Isolation and characterization of a novel glucosyltransferase involved in production of emodin-6-O-glucoside and rhaponticin in Rheum palmatum
Anthraquinones are widely distributed in various organisms and known as bioactive ingredients. Some of the anthraquinones accumulate as glycosides in higher plants. Plant secondary product glycosyltransferases (PSPGs) are the well-characterized enzymes producing plant secondary metabolite glycosides...
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| Veröffentlicht in: | Plant Biotechnology 2020/09/25, Vol.37(3), pp.293-299 |
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| creator | Yamada, Aki Kondo-Kaneko, Miku Ishiuchi, Kan’ichiro Makino, Toshiaki Terasaka, Kazuyoshi |
| description | Anthraquinones are widely distributed in various organisms and known as bioactive ingredients. Some of the anthraquinones accumulate as glycosides in higher plants. Plant secondary product glycosyltransferases (PSPGs) are the well-characterized enzymes producing plant secondary metabolite glycosides. However, PSPGs involved in the formation of anthraquinone glycosides remains unclear. The rhizome of Rheum palmatum contains anthraquinones as laxative agents, some of which are accumulated as glucosides. We isolated a glucosyltransferase, R. palmatum UDP-glycosyltransferase (RpUGT) 1 from the rhizome of R. palmatum, and characterized functionally. RpUGT1 glucosylated emodin yielding emodin-6-O-glucoside, and it also glucosylated rhapontigenin, a compound belonging to stilbenes, yielding rhaponticin. The expression patterns of RpUGT1 and the accumulation of the metabolites revealed that RpUGT1 contributes to the production of these glucosides in R. palmatum. These results may provide important information for the substrate recognition of the PSPGs for anthraquinones and stilbenes. |
| doi_str_mv | 10.5511/plantbiotechnology.20.0413a |
| format | Article |
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Some of the anthraquinones accumulate as glycosides in higher plants. Plant secondary product glycosyltransferases (PSPGs) are the well-characterized enzymes producing plant secondary metabolite glycosides. However, PSPGs involved in the formation of anthraquinone glycosides remains unclear. The rhizome of Rheum palmatum contains anthraquinones as laxative agents, some of which are accumulated as glucosides. We isolated a glucosyltransferase, R. palmatum UDP-glycosyltransferase (RpUGT) 1 from the rhizome of R. palmatum, and characterized functionally. RpUGT1 glucosylated emodin yielding emodin-6-O-glucoside, and it also glucosylated rhapontigenin, a compound belonging to stilbenes, yielding rhaponticin. The expression patterns of RpUGT1 and the accumulation of the metabolites revealed that RpUGT1 contributes to the production of these glucosides in R. palmatum. These results may provide important information for the substrate recognition of the PSPGs for anthraquinones and stilbenes.</description><identifier>ISSN: 1342-4580</identifier><identifier>EISSN: 1347-6114</identifier><identifier>DOI: 10.5511/plantbiotechnology.20.0413a</identifier><identifier>PMID: 33088192</identifier><language>eng</language><publisher>NARA: Japanese Society for Plant Biotechnology</publisher><subject>Anthraquinone ; Anthraquinones ; Aquatic plants ; Biotechnology & Applied Microbiology ; Emodin ; Glucosides ; Glucosyltransferase ; Glycosides ; Glycosyltransferase ; Life Sciences & Biomedicine ; Metabolites ; Original Paper ; Plant Sciences ; plant secondary product glycosyltransferase (PSPG) ; Rheum palmatum ; Rhizomes ; Science & Technology ; stilbenes ; Substrates</subject><ispartof>Plant Biotechnology, 2020/09/25, Vol.37(3), pp.293-299</ispartof><rights>2020 Japanese Society for Plant Biotechnology</rights><rights>Copyright Japan Science and Technology Agency 2020</rights><rights>2020 Japanese Society for Plant Biotechnology 2020 Japanese Society for Plant Biotechnology</rights><oa>free_for_read</oa><woscitedreferencessubscribed>true</woscitedreferencessubscribed><woscitedreferencescount>5</woscitedreferencescount><woscitedreferencesoriginalsourcerecordid>wos000577100800005</woscitedreferencesoriginalsourcerecordid><citedby>FETCH-LOGICAL-c702t-5818345bc8d25200544b1de69120accc18b418fc94d17a188eb90a62f5e7bf883</citedby><cites>FETCH-LOGICAL-c702t-5818345bc8d25200544b1de69120accc18b418fc94d17a188eb90a62f5e7bf883</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC7557662/pdf/$$EPDF$$P50$$Gpubmedcentral$$H</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC7557662/$$EHTML$$P50$$Gpubmedcentral$$H</linktohtml><link.rule.ids>230,315,728,781,785,886,1884,27929,27930,28253,53796,53798</link.rule.ids></links><search><creatorcontrib>Yamada, Aki</creatorcontrib><creatorcontrib>Kondo-Kaneko, Miku</creatorcontrib><creatorcontrib>Ishiuchi, Kan’ichiro</creatorcontrib><creatorcontrib>Makino, Toshiaki</creatorcontrib><creatorcontrib>Terasaka, Kazuyoshi</creatorcontrib><title>Isolation and characterization of a novel glucosyltransferase involved in production of emodin-6-O-glucoside and rhaponticin in Rheum palmatum</title><title>Plant Biotechnology</title><addtitle>PLANT BIOTECHNOL-NAR</addtitle><description>Anthraquinones are widely distributed in various organisms and known as bioactive ingredients. Some of the anthraquinones accumulate as glycosides in higher plants. Plant secondary product glycosyltransferases (PSPGs) are the well-characterized enzymes producing plant secondary metabolite glycosides. However, PSPGs involved in the formation of anthraquinone glycosides remains unclear. The rhizome of Rheum palmatum contains anthraquinones as laxative agents, some of which are accumulated as glucosides. We isolated a glucosyltransferase, R. palmatum UDP-glycosyltransferase (RpUGT) 1 from the rhizome of R. palmatum, and characterized functionally. RpUGT1 glucosylated emodin yielding emodin-6-O-glucoside, and it also glucosylated rhapontigenin, a compound belonging to stilbenes, yielding rhaponticin. The expression patterns of RpUGT1 and the accumulation of the metabolites revealed that RpUGT1 contributes to the production of these glucosides in R. palmatum. These results may provide important information for the substrate recognition of the PSPGs for anthraquinones and stilbenes.</description><subject>Anthraquinone</subject><subject>Anthraquinones</subject><subject>Aquatic plants</subject><subject>Biotechnology & Applied Microbiology</subject><subject>Emodin</subject><subject>Glucosides</subject><subject>Glucosyltransferase</subject><subject>Glycosides</subject><subject>Glycosyltransferase</subject><subject>Life Sciences & Biomedicine</subject><subject>Metabolites</subject><subject>Original Paper</subject><subject>Plant Sciences</subject><subject>plant secondary product glycosyltransferase (PSPG)</subject><subject>Rheum palmatum</subject><subject>Rhizomes</subject><subject>Science & Technology</subject><subject>stilbenes</subject><subject>Substrates</subject><issn>1342-4580</issn><issn>1347-6114</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>AOWDO</sourceid><recordid>eNqNkl2L3CAUhkNp6W63_Q-BvSmUTNVoNBQKZejHwsLS0l6LMSczDkZTNVO2P6K_uc5kd0o_LgqiB33e4zm-FsUlRivGMH45WeVSZ3wCvXXe-s3tiqAVorhWD4pzXFNeNRjTh8eYVJQJdFY8iXGHEGEYkcfFWV0jIXBLzosfV9FblYx3pXJ9qbcqKJ0gmO_Lph9KVTq_B1tu7Kx9vLUpKBcHCCpCadze2z30OSin4PtZ36tg9L1xVVPdVIvQ9HC8ImzV5F0yOkvy-LSFeSwnZUeV5vFp8WhQNsKzu_Wi-PLu7ef1h-r65v3V-s11pTkiqWICi5qyToueMIIQo7TDPTQtJkhprbHoKBaDbmmPucJCQNci1ZCBAe8GIeqL4vWSd5q7EXoNLndl5RTMqMKt9MrI30-c2cqN30vOGG8akhM8v0sQ_NcZYpKjiRps9gb8HCWhrG5E01Ce0cs_0J2fg8vtZYryts0GHahXC6WDjzHAcCoGI3nwXf7tuyRIHn3ParGov0Hnh6gNOA2nDCi_EOcYIYEO4dqko7lrP7uUpS_-X5rpjwu9i0ltfnEqZEct_KvImsv6MN0Xe2IPn02Cq38CluLpUw</recordid><startdate>20200925</startdate><enddate>20200925</enddate><creator>Yamada, Aki</creator><creator>Kondo-Kaneko, Miku</creator><creator>Ishiuchi, Kan’ichiro</creator><creator>Makino, Toshiaki</creator><creator>Terasaka, Kazuyoshi</creator><general>Japanese Society for Plant Biotechnology</general><general>Japanese Soc Plant Cell & Molecular Biology</general><general>Japan Science and Technology Agency</general><general>Japanese Society for Plant Cell and Molecular Biology</general><scope>AOWDO</scope><scope>BLEPL</scope><scope>DTL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20200925</creationdate><title>Isolation and characterization of a novel glucosyltransferase involved in production of emodin-6-O-glucoside and rhaponticin in Rheum palmatum</title><author>Yamada, Aki ; Kondo-Kaneko, Miku ; Ishiuchi, Kan’ichiro ; Makino, Toshiaki ; Terasaka, Kazuyoshi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c702t-5818345bc8d25200544b1de69120accc18b418fc94d17a188eb90a62f5e7bf883</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Anthraquinone</topic><topic>Anthraquinones</topic><topic>Aquatic plants</topic><topic>Biotechnology & Applied Microbiology</topic><topic>Emodin</topic><topic>Glucosides</topic><topic>Glucosyltransferase</topic><topic>Glycosides</topic><topic>Glycosyltransferase</topic><topic>Life Sciences & Biomedicine</topic><topic>Metabolites</topic><topic>Original Paper</topic><topic>Plant Sciences</topic><topic>plant secondary product glycosyltransferase (PSPG)</topic><topic>Rheum palmatum</topic><topic>Rhizomes</topic><topic>Science & Technology</topic><topic>stilbenes</topic><topic>Substrates</topic><toplevel>online_resources</toplevel><creatorcontrib>Yamada, Aki</creatorcontrib><creatorcontrib>Kondo-Kaneko, Miku</creatorcontrib><creatorcontrib>Ishiuchi, Kan’ichiro</creatorcontrib><creatorcontrib>Makino, Toshiaki</creatorcontrib><creatorcontrib>Terasaka, Kazuyoshi</creatorcontrib><collection>Web of Science - Science Citation Index Expanded - 2020</collection><collection>Web of Science Core Collection</collection><collection>Science Citation Index Expanded</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Plant Biotechnology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yamada, Aki</au><au>Kondo-Kaneko, Miku</au><au>Ishiuchi, Kan’ichiro</au><au>Makino, Toshiaki</au><au>Terasaka, Kazuyoshi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isolation and characterization of a novel glucosyltransferase involved in production of emodin-6-O-glucoside and rhaponticin in Rheum palmatum</atitle><jtitle>Plant Biotechnology</jtitle><stitle>PLANT BIOTECHNOL-NAR</stitle><date>2020-09-25</date><risdate>2020</risdate><volume>37</volume><issue>3</issue><spage>293</spage><epage>299</epage><pages>293-299</pages><issn>1342-4580</issn><eissn>1347-6114</eissn><abstract>Anthraquinones are widely distributed in various organisms and known as bioactive ingredients. 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| subjects | Anthraquinone Anthraquinones Aquatic plants Biotechnology & Applied Microbiology Emodin Glucosides Glucosyltransferase Glycosides Glycosyltransferase Life Sciences & Biomedicine Metabolites Original Paper Plant Sciences plant secondary product glycosyltransferase (PSPG) Rheum palmatum Rhizomes Science & Technology stilbenes Substrates |
| title | Isolation and characterization of a novel glucosyltransferase involved in production of emodin-6-O-glucoside and rhaponticin in Rheum palmatum |
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