","@type":"Researcher","foaf:name":[{"@value":"Hiroaki Ohkuma"}]},{"@id":"https://cir.nii.ac.jp/crid/1381137045431332737","@type":"Researcher","foaf:name":[{"@value":"Masataka Konishi"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00062960"},{"@type":"EISSN","@value":"15204995"}],"prism:publicationName":[{"@value":"Biochemistry"}],"dc:publisher":[{"@value":"American Chemical Society (ACS)"}],"prism:publicationDate":"1991-03-26","prism:volume":"30","prism:number":"12","prism:startingPage":"2989","prism:endingPage":"2992"},"reviewed":"false","url":[{"@id":"https://pubs.acs.org/doi/pdf/10.1021/bi00226a001"}],"createdAt":"2005-03-08","modifiedAt":"2023-03-09","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=Electrophoresis,%20Agar%20Gel","dc:title":"Electrophoresis, Agar Gel"},{"@id":"https://cir.nii.ac.jp/all?q=Antibiotics,%20Antineoplastic","dc:title":"Antibiotics, Antineoplastic"},{"@id":"https://cir.nii.ac.jp/all?q=Magnetic%20Resonance%20Spectroscopy","dc:title":"Magnetic Resonance Spectroscopy"},{"@id":"https://cir.nii.ac.jp/all?q=Base%20Sequence","dc:title":"Base Sequence"},{"@id":"https://cir.nii.ac.jp/all?q=Molecular%20Sequence%20Data","dc:title":"Molecular Sequence Data"},{"@id":"https://cir.nii.ac.jp/all?q=Anthraquinones","dc:title":"Anthraquinones"},{"@id":"https://cir.nii.ac.jp/all?q=DNA","dc:title":"DNA"},{"@id":"https://cir.nii.ac.jp/all?q=Alkenes","dc:title":"Alkenes"},{"@id":"https://cir.nii.ac.jp/all?q=Thioglycolates","dc:title":"Thioglycolates"},{"@id":"https://cir.nii.ac.jp/all?q=Spectrophotometry,%20Ultraviolet","dc:title":"Spectrophotometry, Ultraviolet"},{"@id":"https://cir.nii.ac.jp/all?q=Sulfhydryl%20Compounds","dc:title":"Sulfhydryl Compounds"},{"@id":"https://cir.nii.ac.jp/all?q=Enediynes","dc:title":"Enediynes"},{"@id":"https://cir.nii.ac.jp/all?q=Oxidation-Reduction","dc:title":"Oxidation-Reduction"},{"@id":"https://cir.nii.ac.jp/all?q=Chromatography,%20High%20Pressure%20Liquid","dc:title":"Chromatography, High Pressure Liquid"}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360002219105198720","@type":"Article","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Synthesis and Photoisomerization of Enediyne-Type Dendrimers with Benzyl Ether Dendrons"}]},{"@id":"https://cir.nii.ac.jp/crid/1360567183187485440","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Photochemistry of Linear-Shaped Phenylacetylenyl- and (Phenylacetylenyl)phenylacetylenyl-Substituted Aromatic Enediynes"}]}],"dataSourceIdentifier":[{"@type":"CROSSREF","@value":"10.1021/bi00226a001"},{"@type":"OPENAIRE","@value":"doi_dedup___::c7c54a7c3f4036c0f977169338838909"},{"@type":"CROSSREF","@value":"10.1021/jp1054827_references_DOI_SZcnJr2G2e6o6wmA3QYcFRCdXee"},{"@type":"CROSSREF","@value":"10.1246/bcsj.80.1995_references_DOI_SZcnJr2G2e6o6wmA3QYcFRCdXee"}]}