Isolation and Characterization of Isopiperitenol Dehydrogenase from Piperitenone-Type Perilla
Studying the biosynthesis of oil compounds in Perilla will help to elucidate regulatory systems for secondary metabolites and reaction mechanisms for natural product synthesis. In this study, two types of alcohol dehydrogenases, isopiperitenol dehydrogenases 1 and 2 (ISPD1 and ISPD2), which are thou...
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| Veröffentlicht in: | Biological & pharmaceutical bulletin 2014/05/01, Vol.37(5), pp.847-852 |
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| creator | Sato-Masumoto, Naoko Ito, Michiho |
| description | Studying the biosynthesis of oil compounds in Perilla will help to elucidate regulatory systems for secondary metabolites and reaction mechanisms for natural product synthesis. In this study, two types of alcohol dehydrogenases, isopiperitenol dehydrogenases 1 and 2 (ISPD1 and ISPD2), which are thought to participate the oxidation of isopiperitenol in the biosynthesis of perilla, were isolated from three pure lines of perilla. Both ISPD1 and ISPD2 oxidized isopiperitenol into isopiperitenone with an oxidized form of nicotinamide adenine dinucleotide (NAD+) cofactor. ISPD1 used both isopiperitenol diastereomers, whereas ISPD2 used cis-isomer as a substrate. However, only ISPD2 was isolated from piperitenone-type perilla. These results suggests that in perilla, ISPD2 is related to the biosynthesis of piperitenone, which was formed via (−)-cis-isopiperitenol. |
| doi_str_mv | 10.1248/bpb.b14-00090 |
| format | Article |
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In this study, two types of alcohol dehydrogenases, isopiperitenol dehydrogenases 1 and 2 (ISPD1 and ISPD2), which are thought to participate the oxidation of isopiperitenol in the biosynthesis of perilla, were isolated from three pure lines of perilla. Both ISPD1 and ISPD2 oxidized isopiperitenol into isopiperitenone with an oxidized form of nicotinamide adenine dinucleotide (NAD+) cofactor. ISPD1 used both isopiperitenol diastereomers, whereas ISPD2 used cis-isomer as a substrate. However, only ISPD2 was isolated from piperitenone-type perilla. These results suggests that in perilla, ISPD2 is related to the biosynthesis of piperitenone, which was formed via (−)-cis-isopiperitenol.</description><identifier>ISSN: 0918-6158</identifier><identifier>EISSN: 1347-5215</identifier><identifier>DOI: 10.1248/bpb.b14-00090</identifier><identifier>PMID: 24790007</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>(−)-cis-isopiperitenol ; Alcohol Oxidoreductases - isolation & purification ; Alcohol Oxidoreductases - metabolism ; Amino Acid Sequence ; biosynthetic pathway ; Biosynthetic Pathways ; Cloning, Molecular ; essential oil ; isopiperitenol dehydrogenase ; molecular cloning ; Molecular Sequence Data ; Monoterpenes - metabolism ; NAD (+) and NADP (+) Dependent Alcohol Oxidoreductases ; NAD - metabolism ; Oils, Volatile ; Perilla ; Perilla - enzymology ; Terpenes - metabolism</subject><ispartof>Biological and Pharmaceutical Bulletin, 2014/05/01, Vol.37(5), pp.847-852</ispartof><rights>2014 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2014</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c746t-5cfacffdaaaa934d040c8c7e30d8daaa716b7b444265ad84ac0942f466d5f56d3</citedby><cites>FETCH-LOGICAL-c746t-5cfacffdaaaa934d040c8c7e30d8daaa716b7b444265ad84ac0942f466d5f56d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1883,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24790007$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sato-Masumoto, Naoko</creatorcontrib><creatorcontrib>Ito, Michiho</creatorcontrib><creatorcontrib>Department of Pharmacognosy</creatorcontrib><creatorcontrib>Graduate School of Pharmaceutical Sciences</creatorcontrib><creatorcontrib>Kyoto University</creatorcontrib><title>Isolation and Characterization of Isopiperitenol Dehydrogenase from Piperitenone-Type Perilla</title><title>Biological & pharmaceutical bulletin</title><addtitle>Biol Pharm Bull</addtitle><description>Studying the biosynthesis of oil compounds in Perilla will help to elucidate regulatory systems for secondary metabolites and reaction mechanisms for natural product synthesis. In this study, two types of alcohol dehydrogenases, isopiperitenol dehydrogenases 1 and 2 (ISPD1 and ISPD2), which are thought to participate the oxidation of isopiperitenol in the biosynthesis of perilla, were isolated from three pure lines of perilla. Both ISPD1 and ISPD2 oxidized isopiperitenol into isopiperitenone with an oxidized form of nicotinamide adenine dinucleotide (NAD+) cofactor. ISPD1 used both isopiperitenol diastereomers, whereas ISPD2 used cis-isomer as a substrate. However, only ISPD2 was isolated from piperitenone-type perilla. These results suggests that in perilla, ISPD2 is related to the biosynthesis of piperitenone, which was formed via (−)-cis-isopiperitenol.</description><subject>(−)-cis-isopiperitenol</subject><subject>Alcohol Oxidoreductases - isolation & purification</subject><subject>Alcohol Oxidoreductases - metabolism</subject><subject>Amino Acid Sequence</subject><subject>biosynthetic pathway</subject><subject>Biosynthetic Pathways</subject><subject>Cloning, Molecular</subject><subject>essential oil</subject><subject>isopiperitenol dehydrogenase</subject><subject>molecular cloning</subject><subject>Molecular Sequence Data</subject><subject>Monoterpenes - metabolism</subject><subject>NAD (+) and NADP (+) Dependent Alcohol Oxidoreductases</subject><subject>NAD - metabolism</subject><subject>Oils, Volatile</subject><subject>Perilla</subject><subject>Perilla - enzymology</subject><subject>Terpenes - metabolism</subject><issn>0918-6158</issn><issn>1347-5215</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkUtv1DAUhS0EokPLki2KxIZNip-xs0RDKZUq0UVZVpbjR-uRxw52ZjH8-jqTEiS8sHXv_XTu0TEAHxC8RJiKL8M4XA6IthDCHr4CG0QobxlG7DXYwB6JtkNMnIF3pewqwiEmb8EZpryfqw14uCkpqMmn2Khomu2TykpPNvs_SzO5phKjH2trsjGF5pt9OpqcHm1UxTYup31zt46jbe-Po23uah2CugBvnArFvn95z8Gv71f32x_t7c_rm-3X21Zz2k0t005p54yqpyfUQAq10NwSaMTc5Kgb-EApxR1TRlClYU-xo11nmGOdIefg86I75vT7YMsk975oWx1Emw5FohoIwYwxXtFP_6G7dMixupspKBjBsKtUu1A6p1KydXLMfq_yUSIo59xlzV3W3OUp98p_fFE9DHtrVvpv0BW4XoA69VqFFIOP9t9uXfjgU0gSw5Mo4ZBJiISEgvJ6MYwxQ_SktF2UdmVSj3ZdpfLkdbAnY4RLNl-rwXWq6wdLG8kzZsKt5A</recordid><startdate>20140501</startdate><enddate>20140501</enddate><creator>Sato-Masumoto, Naoko</creator><creator>Ito, Michiho</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><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>7QP</scope><scope>7QR</scope><scope>7TK</scope><scope>7U9</scope><scope>8FD</scope><scope>FR3</scope><scope>H94</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20140501</creationdate><title>Isolation and Characterization of Isopiperitenol Dehydrogenase from Piperitenone-Type Perilla</title><author>Sato-Masumoto, Naoko ; Ito, Michiho</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c746t-5cfacffdaaaa934d040c8c7e30d8daaa716b7b444265ad84ac0942f466d5f56d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>(−)-cis-isopiperitenol</topic><topic>Alcohol Oxidoreductases - isolation & purification</topic><topic>Alcohol Oxidoreductases - metabolism</topic><topic>Amino Acid Sequence</topic><topic>biosynthetic pathway</topic><topic>Biosynthetic Pathways</topic><topic>Cloning, Molecular</topic><topic>essential oil</topic><topic>isopiperitenol dehydrogenase</topic><topic>molecular cloning</topic><topic>Molecular Sequence Data</topic><topic>Monoterpenes - metabolism</topic><topic>NAD (+) and NADP (+) Dependent Alcohol Oxidoreductases</topic><topic>NAD - metabolism</topic><topic>Oils, Volatile</topic><topic>Perilla</topic><topic>Perilla - enzymology</topic><topic>Terpenes - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sato-Masumoto, Naoko</creatorcontrib><creatorcontrib>Ito, Michiho</creatorcontrib><creatorcontrib>Department of Pharmacognosy</creatorcontrib><creatorcontrib>Graduate School of Pharmaceutical Sciences</creatorcontrib><creatorcontrib>Kyoto University</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Neurosciences Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Biological & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sato-Masumoto, Naoko</au><au>Ito, Michiho</au><aucorp>Department of Pharmacognosy</aucorp><aucorp>Graduate School of Pharmaceutical Sciences</aucorp><aucorp>Kyoto University</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isolation and Characterization of Isopiperitenol Dehydrogenase from Piperitenone-Type Perilla</atitle><jtitle>Biological & pharmaceutical bulletin</jtitle><addtitle>Biol Pharm Bull</addtitle><date>2014-05-01</date><risdate>2014</risdate><volume>37</volume><issue>5</issue><spage>847</spage><epage>852</epage><pages>847-852</pages><issn>0918-6158</issn><eissn>1347-5215</eissn><abstract>Studying the biosynthesis of oil compounds in Perilla will help to elucidate regulatory systems for secondary metabolites and reaction mechanisms for natural product synthesis. In this study, two types of alcohol dehydrogenases, isopiperitenol dehydrogenases 1 and 2 (ISPD1 and ISPD2), which are thought to participate the oxidation of isopiperitenol in the biosynthesis of perilla, were isolated from three pure lines of perilla. Both ISPD1 and ISPD2 oxidized isopiperitenol into isopiperitenone with an oxidized form of nicotinamide adenine dinucleotide (NAD+) cofactor. ISPD1 used both isopiperitenol diastereomers, whereas ISPD2 used cis-isomer as a substrate. However, only ISPD2 was isolated from piperitenone-type perilla. These results suggests that in perilla, ISPD2 is related to the biosynthesis of piperitenone, which was formed via (−)-cis-isopiperitenol.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>24790007</pmid><doi>10.1248/bpb.b14-00090</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| subjects | (−)-cis-isopiperitenol Alcohol Oxidoreductases - isolation & purification Alcohol Oxidoreductases - metabolism Amino Acid Sequence biosynthetic pathway Biosynthetic Pathways Cloning, Molecular essential oil isopiperitenol dehydrogenase molecular cloning Molecular Sequence Data Monoterpenes - metabolism NAD (+) and NADP (+) Dependent Alcohol Oxidoreductases NAD - metabolism Oils, Volatile Perilla Perilla - enzymology Terpenes - metabolism |
| title | Isolation and Characterization of Isopiperitenol Dehydrogenase from Piperitenone-Type Perilla |
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