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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Veröffentlicht in:Plant physiology and biochemistry 2013-09, Vol.70, p.188-194
Hauptverfasser: Dehghan, Esmail, Shahriari Ahmadi, Farajollah, Ghotbi Ravandi, Elnaz, Reed, Darwin W., Covello, Patrick S., Bahrami, Ahmad Reza
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container_start_page 188
container_title Plant physiology and biochemistry
container_volume 70
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
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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. 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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. 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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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ispartof Plant physiology and biochemistry, 2013-09, Vol.70, p.188-194
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language eng
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source MEDLINE; Access via ScienceDirect (Elsevier)
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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