{"@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/1390282679603614976.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1248/bpb.30.2146"}},{"identifier":{"@type":"NDL_BIB_ID","@value":"8965797"}},{"identifier":{"@type":"URI","@value":"http://id.ndl.go.jp/bib/8965797"}},{"identifier":{"@type":"URI","@value":"https://ndlsearch.ndl.go.jp/books/R000000004-I8965797"}},{"identifier":{"@type":"URI","@value":"http://www.jstage.jst.go.jp/article/bpb/30/11/30_11_2146/_pdf"}},{"identifier":{"@type":"PMID","@value":"17978490"}},{"identifier":{"@type":"NAID","@value":"110006473497"}},{"identifier":{"@type":"URI","@value":"https://search.jamas.or.jp/link/ui/2008115446"}}],"dc:title":[{"@language":"en","@value":"Stereoselective Metabolism of Racemic Carvedilol by UGT1A1 and UGT2B7, and Effects of Mutation of these Enzymes on Glucuronidation Activity"}],"dc:language":"en","description":[{"type":"abstract","notation":[{"@language":"en","@value":"Carvedilol, an α- and β-adrenergic blocking drug, is mainly metabolized by CYP2D6, UGT1A1, UGT2B4 and UGT2B7. This drug is administered orally as a racemic mixture of <i>R</i>(+)- and <i>S</i>(−)-enantiomers. It has been reported that CYP2D6 prefers metabolizing <i>S</i>-carvedilol to <i>R</i>-carvedilol stereoselectively. On the other hand, stereoselective metabolism of carvedilol by UGTs is still unclear. Moreover, we have reported that patients with chronic heart failure who had polymorphism in <i>CYP2D6</i>, <i>UGT1A1</i> and/or <i>UGT2B7</i> had lower metabolic activity and oral clearance than did patients with no polymorphism. The aim of this study was to clarify stereoselective metabolism of carvedilol by UGT1A1 and UGT2B7 and to determine by using a recombinant enzyme-introduced mutation whether genetic mutation in <i>UGT1A1</i> and <i>UGT2B7</i> causes reduction in metabolic activity for carvedilol. A glucuronidation assay using human liver microsomes and recombinant UGT1A1 and UGT2B7 expressed in HeLa cells demonstrated that UGT1A1 prefers metabolizing <i>R</i>-carvedilol to <i>S</i>-carvedilol. On the other hand, UGT2B7 prefers metabolizing <i>S</i>-carvedilol to <i>R</i>-carvedilol. Moreover, G71R mutation of <i>UGT1A1</i> reduced both affinity and capacity but did not affect stereoselective metabolism. On the other hand, both A71S and H268Y mutations of <i>UGT2B7</i> reduced capacity but did not affect affinity and, as a result, the efficiency of metabolism was remarkably reduced. However, as in the case of UGT1A1, neither of the mutations affected stereoselective metabolism."}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1420001326205042432","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"00396293"},{"@type":"NRID","@value":"1000000396293"},{"@type":"NRID","@value":"9000006371955"},{"@type":"NRID","@value":"9000413947008"},{"@type":"NRID","@value":"9000413495518"},{"@type":"NRID","@value":"9000249250705"},{"@type":"NRID","@value":"9000317153845"},{"@type":"NRID","@value":"9000412033566"},{"@type":"NRID","@value":"9000014124584"},{"@type":"NRID","@value":"9000259831596"},{"@type":"NRID","@value":"9000414922216"},{"@type":"NRID","@value":"9000411772430"},{"@type":"NRID","@value":"9000257889533"},{"@type":"NRID","@value":"9000409595232"},{"@type":"NRID","@value":"9000414847430"},{"@type":"NRID","@value":"9000412200913"},{"@type":"NRID","@value":"9000390890981"},{"@type":"NRID","@value":"9000405895619"},{"@type":"NRID","@value":"9000410317484"},{"@type":"NRID","@value":"9000408916979"},{"@type":"NRID","@value":"9000415178966"},{"@type":"NRID","@value":"9000411496330"},{"@type":"NRID","@value":"9000413254214"},{"@type":"NRID","@value":"9000410905100"},{"@type":"NRID","@value":"9000414517760"},{"@type":"NRID","@value":"9000411580999"},{"@type":"NRID","@value":"9000360548763"},{"@type":"NRID","@value":"9000011098267"},{"@type":"NRID","@value":"9000413895944"},{"@type":"NRID","@value":"9000412033582"},{"@type":"NRID","@value":"9000413254223"},{"@type":"NRID","@value":"9000415306898"},{"@type":"NRID","@value":"9000414331841"},{"@type":"NRID","@value":"9000414331895"},{"@type":"NRID","@value":"9000410758037"},{"@type":"NRID","@value":"9000404829713"},{"@type":"NRID","@value":"9000256473945"},{"@type":"NRID","@value":"9000413355433"},{"@type":"NRID","@value":"9000021812301"},{"@type":"NRID","@value":"9000410882765"},{"@type":"NRID","@value":"9000411581174"},{"@type":"NRID","@value":"9000413355458"},{"@type":"NRID","@value":"9000242070913"},{"@type":"NRID","@value":"9000015325850"},{"@type":"NRID","@value":"9000411263951"},{"@type":"NRID","@value":"9000021821466"},{"@type":"NRID","@value":"9000413253109"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/read0209214"}],"foaf:name":[{"@language":"en","@value":"Takekuma Yoh"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Laboratory of Pharmcotherapeutic Information, Department of Biopharmaceutical Sciences and Pharmacy, Faculty of Pharmaceutical Sciences, Hokkaido University"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679603614849","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006371959"}],"foaf:name":[{"@language":"en","@value":"Takenaka Toru"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Pharmacy, Hokkaido University Hospital"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679600928517","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006371966"}],"foaf:name":[{"@language":"en","@value":"Yamazaki Koujiro"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Pharmacy, Hokkaido University 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Mitsuru"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Pharmacy, Hokkaido University Hospital"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"09186158"},{"@type":"EISSN","@value":"13475215"},{"@type":"NDL_BIB_ID","@value":"000000153250"},{"@type":"ISSN","@value":"09186158"},{"@type":"LISSN","@value":"09186158"},{"@type":"NCID","@value":"AA10885497"}],"prism:publicationName":[{"@language":"ja","@value":"Ｂｉｏｌｏｇｉｃａｌ　＆　Ｐｈａｒｍａｃｅｕｔｉｃａｌ　Ｂｕｌｌｅｔｉｎ"},{"@language":"en","@value":"Biological and Pharmaceutical Bulletin"},{"@language":"en","@value":"Biological & Pharmaceutical Bulletin"},{"@language":"en","@value":"Biol. Pharm. Bull."},{"@language":"ja","@value":"Ｂｉｏｌ．　Ｐｈａｒｍ．　Ｂｕｌｌ．"}],"dc:publisher":[{"@language":"en","@value":"The Pharmaceutical Society of Japan"},{"@language":"ja","@value":"公益社団法人 日本薬学会"}],"prism:publicationDate":"2007","prism:volume":"30","prism:number":"11","prism:startingPage":"2146","prism:endingPage":"2153"},"reviewed":"false","dcterms:accessRights":"http://purl.org/coar/access_right/c_abf2","url":[{"@id":"http://id.ndl.go.jp/bib/8965797"},{"@id":"https://ndlsearch.ndl.go.jp/books/R000000004-I8965797"},{"@id":"http://www.jstage.jst.go.jp/article/bpb/30/11/30_11_2146/_pdf"},{"@id":"https://search.jamas.or.jp/link/ui/2008115446"}],"availableAt":"2007","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=carvedilol","dc:title":"carvedilol"},{"@id":"https://cir.nii.ac.jp/all?q=UGT1A1","dc:title":"UGT1A1"},{"@id":"https://cir.nii.ac.jp/all?q=UGT2B7","dc:title":"UGT2B7"},{"@id":"https://cir.nii.ac.jp/all?q=polymorphism","dc:title":"polymorphism"},{"@id":"https://cir.nii.ac.jp/all?q=glucuronidation","dc:title":"glucuronidation"},{"@id":"https://cir.nii.ac.jp/all?q=metabolism","dc:title":"metabolism"}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050575520348248448","@type":"Article","resourceType":"学術雑誌論文(journal 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Healthy Japanese Volunteers"}]},{"@id":"https://cir.nii.ac.jp/crid/1390001204631355904","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"<i>In Vitro</i> Enhancement of Carvedilol Glucuronidation by Amiodarone-Mediated Altered Protein Binding in Incubation Mixture of Human Liver Microsomes with Bovine Serum Albumin"},{"@value":"In Vitro Enhancement of Carvedilol Glucuronidation by Amiodarone-Mediated Altered Protein Binding in Incubation Mixture of Human Liver Microsomes with Bovine Serum Albumin"}]},{"@id":"https://cir.nii.ac.jp/crid/1390001205180921472","@type":"Article","relationType":["isReferencedBy","isCitedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Genetic Variations in UDP-glucuronosyltransferase 2B7 Gene (UGT2B7) in a Korean Population"}]},{"@id":"https://cir.nii.ac.jp/crid/1390282679600928512","@type":"Article","relationType":["references","cites"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Evaluation of Effects of Polymorphism for Metabolic Enzymes on Pharmacokinetics of Carvedilol by Population Pharmacokinetic Analysis"}]},{"@id":"https://cir.nii.ac.jp/crid/1390282679608595328","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Mutual Inhibition between Carvedilol Enantiomers during Racemate Glucuronidation Mediated by Human Liver and Intestinal 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