Induction of phytoalexin synthesis in soybean: enzymatic cyclization of prenylated pterocarpans to glyceollin isomers.
Identifieur interne : 002D64 ( Main/Exploration ); précédent : 002D63; suivant : 002D65Induction of phytoalexin synthesis in soybean: enzymatic cyclization of prenylated pterocarpans to glyceollin isomers.
Auteurs : R. Welle [Allemagne] ; H. GrisebachSource :
- Archives of biochemistry and biophysics [ 0003-9861 ] ; 1988.
Descripteurs français
- KwdFr :
- Benzopyranes (métabolisme), Cellules cultivées (MeSH), Chromatographie en phase liquide à haute performance (MeSH), Chromatographie sur couche mince (MeSH), Dimethylallyltransferase (métabolisme), Extraits de plantes (biosynthèse), Extraits de plantes (métabolisme), Isomérie (MeSH), Microsomes (enzymologie), NADP (métabolisme), Oxygène (métabolisme), Plantes (enzymologie), Ptérocarpanes (MeSH), Sesquiterpènes (MeSH), Terpènes (MeSH).
- MESH :
- biosynthèse : Extraits de plantes.
- enzymologie : Microsomes, Plantes.
- métabolisme : Benzopyranes, Dimethylallyltransferase, Extraits de plantes, NADP, Oxygène.
- Cellules cultivées, Chromatographie en phase liquide à haute performance, Chromatographie sur couche mince, Isomérie, Ptérocarpanes, Sesquiterpènes, Terpènes.
English descriptors
- KwdEn :
- Benzopyrans (metabolism), Cells, Cultured (MeSH), Chromatography, High Pressure Liquid (MeSH), Chromatography, Thin Layer (MeSH), Dimethylallyltranstransferase (metabolism), Isomerism (MeSH), Microsomes (enzymology), NADP (metabolism), Oxygen (metabolism), Plant Extracts (biosynthesis), Plant Extracts (metabolism), Plants (enzymology), Pterocarpans (MeSH), Sesquiterpenes (MeSH), Terpenes (MeSH).
- MESH :
- chemical , biosynthesis : Plant Extracts.
- chemical , metabolism : Benzopyrans, Dimethylallyltranstransferase, NADP, Oxygen, Plant Extracts.
- enzymology : Microsomes, Plants.
- Cells, Cultured, Chromatography, High Pressure Liquid, Chromatography, Thin Layer, Isomerism, Pterocarpans, Sesquiterpenes, Terpenes.
Abstract
A microsome preparation from elicitor-challenged soybean cell suspension cultures catalyzed an NADPH-dependent and oxygen-dependent cyclization of a mixture of 2- and 4-dimethylallylglycinols to the glyceollin isomers I-III. This is the last committed step in glyceollin biosynthesis. The cyclase was inhibited in a light-reversible manner by carbon monoxide in the presence of oxygen. Cyclase was also inhibited by cytochrome c, NADP+, and a number of inhibitors of cytochrome P-450 enzymes. NADH in the presence of low concentrations of NADPH had a synergistic effect. On a Percoll gradient, the position of cyclase coincided with marker enzymes for the endoplasmic reticulum. These properties identify the cyclase as a cytochrome P-450-dependent monooxygenase. Unstimulated soybean cell culture did not contain detectable cyclase activity. Challenge with either a glucan elicitor from Phytophthora megasperma f.sp. glycinea or with yeast extract caused strong stimulation of cyclase activity with a maximum at about 24 h after elicitor addition.
DOI: 10.1016/0003-9861(88)90627-3
PubMed: 3369863
Affiliations:
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Grisebach</name></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="1988">1988</date><idno type="RBID">pubmed:3369863</idno><idno type="pmid">3369863</idno><idno type="doi">10.1016/0003-9861(88)90627-3</idno><idno type="wicri:Area/Main/Corpus">002D67</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Corpus" wicri:corpus="PubMed">002D67</idno><idno type="wicri:Area/Main/Curation">002D67</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Curation">002D67</idno><idno type="wicri:Area/Main/Exploration">002D67</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">Induction of phytoalexin synthesis in soybean: enzymatic cyclization of prenylated pterocarpans to glyceollin isomers.</title><author><name sortKey="Welle, R" sort="Welle, R" uniqKey="Welle R" first="R" last="Welle">R. Welle</name><affiliation wicri:level="3"><nlm:affiliation>Lehrstuhl für Biochemie der Pflanzen am Biologischen Institut II, Freiburg, Federal Republic of Germany.</nlm:affiliation><country xml:lang="fr">Allemagne</country><wicri:regionArea>Lehrstuhl für Biochemie der Pflanzen am Biologischen Institut II, Freiburg</wicri:regionArea><placeName><region type="land" nuts="1">Bade-Wurtemberg</region><region type="district" nuts="2">District de Fribourg-en-Brisgau</region><settlement type="city">Fribourg-en-Brisgau</settlement></placeName></affiliation></author><author><name sortKey="Grisebach, H" sort="Grisebach, H" uniqKey="Grisebach H" first="H" last="Grisebach">H. Grisebach</name></author></analytic><series><title level="j">Archives of biochemistry and biophysics</title><idno type="ISSN">0003-9861</idno><imprint><date when="1988" type="published">1988</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Benzopyrans (metabolism)</term><term>Cells, Cultured (MeSH)</term><term>Chromatography, High Pressure Liquid (MeSH)</term><term>Chromatography, Thin Layer (MeSH)</term><term>Dimethylallyltranstransferase (metabolism)</term><term>Isomerism (MeSH)</term><term>Microsomes (enzymology)</term><term>NADP (metabolism)</term><term>Oxygen (metabolism)</term><term>Plant Extracts (biosynthesis)</term><term>Plant Extracts (metabolism)</term><term>Plants (enzymology)</term><term>Pterocarpans (MeSH)</term><term>Sesquiterpenes (MeSH)</term><term>Terpenes (MeSH)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Benzopyranes (métabolisme)</term><term>Cellules cultivées (MeSH)</term><term>Chromatographie en phase liquide à haute performance (MeSH)</term><term>Chromatographie sur couche mince (MeSH)</term><term>Dimethylallyltransferase (métabolisme)</term><term>Extraits de plantes (biosynthèse)</term><term>Extraits de plantes (métabolisme)</term><term>Isomérie (MeSH)</term><term>Microsomes (enzymologie)</term><term>NADP (métabolisme)</term><term>Oxygène (métabolisme)</term><term>Plantes (enzymologie)</term><term>Ptérocarpanes (MeSH)</term><term>Sesquiterpènes (MeSH)</term><term>Terpènes (MeSH)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="biosynthesis" xml:lang="en"><term>Plant Extracts</term></keywords><keywords scheme="MESH" type="chemical" qualifier="metabolism" xml:lang="en"><term>Benzopyrans</term><term>Dimethylallyltranstransferase</term><term>NADP</term><term>Oxygen</term><term>Plant Extracts</term></keywords><keywords scheme="MESH" qualifier="biosynthèse" xml:lang="fr"><term>Extraits de plantes</term></keywords><keywords scheme="MESH" qualifier="enzymologie" xml:lang="fr"><term>Microsomes</term><term>Plantes</term></keywords><keywords scheme="MESH" qualifier="enzymology" xml:lang="en"><term>Microsomes</term><term>Plants</term></keywords><keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr"><term>Benzopyranes</term><term>Dimethylallyltransferase</term><term>Extraits de plantes</term><term>NADP</term><term>Oxygène</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Cells, Cultured</term><term>Chromatography, High Pressure Liquid</term><term>Chromatography, Thin Layer</term><term>Isomerism</term><term>Pterocarpans</term><term>Sesquiterpenes</term><term>Terpenes</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Cellules cultivées</term><term>Chromatographie en phase liquide à haute performance</term><term>Chromatographie sur couche mince</term><term>Isomérie</term><term>Ptérocarpanes</term><term>Sesquiterpènes</term><term>Terpènes</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">A microsome preparation from elicitor-challenged soybean cell suspension cultures catalyzed an NADPH-dependent and oxygen-dependent cyclization of a mixture of 2- and 4-dimethylallylglycinols to the glyceollin isomers I-III. This is the last committed step in glyceollin biosynthesis. The cyclase was inhibited in a light-reversible manner by carbon monoxide in the presence of oxygen. Cyclase was also inhibited by cytochrome c, NADP+, and a number of inhibitors of cytochrome P-450 enzymes. NADH in the presence of low concentrations of NADPH had a synergistic effect. On a Percoll gradient, the position of cyclase coincided with marker enzymes for the endoplasmic reticulum. These properties identify the cyclase as a cytochrome P-450-dependent monooxygenase. Unstimulated soybean cell culture did not contain detectable cyclase activity. Challenge with either a glucan elicitor from Phytophthora megasperma f.sp. glycinea or with yeast extract caused strong stimulation of cyclase activity with a maximum at about 24 h after elicitor addition.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">3369863</PMID><DateCompleted><Year>1988</Year><Month>06</Month><Day>17</Day></DateCompleted><DateRevised><Year>2019</Year><Month>06</Month><Day>28</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Print">0003-9861</ISSN><JournalIssue CitedMedium="Print"><Volume>263</Volume><Issue>1</Issue><PubDate><Year>1988</Year><Month>May</Month><Day>15</Day></PubDate></JournalIssue><Title>Archives of biochemistry and biophysics</Title><ISOAbbreviation>Arch Biochem Biophys</ISOAbbreviation></Journal><ArticleTitle>Induction of phytoalexin synthesis in soybean: enzymatic cyclization of prenylated pterocarpans to glyceollin isomers.</ArticleTitle><Pagination><MedlinePgn>191-8</MedlinePgn></Pagination><Abstract><AbstractText>A microsome preparation from elicitor-challenged soybean cell suspension cultures catalyzed an NADPH-dependent and oxygen-dependent cyclization of a mixture of 2- and 4-dimethylallylglycinols to the glyceollin isomers I-III. This is the last committed step in glyceollin biosynthesis. The cyclase was inhibited in a light-reversible manner by carbon monoxide in the presence of oxygen. Cyclase was also inhibited by cytochrome c, NADP+, and a number of inhibitors of cytochrome P-450 enzymes. NADH in the presence of low concentrations of NADPH had a synergistic effect. On a Percoll gradient, the position of cyclase coincided with marker enzymes for the endoplasmic reticulum. These properties identify the cyclase as a cytochrome P-450-dependent monooxygenase. Unstimulated soybean cell culture did not contain detectable cyclase activity. Challenge with either a glucan elicitor from Phytophthora megasperma f.sp. glycinea or with yeast extract caused strong stimulation of cyclase activity with a maximum at about 24 h after elicitor addition.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Welle</LastName><ForeName>R</ForeName><Initials>R</Initials><AffiliationInfo><Affiliation>Lehrstuhl für Biochemie der Pflanzen am Biologischen Institut II, Freiburg, Federal Republic of Germany.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Grisebach</LastName><ForeName>H</ForeName><Initials>H</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Arch Biochem Biophys</MedlineTA><NlmUniqueID>0372430</NlmUniqueID><ISSNLinking>0003-9861</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D001578">Benzopyrans</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D010936">Plant Extracts</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D036343">Pterocarpans</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D012717">Sesquiterpenes</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D013729">Terpenes</NameOfSubstance></Chemical><Chemical><RegistryNumber>37297-20-4</RegistryNumber><NameOfSubstance UI="C011991">phytoalexins</NameOfSubstance></Chemical><Chemical><RegistryNumber>53-59-8</RegistryNumber><NameOfSubstance UI="D009249">NADP</NameOfSubstance></Chemical><Chemical><RegistryNumber>6461TV6UCH</RegistryNumber><NameOfSubstance UI="C017343">glyceollin</NameOfSubstance></Chemical><Chemical><RegistryNumber>69393-95-9</RegistryNumber><NameOfSubstance UI="C042061">3,6,9-trihydroxypterocarpan</NameOfSubstance></Chemical><Chemical><RegistryNumber>EC 2.5.1.1</RegistryNumber><NameOfSubstance UI="D004122">Dimethylallyltranstransferase</NameOfSubstance></Chemical><Chemical><RegistryNumber>S88TT14065</RegistryNumber><NameOfSubstance UI="D010100">Oxygen</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D001578" MajorTopicYN="N">Benzopyrans</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D002478" MajorTopicYN="N">Cells, Cultured</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D002851" MajorTopicYN="N">Chromatography, High Pressure Liquid</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D002855" MajorTopicYN="N">Chromatography, Thin Layer</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D004122" MajorTopicYN="N">Dimethylallyltranstransferase</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D007536" MajorTopicYN="N">Isomerism</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D008861" MajorTopicYN="N">Microsomes</DescriptorName><QualifierName UI="Q000201" MajorTopicYN="N">enzymology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D009249" MajorTopicYN="N">NADP</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D010100" MajorTopicYN="N">Oxygen</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D010936" 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PubStatus="entrez"><Year>1988</Year><Month>5</Month><Day>15</Day><Hour>0</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">3369863</ArticleId><ArticleId IdType="pii">0003-9861(88)90627-3</ArticleId><ArticleId IdType="doi">10.1016/0003-9861(88)90627-3</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>Allemagne</li></country><region><li>Bade-Wurtemberg</li><li>District de Fribourg-en-Brisgau</li></region><settlement><li>Fribourg-en-Brisgau</li></settlement></list><tree><noCountry><name sortKey="Grisebach, H" sort="Grisebach, H" uniqKey="Grisebach H" first="H" last="Grisebach">H. Grisebach</name></noCountry><country name="Allemagne"><region name="Bade-Wurtemberg"><name sortKey="Welle, R" sort="Welle, R" uniqKey="Welle R" first="R" last="Welle">R. Welle</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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