{"@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/1390282679486155008.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1252/kakoronbunshu.17.518"}},{"identifier":{"@type":"NDL_BIB_ID","@value":"3719126"}},{"identifier":{"@type":"URI","@value":"http://id.ndl.go.jp/bib/3719126"}},{"identifier":{"@type":"URI","@value":"https://ndlsearch.ndl.go.jp/books/R000000004-I3719126"}},{"identifier":{"@type":"URI","@value":"http://www.jstage.jst.go.jp/article/kakoronbunshu1975/17/3/17_3_518/_pdf"}},{"identifier":{"@type":"NAID","@value":"130000871204"}}],"dc:title":[{"@language":"en","@value":"Construction of an Esterase Model in Micellar Systems."},{"@value":"ミセル系エステラーゼモデルの構築"},{"@language":"ja-Kana","@value":"ミセルケイ エステラーゼ モデル ノ コウチク"}],"dc:language":"ja","description":[{"type":"abstract","notation":[{"@language":"en","@value":"The enantioselective hydrolysis of long-chain substrates (<I>p</I>-nitrophenyl <I>N</I>-dodecanoyl-D (L) -phenylalaninate : C<SUB>12</SUB>-D (L) -Phe-PNP) and <I>p</I>-nitrophenyl <I>N</I>-dodecanoyl-D (L) -leucinate : C<SUB>12</SUB>-D (L) -Leu-PNP) were carried out in cationic micellar (hexadecyltrimethylammonium chloride : CTAC ; hexadecylbenzyldimethylammonium chloride : CBzAC) systems. The rate constants for the hydrolysis of C<SUB>12</SUB>-L-Phe-PNP are markedly enhanced by <I>N</I>- (benzyloxycarbonyl) -L-phenylalanyl-L-histidine (Z-L-Phe L-His) through the efficient hydrophobic interaction between the L-Phe residues (in the Z-L-Phe-L-His catalyst and the L-form substrate). The enantioselectivity decreased from a value of <I>k</I><SUP>L</SUP><SUB>a, obsd</SUB>/<I>k</I><SUP>D</SUP><SUB>a, obsd</SUB> = 18 for the <I>N</I>- (benzyloxycarbonyl) -L-phenylalanyl-L-histidyl-L-leucine (Z-L-Phe-L-His-L-Leu) catalyst to that of <I>k</I><SUP>L</SUP><SUB>a, obsd</SUB>/<I>k</I><SUP>D</SUP><SUB>a, obsd</SUB>= 5.8 for the <I>N</I>-dodecanoyl-L-phenylalanyl-L-histidyl-L-leucine (C <SUB>12</SUB>-L-Phe-L-His-L-Leu) catalyst having a long acyl chain. High enantioselectivity (<I>k</I><SUP>L</SUP><SUB>a, obsd</SUB>/<I>k</I><SUP>D</SUP><SUB>a, obsd</SUB> = 38) was attained for the hydrolysis of C<SUB>12</SUB>-D (L) -Phe-PNP as catalyzed by Z-L-Phe-L-His-L-Leu with CBzAC micelles above the critical micelle concentration through the efficient hydrophobic (recognizant) interaction between active tripeptide (Z-L-Phe-L-His-L-Leu), L-substrate (C<SUB>12</SUB>-L-Phe-PNP), and surfactant (CBzAC)."},{"@value":"エステラーゼモデルとしてカチオン性界面活性剤とペプチド触媒との混合ミセル系を選び, 長鎖アミノ酸エステル基質の不斉加水分解を行った.<BR>基質-触媒間のアミノ酸残基同士の認識効果および疎水性効果は二次速度定数 (<I>k</I><SUB>a, obsd</SUB>) や不斉選択性 (<I>k</I><SUP>L</SUP><SUB>a, obsd</SUB>/k<SUP>D</SUP><SUB>a, obsd</SUB>) を高める上で重要であり, L-フェニルアラニン (L-Phe) -L-PheおよびL-ロイシン (L-Leu) -L-Leuのアミノ酸残基間の認識効果や, 長鎖アシル部間の疎水性効果が明らかとなった.さらに, ヘキサデシルベンジルジメチルアンモニウム=クロリド (CBzAC) ミセル系におけるN-ベンジルオキシカルボニル-L-フェニルアラニル-L-ヒスチジル-L-ロイシン (Z-L-Phe-L-His-L-Leu) による<I>N</I>-ドデカノイル-D (L) -フェニルアラニン=p-ニトロフェニルエステル (C<SUB>12</SUB>-D (L) -Phe-PNP) の加水分解反応においては, 触媒 (Z-L-Phe-L-His-L-Leu) とL体基質 (C<SUB>12</SUB>-L-Phe-PNP) 間の有効な疎水性認識効果とともに, 界面活性剤 (CBzAC) の疎水性ヘッドグループの効果も加わり, 臨界ミセル濃度以上でk<SUP>L</SUP><SUB>a, obsd</SUB>/k<SUP>D</SUP><SUB>a, obsd</SUB>=38と顕著に大きな不斉識別が発現された."}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1030003658373533953","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"70099076"},{"@type":"NRID","@value":"1000070099076"},{"@type":"NRID","@value":"9000018887533"},{"@type":"NRID","@value":"9000022208146"},{"@type":"NRID","@value":"9000021806503"},{"@type":"NRID","@value":"9000021803521"},{"@type":"NRID","@value":"9000021809623"},{"@type":"NRID","@value":"9000252800176"},{"@type":"NRID","@value":"9000254444031"},{"@type":"NRID","@value":"9000016805257"},{"@type":"NRID","@value":"9000020965724"},{"@type":"NRID","@value":"9000254232270"},{"@type":"NRID","@value":"9000254443814"},{"@type":"NRID","@value":"9000240038239"},{"@type":"NRID","@value":"9000257712714"},{"@type":"NRID","@value":"9000000542972"},{"@type":"NRID","@value":"9000243877058"},{"@type":"NRID","@value":"9000254708469"},{"@type":"NRID","@value":"9000254698143"},{"@type":"NRID","@value":"9000240037857"},{"@type":"NRID","@value":"9000256047597"},{"@type":"NRID","@value":"9000257733175"},{"@type":"NRID","@value":"9000019991948"},{"@type":"NRID","@value":"9000253127246"},{"@type":"NRID","@value":"9000243879696"},{"@type":"NRID","@value":"9000392639648"},{"@type":"NRID","@value":"9000000210305"},{"@type":"NRID","@value":"9000021380774"},{"@type":"NRID","@value":"9000253128144"},{"@type":"NRID","@value":"9000257704389"},{"@type":"NRID","@value":"9000256052826"},{"@type":"NRID","@value":"9000000553810"},{"@type":"NRID","@value":"9000006390291"},{"@type":"NRID","@value":"9000021432014"},{"@type":"NRID","@value":"9000253531340"},{"@type":"NRID","@value":"9000392640359"},{"@type":"NRID","@value":"9000000547154"},{"@type":"NRID","@value":"9000257728169"},{"@type":"NRID","@value":"9000020957787"},{"@type":"NRID","@value":"9000254696891"},{"@type":"NRID","@value":"9000018353756"},{"@type":"NRID","@value":"9000283849186"},{"@type":"NRID","@value":"9000021515469"},{"@type":"NRID","@value":"9000020978434"},{"@type":"NRID","@value":"9000253121338"},{"@type":"NRID","@value":"9000256042365"},{"@type":"NRID","@value":"9000256039902"},{"@type":"NRID","@value":"9000006800417"},{"@type":"NRID","@value":"9000020625899"},{"@type":"NRID","@value":"9000255705937"},{"@type":"NRID","@value":"9000256042788"},{"@type":"NRID","@value":"9000256039963"},{"@type":"NRID","@value":"9000258671173"},{"@type":"NRID","@value":"9000022206548"},{"@type":"NRID","@value":"9000022207807"},{"@type":"NRID","@value":"9000252802089"},{"@type":"NRID","@value":"9000255709347"},{"@type":"NRID","@value":"9000257704958"},{"@type":"NRID","@value":"9000256048409"},{"@type":"NRID","@value":"9000020625924"},{"@type":"NRID","@value":"9000020295265"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/read0037194"}],"foaf:name":[{"@language":"en","@value":"Ueoka Ryuichi"},{"@language":"ja","@value":"上岡 龍一"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Dept. of Ind. Chem., Kumamoto Inst. of Tech."},{"@language":"ja","@value":"熊本工業大学工学部 工業化学科"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679486155010","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000021515471"}],"foaf:name":[{"@language":"en","@value":"Matsumoto Yoko"},{"@language":"ja","@value":"松本 陽子"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Dept. of Ind. Chem., Kumamoto Inst. of Tech."},{"@language":"ja","@value":"熊本工業大学工学部 工業化学科"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679486155009","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000021432019"}],"foaf:name":[{"@language":"en","@value":"Kato Yasuo"},{"@language":"ja","@value":"加藤 康夫"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Dept. of Ind. Chem., Kumamoto Inst. of Tech."},{"@language":"ja","@value":"熊本工業大学工学部 工業化学科"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"0386216X"},{"@type":"LISSN","@value":"0386216X"},{"@type":"EISSN","@value":"13499203"},{"@type":"NDL_BIB_ID","@value":"000000026852"},{"@type":"ISSN","@value":"0386216X"},{"@type":"NCID","@value":"AN00037234"}],"prism:publicationName":[{"@language":"en","@value":"KAGAKU KOGAKU RONBUNSHU"},{"@language":"ja","@value":"化学工学論文集"},{"@language":"en","@value":"KAGAKU KOGAKU RONBUNSHU"},{"@language":"ja","@value":"化学工学論文集"}],"dc:publisher":[{"@language":"en","@value":"The Society of Chemical Engineers, Japan"},{"@language":"ja","@value":"公益社団法人 化学工学会"}],"prism:publicationDate":"1991","prism:volume":"17","prism:number":"3","prism:startingPage":"518","prism:endingPage":"523"},"reviewed":"false","url":[{"@id":"http://id.ndl.go.jp/bib/3719126"},{"@id":"https://ndlsearch.ndl.go.jp/books/R000000004-I3719126"},{"@id":"http://www.jstage.jst.go.jp/article/kakoronbunshu1975/17/3/17_3_518/_pdf"}],"availableAt":"1991","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=Enantioselective%20Hydrolysis","dc:title":"Enantioselective Hydrolysis"},{"@id":"https://cir.nii.ac.jp/all?q=Micellar%20Surfactant","dc:title":"Micellar Surfactant"},{"@id":"https://cir.nii.ac.jp/all?q=Amino%20Acid%20Ester","dc:title":"Amino Acid Ester"},{"@id":"https://cir.nii.ac.jp/all?q=Peptide%20Catalyst","dc:title":"Peptide Catalyst"},{"@id":"https://cir.nii.ac.jp/all?q=Stereoselectivity","dc:title":"Stereoselectivity"},{"@id":"https://cir.nii.ac.jp/all?q=Esterase","dc:title":"Esterase"}],"dataSourceIdentifier":[{"@type":"JALC","@value":"oai:japanlinkcenter.org:0007760848"},{"@type":"NDL_SEARCH","@value":"oai:ndlsearch.ndl.go.jp:R000000004-I3719126"},{"@type":"CROSSREF","@value":"10.1252/kakoronbunshu.17.518"},{"@type":"CIA","@value":"130000871204"}]}