Two herbivore-induced cytochrome P450 enzymes CYP79D6 and CYP79D7 catalyze the formation of volatile aldoximes involved in poplar defense.
Identifieur interne : 002434 ( Main/Exploration ); précédent : 002433; suivant : 002435Two herbivore-induced cytochrome P450 enzymes CYP79D6 and CYP79D7 catalyze the formation of volatile aldoximes involved in poplar defense.
Auteurs : Sandra Irmisch [Allemagne] ; Andrea Clavijo Mccormick ; G Andreas Boeckler ; Axel Schmidt ; Michael Reichelt ; Bernd Schneider ; Katja Block ; Jörg-Peter Schnitzler ; Jonathan Gershenzon ; Sybille B. Unsicker ; Tobias G. KöllnerSource :
- The Plant cell [ 1532-298X ] ; 2013.
Descripteurs français
- KwdFr :
- Alcools (métabolisme), Animaux (MeSH), Composés organiques volatils (analyse), Composés organiques volatils (métabolisme), Cytochrome P-450 enzyme system (génétique), Cytochrome P-450 enzyme system (métabolisme), Feuilles de plante (génétique), Feuilles de plante (métabolisme), Génome végétal (MeSH), Herbivorie (MeSH), Mortalité (MeSH), Nitriles (métabolisme), Oximes (métabolisme), Oximes (pharmacologie), Papillons de nuit (croissance et développement), Papillons de nuit (effets des médicaments et des substances chimiques), Papillons de nuit (physiologie), Phénylalanine (métabolisme), Populus (génétique), Populus (métabolisme), Populus (physiologie), Protéines végétales (génétique), Protéines végétales (métabolisme), Régulation de l'expression des gènes végétaux (MeSH), Tabac (génétique), Tabac (métabolisme), Techniques de knock-down de gènes (MeSH), Végétaux génétiquement modifiés (MeSH).
- MESH :
- analyse : Composés organiques volatils.
- croissance et développement : Papillons de nuit.
- effets des médicaments et des substances chimiques : Papillons de nuit.
- génétique : Cytochrome P-450 enzyme system, Feuilles de plante, Populus, Protéines végétales, Tabac.
- métabolisme : Alcools, Composés organiques volatils, Cytochrome P-450 enzyme system, Feuilles de plante, Nitriles, Oximes, Phénylalanine, Populus, Protéines végétales, Tabac.
- pharmacologie : Oximes.
- physiologie : Papillons de nuit, Populus.
- Animaux, Génome végétal, Herbivorie, Mortalité, Régulation de l'expression des gènes végétaux, Techniques de knock-down de gènes, Végétaux génétiquement modifiés.
English descriptors
- KwdEn :
- Alcohols (metabolism), Animals (MeSH), Cytochrome P-450 Enzyme System (genetics), Cytochrome P-450 Enzyme System (metabolism), Gene Expression Regulation, Plant (MeSH), Gene Knockdown Techniques (MeSH), Genome, Plant (MeSH), Herbivory (MeSH), Mortality (MeSH), Moths (drug effects), Moths (growth & development), Moths (physiology), Nitriles (metabolism), Oximes (metabolism), Oximes (pharmacology), Phenylalanine (metabolism), Plant Leaves (genetics), Plant Leaves (metabolism), Plant Proteins (genetics), Plant Proteins (metabolism), Plants, Genetically Modified (MeSH), Populus (genetics), Populus (metabolism), Populus (physiology), Tobacco (genetics), Tobacco (metabolism), Volatile Organic Compounds (analysis), Volatile Organic Compounds (metabolism).
- MESH :
- chemical , analysis : Volatile Organic Compounds.
- chemical , genetics : Cytochrome P-450 Enzyme System, Plant Proteins.
- chemical , metabolism : Alcohols, Cytochrome P-450 Enzyme System, Nitriles, Oximes, Phenylalanine, Plant Proteins, Volatile Organic Compounds.
- drug effects : Moths.
- genetics : Plant Leaves, Populus, Tobacco.
- growth & development : Moths.
- metabolism : Plant Leaves, Populus, Tobacco.
- chemical , pharmacology : Oximes.
- physiology : Moths, Populus.
- Animals, Gene Expression Regulation, Plant, Gene Knockdown Techniques, Genome, Plant, Herbivory, Mortality, Plants, Genetically Modified.
Abstract
Aldoximes are known as floral and vegetative plant volatiles but also as biosynthetic intermediates for other plant defense compounds. While the cytochrome P450 monooxygenases (CYP) from the CYP79 family forming aldoximes as biosynthetic intermediates have been intensively studied, little is known about the enzymology of volatile aldoxime formation. We characterized two P450 enzymes, CYP79D6v3 and CYP79D7v2, which are involved in herbivore-induced aldoxime formation in western balsam poplar (Populus trichocarpa). Heterologous expression in Saccharomyces cerevisiae revealed that both enzymes produce a mixture of different aldoximes. Knockdown lines of CYP79D6/7 in gray poplar (Populus × canescens) exhibited a decreased emission of aldoximes, nitriles, and alcohols, emphasizing that the CYP79s catalyze the first step in the formation of a complex volatile blend. Aldoxime emission was found to be restricted to herbivore-damaged leaves and is closely correlated with CYP79D6 and CYP79D7 gene expression. The semi-volatile phenylacetaldoxime decreased survival and weight gain of gypsy moth (Lymantria dispar) caterpillars, suggesting that aldoximes may be involved in direct defense. The wide distribution of volatile aldoximes throughout the plant kingdom and the presence of CYP79 genes in all sequenced genomes of angiosperms suggest that volatile formation mediated by CYP79s is a general phenomenon in the plant kingdom.
DOI: 10.1105/tpc.113.118265
PubMed: 24220631
PubMed Central: PMC3875747
Affiliations:
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Le document en format XML
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(genetics)</term><term>Plant Proteins (metabolism)</term><term>Plants, Genetically Modified (MeSH)</term><term>Populus (genetics)</term><term>Populus (metabolism)</term><term>Populus (physiology)</term><term>Tobacco (genetics)</term><term>Tobacco (metabolism)</term><term>Volatile Organic Compounds (analysis)</term><term>Volatile Organic Compounds (metabolism)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Alcools (métabolisme)</term><term>Animaux (MeSH)</term><term>Composés organiques volatils (analyse)</term><term>Composés organiques volatils (métabolisme)</term><term>Cytochrome P-450 enzyme system (génétique)</term><term>Cytochrome P-450 enzyme system (métabolisme)</term><term>Feuilles de plante (génétique)</term><term>Feuilles de plante (métabolisme)</term><term>Génome végétal (MeSH)</term><term>Herbivorie (MeSH)</term><term>Mortalité (MeSH)</term><term>Nitriles (métabolisme)</term><term>Oximes (métabolisme)</term><term>Oximes (pharmacologie)</term><term>Papillons de nuit (croissance et développement)</term><term>Papillons de nuit (effets des médicaments et des substances chimiques)</term><term>Papillons de nuit (physiologie)</term><term>Phénylalanine (métabolisme)</term><term>Populus (génétique)</term><term>Populus (métabolisme)</term><term>Populus (physiologie)</term><term>Protéines végétales (génétique)</term><term>Protéines végétales (métabolisme)</term><term>Régulation de l'expression des gènes végétaux (MeSH)</term><term>Tabac (génétique)</term><term>Tabac (métabolisme)</term><term>Techniques de knock-down de gènes (MeSH)</term><term>Végétaux génétiquement modifiés (MeSH)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="analysis" xml:lang="en"><term>Volatile Organic Compounds</term></keywords><keywords scheme="MESH" type="chemical" qualifier="genetics" xml:lang="en"><term>Cytochrome P-450 Enzyme System</term><term>Plant Proteins</term></keywords><keywords scheme="MESH" type="chemical" qualifier="metabolism" xml:lang="en"><term>Alcohols</term><term>Cytochrome P-450 Enzyme System</term><term>Nitriles</term><term>Oximes</term><term>Phenylalanine</term><term>Plant Proteins</term><term>Volatile Organic Compounds</term></keywords><keywords scheme="MESH" qualifier="analyse" xml:lang="fr"><term>Composés organiques volatils</term></keywords><keywords scheme="MESH" qualifier="croissance et développement" xml:lang="fr"><term>Papillons de nuit</term></keywords><keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Moths</term></keywords><keywords scheme="MESH" qualifier="effets des médicaments et des substances chimiques" xml:lang="fr"><term>Papillons de nuit</term></keywords><keywords scheme="MESH" qualifier="genetics" xml:lang="en"><term>Plant Leaves</term><term>Populus</term><term>Tobacco</term></keywords><keywords scheme="MESH" qualifier="growth & development" xml:lang="en"><term>Moths</term></keywords><keywords scheme="MESH" qualifier="génétique" xml:lang="fr"><term>Cytochrome P-450 enzyme system</term><term>Feuilles de plante</term><term>Populus</term><term>Protéines végétales</term><term>Tabac</term></keywords><keywords scheme="MESH" qualifier="metabolism" xml:lang="en"><term>Plant Leaves</term><term>Populus</term><term>Tobacco</term></keywords><keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr"><term>Alcools</term><term>Composés organiques volatils</term><term>Cytochrome P-450 enzyme system</term><term>Feuilles de plante</term><term>Nitriles</term><term>Oximes</term><term>Phénylalanine</term><term>Populus</term><term>Protéines végétales</term><term>Tabac</term></keywords><keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Oximes</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Oximes</term></keywords><keywords scheme="MESH" qualifier="physiologie" xml:lang="fr"><term>Papillons de nuit</term><term>Populus</term></keywords><keywords scheme="MESH" qualifier="physiology" xml:lang="en"><term>Moths</term><term>Populus</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Animals</term><term>Gene Expression Regulation, Plant</term><term>Gene Knockdown Techniques</term><term>Genome, Plant</term><term>Herbivory</term><term>Mortality</term><term>Plants, Genetically Modified</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Animaux</term><term>Génome végétal</term><term>Herbivorie</term><term>Mortalité</term><term>Régulation de l'expression des gènes végétaux</term><term>Techniques de knock-down de gènes</term><term>Végétaux génétiquement modifiés</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Aldoximes are known as floral and vegetative plant volatiles but also as biosynthetic intermediates for other plant defense compounds. While the cytochrome P450 monooxygenases (CYP) from the CYP79 family forming aldoximes as biosynthetic intermediates have been intensively studied, little is known about the enzymology of volatile aldoxime formation. We characterized two P450 enzymes, CYP79D6v3 and CYP79D7v2, which are involved in herbivore-induced aldoxime formation in western balsam poplar (Populus trichocarpa). Heterologous expression in Saccharomyces cerevisiae revealed that both enzymes produce a mixture of different aldoximes. Knockdown lines of CYP79D6/7 in gray poplar (Populus × canescens) exhibited a decreased emission of aldoximes, nitriles, and alcohols, emphasizing that the CYP79s catalyze the first step in the formation of a complex volatile blend. Aldoxime emission was found to be restricted to herbivore-damaged leaves and is closely correlated with CYP79D6 and CYP79D7 gene expression. The semi-volatile phenylacetaldoxime decreased survival and weight gain of gypsy moth (Lymantria dispar) caterpillars, suggesting that aldoximes may be involved in direct defense. The wide distribution of volatile aldoximes throughout the plant kingdom and the presence of CYP79 genes in all sequenced genomes of angiosperms suggest that volatile formation mediated by CYP79s is a general phenomenon in the plant kingdom.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">24220631</PMID><DateCompleted><Year>2014</Year><Month>10</Month><Day>23</Day></DateCompleted><DateRevised><Year>2018</Year><Month>11</Month><Day>13</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1532-298X</ISSN><JournalIssue CitedMedium="Internet"><Volume>25</Volume><Issue>11</Issue><PubDate><Year>2013</Year><Month>Nov</Month></PubDate></JournalIssue><Title>The Plant cell</Title><ISOAbbreviation>Plant Cell</ISOAbbreviation></Journal><ArticleTitle>Two herbivore-induced cytochrome P450 enzymes CYP79D6 and CYP79D7 catalyze the formation of volatile aldoximes involved in poplar defense.</ArticleTitle><Pagination><MedlinePgn>4737-54</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1105/tpc.113.118265</ELocationID><Abstract><AbstractText>Aldoximes are known as floral and vegetative plant volatiles but also as biosynthetic intermediates for other plant defense compounds. While the cytochrome P450 monooxygenases (CYP) from the CYP79 family forming aldoximes as biosynthetic intermediates have been intensively studied, little is known about the enzymology of volatile aldoxime formation. We characterized two P450 enzymes, CYP79D6v3 and CYP79D7v2, which are involved in herbivore-induced aldoxime formation in western balsam poplar (Populus trichocarpa). Heterologous expression in Saccharomyces cerevisiae revealed that both enzymes produce a mixture of different aldoximes. Knockdown lines of CYP79D6/7 in gray poplar (Populus × canescens) exhibited a decreased emission of aldoximes, nitriles, and alcohols, emphasizing that the CYP79s catalyze the first step in the formation of a complex volatile blend. Aldoxime emission was found to be restricted to herbivore-damaged leaves and is closely correlated with CYP79D6 and CYP79D7 gene expression. The semi-volatile phenylacetaldoxime decreased survival and weight gain of gypsy moth (Lymantria dispar) caterpillars, suggesting that aldoximes may be involved in direct defense. The wide distribution of volatile aldoximes throughout the plant kingdom and the presence of CYP79 genes in all sequenced genomes of angiosperms suggest that volatile formation mediated by CYP79s is a general phenomenon in the plant kingdom.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Irmisch</LastName><ForeName>Sandra</ForeName><Initials>S</Initials><AffiliationInfo><Affiliation>Max Planck Institute for Chemical Ecology, 07745 Jena, Germany.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>McCormick</LastName><ForeName>Andrea Clavijo</ForeName><Initials>AC</Initials></Author><Author ValidYN="Y"><LastName>Boeckler</LastName><ForeName>G Andreas</ForeName><Initials>GA</Initials></Author><Author ValidYN="Y"><LastName>Schmidt</LastName><ForeName>Axel</ForeName><Initials>A</Initials></Author><Author ValidYN="Y"><LastName>Reichelt</LastName><ForeName>Michael</ForeName><Initials>M</Initials></Author><Author ValidYN="Y"><LastName>Schneider</LastName><ForeName>Bernd</ForeName><Initials>B</Initials></Author><Author ValidYN="Y"><LastName>Block</LastName><ForeName>Katja</ForeName><Initials>K</Initials></Author><Author ValidYN="Y"><LastName>Schnitzler</LastName><ForeName>Jörg-Peter</ForeName><Initials>JP</Initials></Author><Author ValidYN="Y"><LastName>Gershenzon</LastName><ForeName>Jonathan</ForeName><Initials>J</Initials></Author><Author ValidYN="Y"><LastName>Unsicker</LastName><ForeName>Sybille B</ForeName><Initials>SB</Initials></Author><Author ValidYN="Y"><LastName>Köllner</LastName><ForeName>Tobias G</ForeName><Initials>TG</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><ArticleDate DateType="Electronic"><Year>2013</Year><Month>11</Month><Day>12</Day></ArticleDate></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Plant Cell</MedlineTA><NlmUniqueID>9208688</NlmUniqueID><ISSNLinking>1040-4651</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000438">Alcohols</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D009570">Nitriles</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D010091">Oximes</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D010940">Plant Proteins</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D055549">Volatile Organic Compounds</NameOfSubstance></Chemical><Chemical><RegistryNumber>47E5O17Y3R</RegistryNumber><NameOfSubstance UI="D010649">Phenylalanine</NameOfSubstance></Chemical><Chemical><RegistryNumber>7028-48-0</RegistryNumber><NameOfSubstance UI="C408881">phenylacetaldoxime</NameOfSubstance></Chemical><Chemical><RegistryNumber>9035-51-2</RegistryNumber><NameOfSubstance UI="D003577">Cytochrome P-450 Enzyme System</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000438" MajorTopicYN="N">Alcohols</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D000818" MajorTopicYN="N">Animals</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D003577" MajorTopicYN="N">Cytochrome P-450 Enzyme System</DescriptorName><QualifierName UI="Q000235" MajorTopicYN="N">genetics</QualifierName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D018506" MajorTopicYN="N">Gene Expression Regulation, Plant</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D055785" MajorTopicYN="N">Gene Knockdown Techniques</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D018745" MajorTopicYN="N">Genome, Plant</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D060434" MajorTopicYN="Y">Herbivory</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D009026" MajorTopicYN="N">Mortality</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D009036" MajorTopicYN="N">Moths</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName><QualifierName UI="Q000254" MajorTopicYN="N">growth & development</QualifierName><QualifierName UI="Q000502" MajorTopicYN="N">physiology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D009570" MajorTopicYN="N">Nitriles</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D010091" MajorTopicYN="N">Oximes</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName><QualifierName UI="Q000494" MajorTopicYN="N">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D010649" MajorTopicYN="N">Phenylalanine</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D018515" MajorTopicYN="N">Plant Leaves</DescriptorName><QualifierName UI="Q000235" MajorTopicYN="N">genetics</QualifierName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D010940" MajorTopicYN="N">Plant Proteins</DescriptorName><QualifierName UI="Q000235" MajorTopicYN="N">genetics</QualifierName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D030821" MajorTopicYN="N">Plants, Genetically 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G" last="Köllner">Tobias G. Köllner</name><name sortKey="Mccormick, Andrea Clavijo" sort="Mccormick, Andrea Clavijo" uniqKey="Mccormick A" first="Andrea Clavijo" last="Mccormick">Andrea Clavijo Mccormick</name><name sortKey="Reichelt, Michael" sort="Reichelt, Michael" uniqKey="Reichelt M" first="Michael" last="Reichelt">Michael Reichelt</name><name sortKey="Schmidt, Axel" sort="Schmidt, Axel" uniqKey="Schmidt A" first="Axel" last="Schmidt">Axel Schmidt</name><name sortKey="Schneider, Bernd" sort="Schneider, Bernd" uniqKey="Schneider B" first="Bernd" last="Schneider">Bernd Schneider</name><name sortKey="Schnitzler, Jorg Peter" sort="Schnitzler, Jorg Peter" uniqKey="Schnitzler J" first="Jörg-Peter" last="Schnitzler">Jörg-Peter Schnitzler</name><name sortKey="Unsicker, Sybille B" sort="Unsicker, Sybille B" uniqKey="Unsicker S" first="Sybille B" last="Unsicker">Sybille B. Unsicker</name></noCountry><country name="Allemagne"><noRegion><name sortKey="Irmisch, Sandra" sort="Irmisch, Sandra" uniqKey="Irmisch S" first="Sandra" last="Irmisch">Sandra Irmisch</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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