{"created":"2023-05-15T14:36:34.903784+00:00","id":47116,"links":{},"metadata":{"_buckets":{"deposit":"6455de80-5b02-4d73-9721-f1e6934abbcc"},"_deposit":{"created_by":1,"id":"47116","owners":[1],"pid":{"revision_id":0,"type":"depid","value":"47116"},"status":"published"},"_oai":{"id":"oai:repo.qst.go.jp:00047116","sets":["1"]},"author_link":["470780","470777","470774","470785","470779","470782","470784","470775","470781","470783","470776","470778"],"item_8_biblio_info_7":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2015-03","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"3","bibliographicPageEnd":"132","bibliographicPageStart":"127","bibliographicVolumeNumber":"58","bibliographic_titles":[{"bibliographic_title":"Journal of labelled compounds & radiopharmaceuticals"}]}]},"item_8_description_5":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"α-(11) C-Methyl amino acids are useful tools for biological imaging studies. However, a robust procedure for the labeling of amino acids has not yet been established. In this study, the (11) C-methylation of Schiff-base-activated α-amino acid derivatives has been optimized for the radiosynthesis of various α-(11) C-methyl amino acids. The benzophenone imine analog of methyl 2-amino butyrate was (11) C-methylated with [(11) C]methyl iodide following its initial deprotonation with potassium tert-butoxide (KOtBu). The use of an alternative base such as tetrabutylammonium fluoride, triethylamine, and 1,8-diazabicyclo[5.4.0]undec-7-ene did not result in the (11) C-methylated product. Furthermore, the KOtBu-promoted (11) C-methylation of the Schiff-base-activated amino acid analog was enhanced by the addition of 1,2,4,5-tetramethoxybenzene or 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) and inhibited by the addition of 1,10-phenanthroline. These results suggest that inhibition of radical generation induced by KOtBu improves the α-(11) C-methylation of the Schiff-base-activated amino acids. The addition of a mixture of KOtBu and TEMPO to a solution of Schiff-base-activated amino acid ester and [(11) C]methyl iodide provided optimal results, and the tert-butyl ester and benzophenone imine groups could be readily hydrolyzed to give the desired α-(11) C-methyl amino acids with a high radiochemical conversion. This strategy could be readily applied to the synthesis of other α-(11) C-methyl amino acids.","subitem_description_type":"Abstract"}]},"item_8_relation_13":{"attribute_name":"PubMed番号","attribute_value_mlt":[{"subitem_relation_type_id":{"subitem_relation_type_id_text":"25690316","subitem_relation_type_select":"PMID"}}]},"item_8_relation_14":{"attribute_name":"DOI","attribute_value_mlt":[{"subitem_relation_type_id":{"subitem_relation_type_id_text":"10.1002/jlcr.3259","subitem_relation_type_select":"DOI"}}]},"item_8_source_id_9":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"0362-4803","subitem_source_identifier_type":"ISSN"}]},"item_access_right":{"attribute_name":"アクセス権","attribute_value_mlt":[{"subitem_access_right":"metadata only access","subitem_access_right_uri":"http://purl.org/coar/access_right/c_14cb"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"Suzuki, Chie"}],"nameIdentifiers":[{"nameIdentifier":"470774","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"Kato, Koichi"}],"nameIdentifiers":[{"nameIdentifier":"470775","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"B, Tsuji Atsushi"}],"nameIdentifiers":[{"nameIdentifier":"470776","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"Zhang, Ming-Rong"}],"nameIdentifiers":[{"nameIdentifier":"470777","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"Arano, Yasushi"}],"nameIdentifiers":[{"nameIdentifier":"470778","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"Saga, Tsuneo"}],"nameIdentifiers":[{"nameIdentifier":"470779","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"鈴木 千恵","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"470780","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"加藤 孝一","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"470781","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"辻 厚至","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"470782","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"張 明栄","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"470783","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"荒野 泰","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"470784","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"佐賀 恒夫","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"470785","nameIdentifierScheme":"WEKO"}]}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"eng"}]},"item_resource_type":{"attribute_name":"資源タイプ","attribute_value_mlt":[{"resourcetype":"journal article","resourceuri":"http://purl.org/coar/resource_type/c_6501"}]},"item_title":"Inhibition of radical reactions for an improved potassium tert-butoxide-promoted (11) C-methylation strategy for the synthesis of α-(11) C-methyl amino acids.","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Inhibition of radical reactions for an improved potassium tert-butoxide-promoted (11) C-methylation strategy for the synthesis of α-(11) C-methyl amino acids."}]},"item_type_id":"8","owner":"1","path":["1"],"pubdate":{"attribute_name":"公開日","attribute_value":"2015-04-27"},"publish_date":"2015-04-27","publish_status":"0","recid":"47116","relation_version_is_last":true,"title":["Inhibition of radical reactions for an improved potassium tert-butoxide-promoted (11) C-methylation strategy for the synthesis of α-(11) C-methyl amino acids."],"weko_creator_id":"1","weko_shared_id":-1},"updated":"2023-05-15T23:43:42.442613+00:00"}