An atypical pattern of accumulation of scopolamine and other tropane alkaloids and expression of alkaloid pathway genes in Hyoscyamus senecionis
A cDNA encoding hyoscyamine 6β-hydroxylase (H6H, EC 1.14.11.11), a bifunctional enzyme catalyzing the last two steps in the scopolamine biosynthetic pathway, was isolated from Hyoscyamus senecionis, a medicinal plant endemic to the Iranian plateau. Expression analysis indicates that Hsh6h is express...
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creator | Dehghan, Esmail Shahriari Ahmadi, Farajollah Ghotbi Ravandi, Elnaz Reed, Darwin W. Covello, Patrick S. Bahrami, Ahmad Reza |
description | A cDNA encoding hyoscyamine 6β-hydroxylase (H6H, EC 1.14.11.11), a bifunctional enzyme catalyzing the last two steps in the scopolamine biosynthetic pathway, was isolated from Hyoscyamus senecionis, a medicinal plant endemic to the Iranian plateau. Expression analysis indicates that Hsh6h is expressed in all tested organs of H. senecionis including roots, rhizomes, leaves, stems and flowers unlike the other tropane alkaloid producing species. In parallel to this, in leaves, levels of scopolamine, the product of H6H, were higher than the substrate hyoscyamine. These data suggest that not only does the conversion of hyoscyamine to scopolamine take place in the root, followed by translocation to aerial parts, but also accumulated hyoscyamine in the aerial parts may be converted to scopolamine by activity of HsH6H. Analysis of expression profiles of putrescine N-methyltransferase and tropinone reductase I and II genes also indicates the organ-independent expression of these genes. Here we also introduce H. senecionis as an important tropane alkaloid producing species with its thick underground parts as a source of hyoscyamine, while its leaves can be considered as a source of scopolamine.
[Display omitted] Production of tropane alkaloids and expression of tropane alkaloid pathway genes were presented in Hyoscyamus senecionis, for the first time. Organ-independent expression of newly identified h6h cDNA and the other TA pathway genes explain an atypical pattern of scopolamine accumulation in this species.
•Cloning and characterization of a new H6H cDNA from Hyoscyamus senecionis.•An atypical pattern of tropane alkaloid accumulation and expression of TA pathway genes.•Hyoscyamine and scopolamine are mainly stored in rhizomes and leaves, respectively. |
doi_str_mv | 10.1016/j.plaphy.2013.05.007 |
format | Article |
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[Display omitted] Production of tropane alkaloids and expression of tropane alkaloid pathway genes were presented in Hyoscyamus senecionis, for the first time. Organ-independent expression of newly identified h6h cDNA and the other TA pathway genes explain an atypical pattern of scopolamine accumulation in this species.
•Cloning and characterization of a new H6H cDNA from Hyoscyamus senecionis.•An atypical pattern of tropane alkaloid accumulation and expression of TA pathway genes.•Hyoscyamine and scopolamine are mainly stored in rhizomes and leaves, respectively.</description><identifier>ISSN: 0981-9428</identifier><identifier>EISSN: 1873-2690</identifier><identifier>DOI: 10.1016/j.plaphy.2013.05.007</identifier><identifier>PMID: 23786817</identifier><identifier>CODEN: PPBIEX</identifier><language>eng</language><publisher>Paris: Elsevier Masson SAS</publisher><subject>aerial parts ; Alcohol Oxidoreductases - genetics ; Alcohol Oxidoreductases - metabolism ; atropine ; Biological and medical sciences ; Biological Transport ; complementary DNA ; DNA, Complementary ; Expression profile ; flowers ; Fundamental and applied biological sciences. Psychology ; Gene Expression ; genes ; Genes, Plant ; Hyoscyamine - genetics ; Hyoscyamine - metabolism ; Hyoscyamine 6β-hydroxylase (H6H) ; Hyoscyamus ; Hyoscyamus - genetics ; Hyoscyamus - metabolism ; Hyoscyamus senecionis ; indigenous species ; Iran ; leaves ; medicinal plants ; Metabolic Networks and Pathways - genetics ; Methyltransferases - genetics ; Methyltransferases - metabolism ; Mixed Function Oxygenases - genetics ; Mixed Function Oxygenases - metabolism ; Plant physiology and development ; Plant Proteins - genetics ; Plant Proteins - metabolism ; Plant Structures - metabolism ; Plants, Medicinal ; plateaus ; putrescine N-methyltransferase ; rhizomes ; roots ; scopolamine ; Scopolamine Hydrobromide - metabolism ; Solanaceae ; Transcriptome ; Tropane alkaloids ; tropinone ; underground parts</subject><ispartof>Plant physiology and biochemistry, 2013-09, Vol.70, p.188-194</ispartof><rights>2013 Elsevier Masson SAS</rights><rights>2014 INIST-CNRS</rights><rights>Copyright © 2013 Elsevier Masson SAS. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c449t-31af56d8671a9b1518bdd28ffcda07436e4f6049867ef95c92f7995265ae84773</citedby><cites>FETCH-LOGICAL-c449t-31af56d8671a9b1518bdd28ffcda07436e4f6049867ef95c92f7995265ae84773</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.plaphy.2013.05.007$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=27615455$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23786817$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Dehghan, Esmail</creatorcontrib><creatorcontrib>Shahriari Ahmadi, Farajollah</creatorcontrib><creatorcontrib>Ghotbi Ravandi, Elnaz</creatorcontrib><creatorcontrib>Reed, Darwin W.</creatorcontrib><creatorcontrib>Covello, Patrick S.</creatorcontrib><creatorcontrib>Bahrami, Ahmad Reza</creatorcontrib><title>An atypical pattern of accumulation of scopolamine and other tropane alkaloids and expression of alkaloid pathway genes in Hyoscyamus senecionis</title><title>Plant physiology and biochemistry</title><addtitle>Plant Physiol Biochem</addtitle><description>A cDNA encoding hyoscyamine 6β-hydroxylase (H6H, EC 1.14.11.11), a bifunctional enzyme catalyzing the last two steps in the scopolamine biosynthetic pathway, was isolated from Hyoscyamus senecionis, a medicinal plant endemic to the Iranian plateau. Expression analysis indicates that Hsh6h is expressed in all tested organs of H. senecionis including roots, rhizomes, leaves, stems and flowers unlike the other tropane alkaloid producing species. In parallel to this, in leaves, levels of scopolamine, the product of H6H, were higher than the substrate hyoscyamine. These data suggest that not only does the conversion of hyoscyamine to scopolamine take place in the root, followed by translocation to aerial parts, but also accumulated hyoscyamine in the aerial parts may be converted to scopolamine by activity of HsH6H. Analysis of expression profiles of putrescine N-methyltransferase and tropinone reductase I and II genes also indicates the organ-independent expression of these genes. Here we also introduce H. senecionis as an important tropane alkaloid producing species with its thick underground parts as a source of hyoscyamine, while its leaves can be considered as a source of scopolamine.
[Display omitted] Production of tropane alkaloids and expression of tropane alkaloid pathway genes were presented in Hyoscyamus senecionis, for the first time. Organ-independent expression of newly identified h6h cDNA and the other TA pathway genes explain an atypical pattern of scopolamine accumulation in this species.
•Cloning and characterization of a new H6H cDNA from Hyoscyamus senecionis.•An atypical pattern of tropane alkaloid accumulation and expression of TA pathway genes.•Hyoscyamine and scopolamine are mainly stored in rhizomes and leaves, respectively.</description><subject>aerial parts</subject><subject>Alcohol Oxidoreductases - genetics</subject><subject>Alcohol Oxidoreductases - metabolism</subject><subject>atropine</subject><subject>Biological and medical sciences</subject><subject>Biological Transport</subject><subject>complementary DNA</subject><subject>DNA, Complementary</subject><subject>Expression profile</subject><subject>flowers</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gene Expression</subject><subject>genes</subject><subject>Genes, Plant</subject><subject>Hyoscyamine - genetics</subject><subject>Hyoscyamine - metabolism</subject><subject>Hyoscyamine 6β-hydroxylase (H6H)</subject><subject>Hyoscyamus</subject><subject>Hyoscyamus - genetics</subject><subject>Hyoscyamus - metabolism</subject><subject>Hyoscyamus senecionis</subject><subject>indigenous species</subject><subject>Iran</subject><subject>leaves</subject><subject>medicinal plants</subject><subject>Metabolic Networks and Pathways - genetics</subject><subject>Methyltransferases - genetics</subject><subject>Methyltransferases - metabolism</subject><subject>Mixed Function Oxygenases - genetics</subject><subject>Mixed Function Oxygenases - metabolism</subject><subject>Plant physiology and development</subject><subject>Plant Proteins - genetics</subject><subject>Plant Proteins - metabolism</subject><subject>Plant Structures - metabolism</subject><subject>Plants, Medicinal</subject><subject>plateaus</subject><subject>putrescine N-methyltransferase</subject><subject>rhizomes</subject><subject>roots</subject><subject>scopolamine</subject><subject>Scopolamine Hydrobromide - metabolism</subject><subject>Solanaceae</subject><subject>Transcriptome</subject><subject>Tropane alkaloids</subject><subject>tropinone</subject><subject>underground parts</subject><issn>0981-9428</issn><issn>1873-2690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkctu1DAUhiMEokPhDRB4g8QmwXZ8iTdIVQUUqRIL6No649gdD0kc7ATIW_DIOM0UdrCyfM73n9tfFM8Jrggm4s2xGjsYD0tFMakrzCuM5YNiRxpZl1Qo_LDYYdWQUjHanBVPUjpijCmT9ePijNayEQ2Ru-LXxYBgWkZvoEMjTJONAwoOgTFzP3cw-XD3TyaMoYPeDxbB0KIwHWxEUwwjrJHuK3TBt-kuZ3-O0aZ0Ut7n1uqHH7CgWzvYhPyArpaQzAL9nFDKMZMFPj0tHjnokn12es-Lm_fvvlxeldefPny8vLguDWNqKmsCjou2EZKA2hNOmn3b0sY50wKWrBaWOYGZyoB1ihtFnVSKU8HBNkzK-rx4vdUdY_g22zTp3idjuy7vE-akCWeY1pgS_H-UES5yU7pWZRtqYkgpWqfH6HuIiyZYr7bpo95s06ttGnOdbcuyF6cO87637R_RvU8ZeHUCIGWnXITB-PSXkyLPy3nmXm6cg6DhNmbm5nPuxLP3REm-LvN2I2w-7ndvo07G28HY1kdrJt0G_-9ZfwPzv8NS</recordid><startdate>20130901</startdate><enddate>20130901</enddate><creator>Dehghan, Esmail</creator><creator>Shahriari Ahmadi, Farajollah</creator><creator>Ghotbi Ravandi, Elnaz</creator><creator>Reed, Darwin W.</creator><creator>Covello, Patrick S.</creator><creator>Bahrami, Ahmad Reza</creator><general>Elsevier Masson SAS</general><general>Elsevier</general><scope>FBQ</scope><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>7X8</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>RC3</scope></search><sort><creationdate>20130901</creationdate><title>An atypical pattern of accumulation of scopolamine and other tropane alkaloids and expression of alkaloid pathway genes in Hyoscyamus senecionis</title><author>Dehghan, Esmail ; Shahriari Ahmadi, Farajollah ; Ghotbi Ravandi, Elnaz ; Reed, Darwin W. ; Covello, Patrick S. ; Bahrami, Ahmad Reza</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c449t-31af56d8671a9b1518bdd28ffcda07436e4f6049867ef95c92f7995265ae84773</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>aerial parts</topic><topic>Alcohol Oxidoreductases - genetics</topic><topic>Alcohol Oxidoreductases - metabolism</topic><topic>atropine</topic><topic>Biological and medical sciences</topic><topic>Biological Transport</topic><topic>complementary DNA</topic><topic>DNA, Complementary</topic><topic>Expression profile</topic><topic>flowers</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gene Expression</topic><topic>genes</topic><topic>Genes, Plant</topic><topic>Hyoscyamine - genetics</topic><topic>Hyoscyamine - metabolism</topic><topic>Hyoscyamine 6β-hydroxylase (H6H)</topic><topic>Hyoscyamus</topic><topic>Hyoscyamus - genetics</topic><topic>Hyoscyamus - metabolism</topic><topic>Hyoscyamus senecionis</topic><topic>indigenous species</topic><topic>Iran</topic><topic>leaves</topic><topic>medicinal plants</topic><topic>Metabolic Networks and Pathways - genetics</topic><topic>Methyltransferases - genetics</topic><topic>Methyltransferases - metabolism</topic><topic>Mixed Function Oxygenases - genetics</topic><topic>Mixed Function Oxygenases - metabolism</topic><topic>Plant physiology and development</topic><topic>Plant Proteins - genetics</topic><topic>Plant Proteins - metabolism</topic><topic>Plant Structures - metabolism</topic><topic>Plants, Medicinal</topic><topic>plateaus</topic><topic>putrescine N-methyltransferase</topic><topic>rhizomes</topic><topic>roots</topic><topic>scopolamine</topic><topic>Scopolamine Hydrobromide - metabolism</topic><topic>Solanaceae</topic><topic>Transcriptome</topic><topic>Tropane alkaloids</topic><topic>tropinone</topic><topic>underground parts</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dehghan, Esmail</creatorcontrib><creatorcontrib>Shahriari Ahmadi, Farajollah</creatorcontrib><creatorcontrib>Ghotbi Ravandi, Elnaz</creatorcontrib><creatorcontrib>Reed, Darwin W.</creatorcontrib><creatorcontrib>Covello, Patrick S.</creatorcontrib><creatorcontrib>Bahrami, Ahmad Reza</creatorcontrib><collection>AGRIS</collection><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>MEDLINE - Academic</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><jtitle>Plant physiology and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dehghan, Esmail</au><au>Shahriari Ahmadi, Farajollah</au><au>Ghotbi Ravandi, Elnaz</au><au>Reed, Darwin W.</au><au>Covello, Patrick S.</au><au>Bahrami, Ahmad Reza</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An atypical pattern of accumulation of scopolamine and other tropane alkaloids and expression of alkaloid pathway genes in Hyoscyamus senecionis</atitle><jtitle>Plant physiology and biochemistry</jtitle><addtitle>Plant Physiol Biochem</addtitle><date>2013-09-01</date><risdate>2013</risdate><volume>70</volume><spage>188</spage><epage>194</epage><pages>188-194</pages><issn>0981-9428</issn><eissn>1873-2690</eissn><coden>PPBIEX</coden><abstract>A cDNA encoding hyoscyamine 6β-hydroxylase (H6H, EC 1.14.11.11), a bifunctional enzyme catalyzing the last two steps in the scopolamine biosynthetic pathway, was isolated from Hyoscyamus senecionis, a medicinal plant endemic to the Iranian plateau. Expression analysis indicates that Hsh6h is expressed in all tested organs of H. senecionis including roots, rhizomes, leaves, stems and flowers unlike the other tropane alkaloid producing species. In parallel to this, in leaves, levels of scopolamine, the product of H6H, were higher than the substrate hyoscyamine. These data suggest that not only does the conversion of hyoscyamine to scopolamine take place in the root, followed by translocation to aerial parts, but also accumulated hyoscyamine in the aerial parts may be converted to scopolamine by activity of HsH6H. Analysis of expression profiles of putrescine N-methyltransferase and tropinone reductase I and II genes also indicates the organ-independent expression of these genes. Here we also introduce H. senecionis as an important tropane alkaloid producing species with its thick underground parts as a source of hyoscyamine, while its leaves can be considered as a source of scopolamine.
[Display omitted] Production of tropane alkaloids and expression of tropane alkaloid pathway genes were presented in Hyoscyamus senecionis, for the first time. Organ-independent expression of newly identified h6h cDNA and the other TA pathway genes explain an atypical pattern of scopolamine accumulation in this species.
•Cloning and characterization of a new H6H cDNA from Hyoscyamus senecionis.•An atypical pattern of tropane alkaloid accumulation and expression of TA pathway genes.•Hyoscyamine and scopolamine are mainly stored in rhizomes and leaves, respectively.</abstract><cop>Paris</cop><pub>Elsevier Masson SAS</pub><pmid>23786817</pmid><doi>10.1016/j.plaphy.2013.05.007</doi><tpages>7</tpages></addata></record> |
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subjects | aerial parts Alcohol Oxidoreductases - genetics Alcohol Oxidoreductases - metabolism atropine Biological and medical sciences Biological Transport complementary DNA DNA, Complementary Expression profile flowers Fundamental and applied biological sciences. Psychology Gene Expression genes Genes, Plant Hyoscyamine - genetics Hyoscyamine - metabolism Hyoscyamine 6β-hydroxylase (H6H) Hyoscyamus Hyoscyamus - genetics Hyoscyamus - metabolism Hyoscyamus senecionis indigenous species Iran leaves medicinal plants Metabolic Networks and Pathways - genetics Methyltransferases - genetics Methyltransferases - metabolism Mixed Function Oxygenases - genetics Mixed Function Oxygenases - metabolism Plant physiology and development Plant Proteins - genetics Plant Proteins - metabolism Plant Structures - metabolism Plants, Medicinal plateaus putrescine N-methyltransferase rhizomes roots scopolamine Scopolamine Hydrobromide - metabolism Solanaceae Transcriptome Tropane alkaloids tropinone underground parts |
title | An atypical pattern of accumulation of scopolamine and other tropane alkaloids and expression of alkaloid pathway genes in Hyoscyamus senecionis |
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