Conversion of Quinate to 3-Dehydroshikimate by Ca-Alginate-Immobilized Membrane of Gluconobacter oxydans IFO 3244 and Subsequent Asymmetric Reduction of 3-Dehydroshikimate to Shikimate by Immobilized Cytoplasmic NADP-Shikimate Dehydrogenase
The membrane fraction of Gluconobacter oxydans IFO 3244, involving membrane-bound quinoprotein quinate dehydrogenase and 3-dehydroquinate dehydratase, was immobilized into Ca-alginate beads. The Ca-alginate-immobilized bacterial membrane catalyzed a sequential reaction of quinate oxidation to 3-dehy...
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| Veröffentlicht in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2010, Vol.74 (12), p.2438-2444 |
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| creator | ADACHI, Osao ANO, Yoshitaka SHINAGAWA, Emiko YAKUSHI, Toshiharu MATSUSHITA, Kazunobu |
| description | The membrane fraction of Gluconobacter oxydans IFO 3244, involving membrane-bound quinoprotein quinate dehydrogenase and 3-dehydroquinate dehydratase, was immobilized into Ca-alginate beads. The Ca-alginate-immobilized bacterial membrane catalyzed a sequential reaction of quinate oxidation to 3-dehydroquinate and its spontaneous conversion to 3-dehydroshikimate under neutral pH. An almost 100% conversion rate from quinate to 3-dehydroshikimate was observed. NADP-Dependent cytoplasmic enzymes from the same organism, shikimate dehydrogenase and D-glucose dehydrogenase, were immobilized together with different carriers as an asymmetric reduction system forming shikimate from 3-dehydroshikimate. Blue Dextran 2000, Blue Dextran-Sepharose-4B, DEAE-Sephadex A-50, DEAE-cellulose, and hydroxyapatite were effective carriers of the two cytoplasmic enzymes, and the 3-dehydroshikimate initially added was converted to shikimate at 100% yield. The two cytoplasmic enzymes showed strong affinity to Blue Dextran 2000 and formed a soluble form of immobilized catalyst having the same catalytic efficiency as that of the free enzymes. This paper may be the first one on successful immobilization of NAD(P)-dependent dehydrogenases. |
| doi_str_mv | 10.1271/bbb.100497 |
| format | Article |
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The Ca-alginate-immobilized bacterial membrane catalyzed a sequential reaction of quinate oxidation to 3-dehydroquinate and its spontaneous conversion to 3-dehydroshikimate under neutral pH. An almost 100% conversion rate from quinate to 3-dehydroshikimate was observed. NADP-Dependent cytoplasmic enzymes from the same organism, shikimate dehydrogenase and D-glucose dehydrogenase, were immobilized together with different carriers as an asymmetric reduction system forming shikimate from 3-dehydroshikimate. Blue Dextran 2000, Blue Dextran-Sepharose-4B, DEAE-Sephadex A-50, DEAE-cellulose, and hydroxyapatite were effective carriers of the two cytoplasmic enzymes, and the 3-dehydroshikimate initially added was converted to shikimate at 100% yield. The two cytoplasmic enzymes showed strong affinity to Blue Dextran 2000 and formed a soluble form of immobilized catalyst having the same catalytic efficiency as that of the free enzymes. This paper may be the first one on successful immobilization of NAD(P)-dependent dehydrogenases.</description><identifier>ISSN: 0916-8451</identifier><identifier>ISSN: 1347-6947</identifier><identifier>EISSN: 1347-6947</identifier><identifier>DOI: 10.1271/bbb.100497</identifier><identifier>PMID: 21150112</identifier><language>eng</language><publisher>Tokyo: Japan Society for Bioscience, Biotechnology, and Agrochemistry</publisher><subject>3-dehydroquinate ; 3-dehydroshikimate ; acetic acid bacteria ; Alcohol Oxidoreductases - chemistry ; Alcohol Oxidoreductases - metabolism ; Alginates - chemistry ; Asymmetry ; Bacteria ; Biocatalysis ; Biological and medical sciences ; Carriers ; Catalysts ; Cell Membrane - metabolism ; Conversion ; Cytoplasm - enzymology ; Dextrans - metabolism ; Durapatite - chemistry ; Enzymes ; Enzymes, Immobilized - chemistry ; Enzymes, Immobilized - metabolism ; Fermentation ; Fundamental and applied biological sciences. Psychology ; Gluconobacter oxydans ; Gluconobacter oxydans - cytology ; Gluconobacter oxydans - enzymology ; Gluconobacter oxydans - metabolism ; Glucuronic Acid - chemistry ; Hexuronic Acids - chemistry ; Ion Exchange ; Membranes ; NADP - metabolism ; Oxidation-Reduction ; quinate ; Quinic Acid - metabolism ; Reduction ; shikimate production ; Shikimic Acid - analogs & derivatives ; Shikimic Acid - metabolism</subject><ispartof>Bioscience, biotechnology, and biochemistry, 2010, Vol.74 (12), p.2438-2444</ispartof><rights>2010 by Japan Society for Bioscience, Biotechnology, and Agrochemistry 2010</rights><rights>2015 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 2010</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c582t-cf7f4017c19a9afff71cf2382996721fdd5ee92d5516c4b60099c2ecdab370473</citedby><cites>FETCH-LOGICAL-c582t-cf7f4017c19a9afff71cf2382996721fdd5ee92d5516c4b60099c2ecdab370473</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4024,27923,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24133172$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21150112$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>ADACHI, Osao</creatorcontrib><creatorcontrib>ANO, Yoshitaka</creatorcontrib><creatorcontrib>SHINAGAWA, Emiko</creatorcontrib><creatorcontrib>YAKUSHI, Toshiharu</creatorcontrib><creatorcontrib>MATSUSHITA, Kazunobu</creatorcontrib><title>Conversion of Quinate to 3-Dehydroshikimate by Ca-Alginate-Immobilized Membrane of Gluconobacter oxydans IFO 3244 and Subsequent Asymmetric Reduction of 3-Dehydroshikimate to Shikimate by Immobilized Cytoplasmic NADP-Shikimate Dehydrogenase</title><title>Bioscience, biotechnology, and biochemistry</title><addtitle>Biosci Biotechnol Biochem</addtitle><description>The membrane fraction of Gluconobacter oxydans IFO 3244, involving membrane-bound quinoprotein quinate dehydrogenase and 3-dehydroquinate dehydratase, was immobilized into Ca-alginate beads. The Ca-alginate-immobilized bacterial membrane catalyzed a sequential reaction of quinate oxidation to 3-dehydroquinate and its spontaneous conversion to 3-dehydroshikimate under neutral pH. An almost 100% conversion rate from quinate to 3-dehydroshikimate was observed. NADP-Dependent cytoplasmic enzymes from the same organism, shikimate dehydrogenase and D-glucose dehydrogenase, were immobilized together with different carriers as an asymmetric reduction system forming shikimate from 3-dehydroshikimate. Blue Dextran 2000, Blue Dextran-Sepharose-4B, DEAE-Sephadex A-50, DEAE-cellulose, and hydroxyapatite were effective carriers of the two cytoplasmic enzymes, and the 3-dehydroshikimate initially added was converted to shikimate at 100% yield. The two cytoplasmic enzymes showed strong affinity to Blue Dextran 2000 and formed a soluble form of immobilized catalyst having the same catalytic efficiency as that of the free enzymes. This paper may be the first one on successful immobilization of NAD(P)-dependent dehydrogenases.</description><subject>3-dehydroquinate</subject><subject>3-dehydroshikimate</subject><subject>acetic acid bacteria</subject><subject>Alcohol Oxidoreductases - chemistry</subject><subject>Alcohol Oxidoreductases - metabolism</subject><subject>Alginates - chemistry</subject><subject>Asymmetry</subject><subject>Bacteria</subject><subject>Biocatalysis</subject><subject>Biological and medical sciences</subject><subject>Carriers</subject><subject>Catalysts</subject><subject>Cell Membrane - metabolism</subject><subject>Conversion</subject><subject>Cytoplasm - enzymology</subject><subject>Dextrans - metabolism</subject><subject>Durapatite - chemistry</subject><subject>Enzymes</subject><subject>Enzymes, Immobilized - chemistry</subject><subject>Enzymes, Immobilized - metabolism</subject><subject>Fermentation</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gluconobacter oxydans</subject><subject>Gluconobacter oxydans - cytology</subject><subject>Gluconobacter oxydans - enzymology</subject><subject>Gluconobacter oxydans - metabolism</subject><subject>Glucuronic Acid - chemistry</subject><subject>Hexuronic Acids - chemistry</subject><subject>Ion Exchange</subject><subject>Membranes</subject><subject>NADP - metabolism</subject><subject>Oxidation-Reduction</subject><subject>quinate</subject><subject>Quinic Acid - metabolism</subject><subject>Reduction</subject><subject>shikimate production</subject><subject>Shikimic Acid - analogs & derivatives</subject><subject>Shikimic Acid - metabolism</subject><issn>0916-8451</issn><issn>1347-6947</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkt1u1DAQhSMEokvhhgdAllAFQkrxxHYcX662P6xUKFC4jmzHblMSe7ETSnhqHgEvu6UVquDK0uib4zNHJ8ueAt6HgsNrpdQ-YEwFv5fNgFCel4Ly-9kMCyjzijLYyR7FeIlxGjB4mO0UAAwDFLPs58K7bybE1jvkLfowtk4OBg0ekfzAXExN8PGi_dL266ma0ELm8-78N5Qv-96rtmt_mAa9Nb0K0pm1yHE3au-8knowAfnvUyNdRMujU0QKSpF0DTobVTRfR-MGNI9T35shtBp9NM2oh62VO_5Prs5um7ltYDENftXJ2Cedd_OD9_kNudU5N05G8zh7YGUXzZPtu5t9Pjr8tHiTn5weLxfzk1yzqhhybbmlGLgGIYW01nLQtiBVIUTJC7BNw4wRRcMYlJqqMkUrdGF0IxXhmHKym73Y6K6CT4fGoe7bqE3XpZD8GOuqYpgRwfH_yQKYYKKqEvnynySUHAgRpKIJff4XeunH4NLFNVAqKkq5WJt8taF0ijkGY-tVSJmFqQZcr7tVp27Vm24l-NlWclS9af6g12VKwN4WkFHLzqY-6DbecDSZA77m2IZrnfWhl1c-dE09yKnz4XqJ3GHgF_Av6-M</recordid><startdate>2010</startdate><enddate>2010</enddate><creator>ADACHI, Osao</creator><creator>ANO, Yoshitaka</creator><creator>SHINAGAWA, Emiko</creator><creator>YAKUSHI, Toshiharu</creator><creator>MATSUSHITA, Kazunobu</creator><general>Japan Society for Bioscience, Biotechnology, and Agrochemistry</general><general>Japan Society for Bioscience Biotechnology and Agrochemistry</general><general>Oxford University Press</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TB</scope><scope>7U5</scope><scope>8FD</scope><scope>FR3</scope><scope>L7M</scope><scope>7X8</scope><scope>7QO</scope><scope>P64</scope></search><sort><creationdate>2010</creationdate><title>Conversion of Quinate to 3-Dehydroshikimate by Ca-Alginate-Immobilized Membrane of Gluconobacter oxydans IFO 3244 and Subsequent Asymmetric Reduction of 3-Dehydroshikimate to Shikimate by Immobilized Cytoplasmic NADP-Shikimate Dehydrogenase</title><author>ADACHI, Osao ; ANO, Yoshitaka ; SHINAGAWA, Emiko ; YAKUSHI, Toshiharu ; MATSUSHITA, Kazunobu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c582t-cf7f4017c19a9afff71cf2382996721fdd5ee92d5516c4b60099c2ecdab370473</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>3-dehydroquinate</topic><topic>3-dehydroshikimate</topic><topic>acetic acid bacteria</topic><topic>Alcohol Oxidoreductases - chemistry</topic><topic>Alcohol Oxidoreductases - metabolism</topic><topic>Alginates - chemistry</topic><topic>Asymmetry</topic><topic>Bacteria</topic><topic>Biocatalysis</topic><topic>Biological and medical sciences</topic><topic>Carriers</topic><topic>Catalysts</topic><topic>Cell Membrane - metabolism</topic><topic>Conversion</topic><topic>Cytoplasm - enzymology</topic><topic>Dextrans - metabolism</topic><topic>Durapatite - chemistry</topic><topic>Enzymes</topic><topic>Enzymes, Immobilized - chemistry</topic><topic>Enzymes, Immobilized - metabolism</topic><topic>Fermentation</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gluconobacter oxydans</topic><topic>Gluconobacter oxydans - cytology</topic><topic>Gluconobacter oxydans - enzymology</topic><topic>Gluconobacter oxydans - metabolism</topic><topic>Glucuronic Acid - chemistry</topic><topic>Hexuronic Acids - chemistry</topic><topic>Ion Exchange</topic><topic>Membranes</topic><topic>NADP - metabolism</topic><topic>Oxidation-Reduction</topic><topic>quinate</topic><topic>Quinic Acid - metabolism</topic><topic>Reduction</topic><topic>shikimate production</topic><topic>Shikimic Acid - analogs & derivatives</topic><topic>Shikimic Acid - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>ADACHI, Osao</creatorcontrib><creatorcontrib>ANO, Yoshitaka</creatorcontrib><creatorcontrib>SHINAGAWA, Emiko</creatorcontrib><creatorcontrib>YAKUSHI, Toshiharu</creatorcontrib><creatorcontrib>MATSUSHITA, Kazunobu</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><collection>Biotechnology Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>ADACHI, Osao</au><au>ANO, Yoshitaka</au><au>SHINAGAWA, Emiko</au><au>YAKUSHI, Toshiharu</au><au>MATSUSHITA, Kazunobu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Conversion of Quinate to 3-Dehydroshikimate by Ca-Alginate-Immobilized Membrane of Gluconobacter oxydans IFO 3244 and Subsequent Asymmetric Reduction of 3-Dehydroshikimate to Shikimate by Immobilized Cytoplasmic NADP-Shikimate Dehydrogenase</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><addtitle>Biosci Biotechnol Biochem</addtitle><date>2010</date><risdate>2010</risdate><volume>74</volume><issue>12</issue><spage>2438</spage><epage>2444</epage><pages>2438-2444</pages><issn>0916-8451</issn><issn>1347-6947</issn><eissn>1347-6947</eissn><abstract>The membrane fraction of Gluconobacter oxydans IFO 3244, involving membrane-bound quinoprotein quinate dehydrogenase and 3-dehydroquinate dehydratase, was immobilized into Ca-alginate beads. The Ca-alginate-immobilized bacterial membrane catalyzed a sequential reaction of quinate oxidation to 3-dehydroquinate and its spontaneous conversion to 3-dehydroshikimate under neutral pH. An almost 100% conversion rate from quinate to 3-dehydroshikimate was observed. NADP-Dependent cytoplasmic enzymes from the same organism, shikimate dehydrogenase and D-glucose dehydrogenase, were immobilized together with different carriers as an asymmetric reduction system forming shikimate from 3-dehydroshikimate. Blue Dextran 2000, Blue Dextran-Sepharose-4B, DEAE-Sephadex A-50, DEAE-cellulose, and hydroxyapatite were effective carriers of the two cytoplasmic enzymes, and the 3-dehydroshikimate initially added was converted to shikimate at 100% yield. The two cytoplasmic enzymes showed strong affinity to Blue Dextran 2000 and formed a soluble form of immobilized catalyst having the same catalytic efficiency as that of the free enzymes. This paper may be the first one on successful immobilization of NAD(P)-dependent dehydrogenases.</abstract><cop>Tokyo</cop><pub>Japan Society for Bioscience, Biotechnology, and Agrochemistry</pub><pmid>21150112</pmid><doi>10.1271/bbb.100497</doi><tpages>7</tpages></addata></record> |
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| ispartof | Bioscience, biotechnology, and biochemistry, 2010, Vol.74 (12), p.2438-2444 |
| issn | 0916-8451 1347-6947 1347-6947 |
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| recordid | cdi_crossref_primary_10_1271_bbb_100497 |
| source | MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Oxford University Press Journals All Titles (1996-Current); J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; Open Access Titles of Japan; Free Full-Text Journals in Chemistry |
| subjects | 3-dehydroquinate 3-dehydroshikimate acetic acid bacteria Alcohol Oxidoreductases - chemistry Alcohol Oxidoreductases - metabolism Alginates - chemistry Asymmetry Bacteria Biocatalysis Biological and medical sciences Carriers Catalysts Cell Membrane - metabolism Conversion Cytoplasm - enzymology Dextrans - metabolism Durapatite - chemistry Enzymes Enzymes, Immobilized - chemistry Enzymes, Immobilized - metabolism Fermentation Fundamental and applied biological sciences. Psychology Gluconobacter oxydans Gluconobacter oxydans - cytology Gluconobacter oxydans - enzymology Gluconobacter oxydans - metabolism Glucuronic Acid - chemistry Hexuronic Acids - chemistry Ion Exchange Membranes NADP - metabolism Oxidation-Reduction quinate Quinic Acid - metabolism Reduction shikimate production Shikimic Acid - analogs & derivatives Shikimic Acid - metabolism |
| title | Conversion of Quinate to 3-Dehydroshikimate by Ca-Alginate-Immobilized Membrane of Gluconobacter oxydans IFO 3244 and Subsequent Asymmetric Reduction of 3-Dehydroshikimate to Shikimate by Immobilized Cytoplasmic NADP-Shikimate Dehydrogenase |
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