{"@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/1360004233249783680.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1021/ol501498q"}},{"identifier":{"@type":"URI","@value":"https://pubs.acs.org/doi/pdf/10.1021/ol501498q"}},{"identifier":{"@type":"PMID","@value":"24960408"}}],"resourceType":"学術雑誌論文(journal article)","dc:title":[{"@value":"β-Amyrin Biosynthesis: The Critical Role of Steric Volume at C-19 of 2,3-Oxidosqualene for Its Correct Folding To Generate the Pentacyclic Scaffold"}],"description":[{"notation":[{"@value":"The effect of the steric volume at C-19 of (3S)-2,3-oxidosqualene 1 on the polycyclization reaction by β-amyrin synthase was examined. The substrate analogs, in which the methyl group at C-19 of 1 was substituted by an ethyl group and hydrogen atom, were converted into the following three new compounds: (17β-H, 20S)-20-ethyl-dammara-12,24-diene 9, β-amyrin homologue 10, and the 6,6,6,6-fused tetracycle 11. The folding conformations leading to these products are discussed."}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1030848083845059712","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"20102709"},{"@type":"NRID","@value":"1000020102709"},{"@type":"NRID","@value":"9000021879197"},{"@type":"NRID","@value":"9000006764805"},{"@type":"NRID","@value":"9000021916678"},{"@type":"NRID","@value":"9000004362467"},{"@type":"NRID","@value":"9000006765083"},{"@type":"NRID","@value":"9000022182049"},{"@type":"NRID","@value":"9000021846746"}],"foaf:name":[{"@value":"Tsutomu Hoshino"}],"jpcoar:affiliationName":[{"@value":"Graduate School of Science\rand Technology, and Department of Applied Biological Chemistry, Faculty\rof Agriculture, Niigata University, Ikarashi 2-8050, Nishi-ku, Niigata 950-2181, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380004233249783680","@type":"Researcher","foaf:name":[{"@value":"Yuki Yamaguchi"}],"jpcoar:affiliationName":[{"@value":"Graduate School of Science\rand Technology, and Department of Applied Biological Chemistry, Faculty\rof Agriculture, Niigata University, Ikarashi 2-8050, Nishi-ku, Niigata 950-2181, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380004233249783683","@type":"Researcher","foaf:name":[{"@value":"Kazunari Takahashi"}],"jpcoar:affiliationName":[{"@value":"Graduate School of Science\rand Technology, and Department of Applied Biological Chemistry, Faculty\rof Agriculture, Niigata University, Ikarashi 2-8050, Nishi-ku, Niigata 950-2181, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380004233249783682","@type":"Researcher","foaf:name":[{"@value":"Ryousuke Ito"}],"jpcoar:affiliationName":[{"@value":"Graduate School of Science\rand Technology, and Department of Applied Biological Chemistry, Faculty\rof Agriculture, Niigata University, Ikarashi 2-8050, Nishi-ku, Niigata 950-2181, Japan"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"15237060"},{"@type":"EISSN","@value":"15237052"}],"prism:publicationName":[{"@value":"Organic Letters"}],"dc:publisher":[{"@value":"American Chemical Society (ACS)"}],"prism:publicationDate":"2014-06-24","prism:volume":"16","prism:number":"13","prism:startingPage":"3548","prism:endingPage":"3551"},"reviewed":"false","url":[{"@id":"https://pubs.acs.org/doi/pdf/10.1021/ol501498q"}],"createdAt":"2014-06-24","modifiedAt":"2023-04-23","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=Squalene","dc:title":"Squalene"},{"@id":"https://cir.nii.ac.jp/all?q=Molecular%20Structure","dc:title":"Molecular Structure"},{"@id":"https://cir.nii.ac.jp/all?q=Cyclization","dc:title":"Cyclization"},{"@id":"https://cir.nii.ac.jp/all?q=Molecular%20Conformation","dc:title":"Molecular Conformation"},{"@id":"https://cir.nii.ac.jp/all?q=Oleanolic%20Acid","dc:title":"Oleanolic Acid"},{"@id":"https://cir.nii.ac.jp/all?q=Intramolecular%20Transferases","dc:title":"Intramolecular Transferases"},{"@id":"https://cir.nii.ac.jp/all?q=Nuclear%20Magnetic%20Resonance,%20Biomolecular","dc:title":"Nuclear Magnetic Resonance, Biomolecular"}],"project":[{"@id":"https://cir.nii.ac.jp/crid/1040282257233660544","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"25450150"},{"@type":"JGN","@value":"JP25450150"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-25450150/"}],"notation":[{"@language":"ja","@value":"トリテルペン環化酵素の活性評価及び基質アナログによる触媒・基質認識機構の解明"},{"@language":"en","@value":"Triterpene cyclases: catalytic mechanism and substrate recognition by evaluating activities and subsrate analogs"}]}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050564289193264256","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Squalene–hopene cyclase : final deprotonation 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