Phenolic profiling of caffeic acid O-methyltransferase-deficient poplar reveals novel benzodioxane oligolignols.
Identifieur interne : 004217 ( Main/Exploration ); précédent : 004216; suivant : 004218Phenolic profiling of caffeic acid O-methyltransferase-deficient poplar reveals novel benzodioxane oligolignols.
Auteurs : Kris Morreel [Belgique] ; John Ralph ; Fachuang Lu ; Geert Goeminne ; Roger Busson ; Piet Herdewijn ; Jan L. Goeman ; Johan Van Der Eycken ; Wout Boerjan ; Eric MessensSource :
- Plant physiology [ 0032-0889 ] ; 2004.
Descripteurs français
- KwdFr :
- Alcools (composition chimique), Alcools (métabolisme), Analyse de profil d'expression de gènes (MeSH), Chromatographie en phase liquide à haute performance (MeSH), Cinnamates (métabolisme), Lignanes (composition chimique), Lignanes (métabolisme), Lignine (biosynthèse), Methyltransferases (génétique), Methyltransferases (métabolisme), Phénols (métabolisme), Populus (génétique), Populus (métabolisme), Régulation de l'expression des gènes végétaux (MeSH), Régulation négative (MeSH), Spectrométrie de masse (MeSH), Structure moléculaire (MeSH), Végétaux génétiquement modifiés (MeSH).
- MESH :
- biosynthèse : Lignine.
- composition chimique : Alcools, Lignanes.
- génétique : Methyltransferases, Populus.
- métabolisme : Alcools, Cinnamates, Lignanes, Methyltransferases, Phénols, Populus.
- Analyse de profil d'expression de gènes, Chromatographie en phase liquide à haute performance, Régulation de l'expression des gènes végétaux, Régulation négative, Spectrométrie de masse, Structure moléculaire, Végétaux génétiquement modifiés.
English descriptors
- KwdEn :
- Alcohols (chemistry), Alcohols (metabolism), Chromatography, High Pressure Liquid (MeSH), Cinnamates (metabolism), Down-Regulation (MeSH), Gene Expression Profiling (MeSH), Gene Expression Regulation, Plant (MeSH), Lignans (chemistry), Lignans (metabolism), Lignin (biosynthesis), Mass Spectrometry (MeSH), Methyltransferases (genetics), Methyltransferases (metabolism), Molecular Structure (MeSH), Phenols (metabolism), Plants, Genetically Modified (MeSH), Populus (genetics), Populus (metabolism).
- MESH :
- chemical , biosynthesis : Lignin.
- chemical , chemistry : Alcohols, Lignans.
- chemical , genetics : Methyltransferases.
- chemical , metabolism : Alcohols, Cinnamates, Lignans, Methyltransferases, Phenols.
- genetics : Populus.
- metabolism : Populus.
- Chromatography, High Pressure Liquid, Down-Regulation, Gene Expression Profiling, Gene Expression Regulation, Plant, Mass Spectrometry, Molecular Structure, Plants, Genetically Modified.
Abstract
Caffeic acid O-methyltransferase (COMT) catalyzes preferentially the methylation of 5-hydroxyconiferaldehyde to sinapaldehyde in monolignol biosynthesis. Here, we have compared HPLC profiles of the methanol-soluble phenolics fraction of xylem tissue from COMT-deficient and control poplars (Populus spp.), using statistical analysis of the peak heights. COMT down-regulation results in significant concentration differences for 25 of the 91 analyzed peaks. Eight peaks were exclusively detected in COMT-deficient poplar, of which four could be purified for further identification using mass spectrometry/mass spectrometry, nuclear magnetic resonance, and spiking of synthesized reference compounds. These new compounds were derived from 5-hydroxyconiferyl alcohol or 5-hydroxyconiferaldehyde and were characterized by benzodioxane moieties, a structural type that is also increased in the lignins of COMT-deficient plants. One of these four benzodioxanes amounted to the most abundant oligolignol in the HPLC profile. Furthermore, all of the differentially accumulating oligolignols involving sinapyl units were either reduced in abundance or undetectable. The concentration levels of all identified oligolignols were in agreement with the relative supply of monolignols and with their chemical coupling propensities, which supports the random coupling hypothesis. Chiral HPLC analysis of the most abundant benzodioxane dimer revealed the presence of both enantiomers in equal amounts, indicating that they were formed by radical coupling reactions under simple chemical control rather than guided by dirigent proteins.
DOI: 10.1104/pp.104.049312
PubMed: 15563622
PubMed Central: PMC535834
Affiliations:
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Goeman</name></author><author><name sortKey="Van Der Eycken, Johan" sort="Van Der Eycken, Johan" uniqKey="Van Der Eycken J" first="Johan" last="Van Der Eycken">Johan Van Der Eycken</name></author><author><name sortKey="Boerjan, Wout" sort="Boerjan, Wout" uniqKey="Boerjan W" first="Wout" last="Boerjan">Wout Boerjan</name></author><author><name sortKey="Messens, Eric" sort="Messens, Eric" uniqKey="Messens E" first="Eric" last="Messens">Eric Messens</name></author></analytic><series><title level="j">Plant physiology</title><idno type="ISSN">0032-0889</idno><imprint><date when="2004" type="published">2004</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Alcohols (chemistry)</term><term>Alcohols (metabolism)</term><term>Chromatography, High Pressure Liquid (MeSH)</term><term>Cinnamates (metabolism)</term><term>Down-Regulation (MeSH)</term><term>Gene Expression Profiling (MeSH)</term><term>Gene Expression Regulation, Plant (MeSH)</term><term>Lignans (chemistry)</term><term>Lignans (metabolism)</term><term>Lignin (biosynthesis)</term><term>Mass Spectrometry (MeSH)</term><term>Methyltransferases (genetics)</term><term>Methyltransferases (metabolism)</term><term>Molecular Structure (MeSH)</term><term>Phenols (metabolism)</term><term>Plants, Genetically Modified (MeSH)</term><term>Populus (genetics)</term><term>Populus (metabolism)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Alcools (composition chimique)</term><term>Alcools (métabolisme)</term><term>Analyse de profil d'expression de gènes (MeSH)</term><term>Chromatographie en phase liquide à haute performance (MeSH)</term><term>Cinnamates (métabolisme)</term><term>Lignanes (composition chimique)</term><term>Lignanes (métabolisme)</term><term>Lignine (biosynthèse)</term><term>Methyltransferases (génétique)</term><term>Methyltransferases (métabolisme)</term><term>Phénols (métabolisme)</term><term>Populus (génétique)</term><term>Populus (métabolisme)</term><term>Régulation de l'expression des gènes végétaux (MeSH)</term><term>Régulation négative (MeSH)</term><term>Spectrométrie de masse (MeSH)</term><term>Structure moléculaire (MeSH)</term><term>Végétaux génétiquement modifiés (MeSH)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="biosynthesis" xml:lang="en"><term>Lignin</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Alcohols</term><term>Lignans</term></keywords><keywords scheme="MESH" type="chemical" qualifier="genetics" xml:lang="en"><term>Methyltransferases</term></keywords><keywords scheme="MESH" type="chemical" qualifier="metabolism" xml:lang="en"><term>Alcohols</term><term>Cinnamates</term><term>Lignans</term><term>Methyltransferases</term><term>Phenols</term></keywords><keywords scheme="MESH" qualifier="biosynthèse" xml:lang="fr"><term>Lignine</term></keywords><keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Alcools</term><term>Lignanes</term></keywords><keywords scheme="MESH" qualifier="genetics" xml:lang="en"><term>Populus</term></keywords><keywords scheme="MESH" qualifier="génétique" xml:lang="fr"><term>Methyltransferases</term><term>Populus</term></keywords><keywords scheme="MESH" qualifier="metabolism" xml:lang="en"><term>Populus</term></keywords><keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr"><term>Alcools</term><term>Cinnamates</term><term>Lignanes</term><term>Methyltransferases</term><term>Phénols</term><term>Populus</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Chromatography, High Pressure Liquid</term><term>Down-Regulation</term><term>Gene Expression Profiling</term><term>Gene Expression Regulation, Plant</term><term>Mass Spectrometry</term><term>Molecular Structure</term><term>Plants, Genetically Modified</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Analyse de profil d'expression de gènes</term><term>Chromatographie en phase liquide à haute performance</term><term>Régulation de l'expression des gènes végétaux</term><term>Régulation négative</term><term>Spectrométrie de masse</term><term>Structure moléculaire</term><term>Végétaux génétiquement modifiés</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Caffeic acid O-methyltransferase (COMT) catalyzes preferentially the methylation of 5-hydroxyconiferaldehyde to sinapaldehyde in monolignol biosynthesis. Here, we have compared HPLC profiles of the methanol-soluble phenolics fraction of xylem tissue from COMT-deficient and control poplars (Populus spp.), using statistical analysis of the peak heights. COMT down-regulation results in significant concentration differences for 25 of the 91 analyzed peaks. Eight peaks were exclusively detected in COMT-deficient poplar, of which four could be purified for further identification using mass spectrometry/mass spectrometry, nuclear magnetic resonance, and spiking of synthesized reference compounds. These new compounds were derived from 5-hydroxyconiferyl alcohol or 5-hydroxyconiferaldehyde and were characterized by benzodioxane moieties, a structural type that is also increased in the lignins of COMT-deficient plants. One of these four benzodioxanes amounted to the most abundant oligolignol in the HPLC profile. Furthermore, all of the differentially accumulating oligolignols involving sinapyl units were either reduced in abundance or undetectable. The concentration levels of all identified oligolignols were in agreement with the relative supply of monolignols and with their chemical coupling propensities, which supports the random coupling hypothesis. Chiral HPLC analysis of the most abundant benzodioxane dimer revealed the presence of both enantiomers in equal amounts, indicating that they were formed by radical coupling reactions under simple chemical control rather than guided by dirigent proteins.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">15563622</PMID><DateCompleted><Year>2005</Year><Month>02</Month><Day>11</Day></DateCompleted><DateRevised><Year>2018</Year><Month>11</Month><Day>13</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Print">0032-0889</ISSN><JournalIssue CitedMedium="Print"><Volume>136</Volume><Issue>4</Issue><PubDate><Year>2004</Year><Month>Dec</Month></PubDate></JournalIssue><Title>Plant physiology</Title><ISOAbbreviation>Plant Physiol</ISOAbbreviation></Journal><ArticleTitle>Phenolic profiling of caffeic acid O-methyltransferase-deficient poplar reveals novel benzodioxane oligolignols.</ArticleTitle><Pagination><MedlinePgn>4023-36</MedlinePgn></Pagination><Abstract><AbstractText>Caffeic acid O-methyltransferase (COMT) catalyzes preferentially the methylation of 5-hydroxyconiferaldehyde to sinapaldehyde in monolignol biosynthesis. Here, we have compared HPLC profiles of the methanol-soluble phenolics fraction of xylem tissue from COMT-deficient and control poplars (Populus spp.), using statistical analysis of the peak heights. COMT down-regulation results in significant concentration differences for 25 of the 91 analyzed peaks. Eight peaks were exclusively detected in COMT-deficient poplar, of which four could be purified for further identification using mass spectrometry/mass spectrometry, nuclear magnetic resonance, and spiking of synthesized reference compounds. These new compounds were derived from 5-hydroxyconiferyl alcohol or 5-hydroxyconiferaldehyde and were characterized by benzodioxane moieties, a structural type that is also increased in the lignins of COMT-deficient plants. One of these four benzodioxanes amounted to the most abundant oligolignol in the HPLC profile. Furthermore, all of the differentially accumulating oligolignols involving sinapyl units were either reduced in abundance or undetectable. The concentration levels of all identified oligolignols were in agreement with the relative supply of monolignols and with their chemical coupling propensities, which supports the random coupling hypothesis. Chiral HPLC analysis of the most abundant benzodioxane dimer revealed the presence of both enantiomers in equal amounts, indicating that they were formed by radical coupling reactions under simple chemical control rather than guided by dirigent proteins.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Morreel</LastName><ForeName>Kris</ForeName><Initials>K</Initials><AffiliationInfo><Affiliation>Department of Plant Systems Biology, Flanders Interuniversity Institute for Biotechnology, Ghent University, B-9052 Ghent, Belgium.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Ralph</LastName><ForeName>John</ForeName><Initials>J</Initials></Author><Author ValidYN="Y"><LastName>Lu</LastName><ForeName>Fachuang</ForeName><Initials>F</Initials></Author><Author ValidYN="Y"><LastName>Goeminne</LastName><ForeName>Geert</ForeName><Initials>G</Initials></Author><Author ValidYN="Y"><LastName>Busson</LastName><ForeName>Roger</ForeName><Initials>R</Initials></Author><Author ValidYN="Y"><LastName>Herdewijn</LastName><ForeName>Piet</ForeName><Initials>P</Initials></Author><Author ValidYN="Y"><LastName>Goeman</LastName><ForeName>Jan L</ForeName><Initials>JL</Initials></Author><Author ValidYN="Y"><LastName>Van der Eycken</LastName><ForeName>Johan</ForeName><Initials>J</Initials></Author><Author ValidYN="Y"><LastName>Boerjan</LastName><ForeName>Wout</ForeName><Initials>W</Initials></Author><Author ValidYN="Y"><LastName>Messens</LastName><ForeName>Eric</ForeName><Initials>E</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType><PublicationType UI="D013486">Research Support, U.S. Gov't, Non-P.H.S.</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2004</Year><Month>11</Month><Day>24</Day></ArticleDate></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Plant Physiol</MedlineTA><NlmUniqueID>0401224</NlmUniqueID><ISSNLinking>0032-0889</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000438">Alcohols</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D002934">Cinnamates</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D017705">Lignans</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D010636">Phenols</NameOfSubstance></Chemical><Chemical><RegistryNumber>9005-53-2</RegistryNumber><NameOfSubstance UI="D008031">Lignin</NameOfSubstance></Chemical><Chemical><RegistryNumber>EC 2.1.1.-</RegistryNumber><NameOfSubstance UI="D008780">Methyltransferases</NameOfSubstance></Chemical><Chemical><RegistryNumber>EC 2.1.1.68</RegistryNumber><NameOfSubstance UI="C019608">caffeate O-methyltransferase</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000438" MajorTopicYN="N">Alcohols</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D002851" MajorTopicYN="N">Chromatography, High Pressure Liquid</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D002934" MajorTopicYN="N">Cinnamates</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D015536" MajorTopicYN="N">Down-Regulation</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D020869" MajorTopicYN="N">Gene Expression Profiling</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D018506" MajorTopicYN="N">Gene Expression Regulation, Plant</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D017705" MajorTopicYN="N">Lignans</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D008031" MajorTopicYN="N">Lignin</DescriptorName><QualifierName UI="Q000096" MajorTopicYN="Y">biosynthesis</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D013058" MajorTopicYN="N">Mass Spectrometry</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D008780" MajorTopicYN="N">Methyltransferases</DescriptorName><QualifierName UI="Q000235" MajorTopicYN="N">genetics</QualifierName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D015394" MajorTopicYN="N">Molecular Structure</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D010636" MajorTopicYN="N">Phenols</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D030821" MajorTopicYN="N">Plants, Genetically Modified</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D032107" MajorTopicYN="N">Populus</DescriptorName><QualifierName UI="Q000235" MajorTopicYN="N">genetics</QualifierName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>2004</Year><Month>11</Month><Day>26</Day><Hour>9</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2005</Year><Month>2</Month><Day>12</Day><Hour>9</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate 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IdType="pubmed">11302112</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Physiol. 2002 May;129(1):145-55</Citation><ArticleIdList><ArticleId IdType="pubmed">12011346</ArticleId></ArticleIdList></Reference><Reference><Citation>Proc Natl Acad Sci U S A. 1999 Aug 31;96(18):10045-50</Citation><ArticleIdList><ArticleId IdType="pubmed">10468559</ArticleId></ArticleIdList></Reference><Reference><Citation>Org Biomol Chem. 2003 Jan 21;1(2):268-81</Citation><ArticleIdList><ArticleId IdType="pubmed">12929422</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Physiol. 2001 Aug;126(4):1351-7</Citation><ArticleIdList><ArticleId IdType="pubmed">11500535</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Physiol. 2004 Nov;136(3):3537-49</Citation><ArticleIdList><ArticleId IdType="pubmed">15516504</ArticleId></ArticleIdList></Reference><Reference><Citation>Proc Natl Acad Sci U S A. 1999 Aug 3;96(16):8955-60</Citation><ArticleIdList><ArticleId IdType="pubmed">10430877</ArticleId></ArticleIdList></Reference><Reference><Citation>J Agric Food Chem. 2003 Feb 26;51(5):1313-21</Citation><ArticleIdList><ArticleId IdType="pubmed">12590475</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Physiol. 2000 Aug;123(4):1363-74</Citation><ArticleIdList><ArticleId IdType="pubmed">10938354</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant J. 2001 Jan;25(2):193-202</Citation><ArticleIdList><ArticleId IdType="pubmed">11169195</ArticleId></ArticleIdList></Reference><Reference><Citation>Org Lett. 2000 Jul 27;2(15):2197-200</Citation><ArticleIdList><ArticleId IdType="pubmed">10930242</ArticleId></ArticleIdList></Reference><Reference><Citation>Yakugaku Zasshi. 1984 Oct;104(10):1030-42</Citation><ArticleIdList><ArticleId IdType="pubmed">6530650</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Mol Biol. 1996 Jul;31(4):887-95</Citation><ArticleIdList><ArticleId IdType="pubmed">8806418</ArticleId></ArticleIdList></Reference><Reference><Citation>Annu Rev Plant Biol. 2003;54:519-46</Citation><ArticleIdList><ArticleId IdType="pubmed">14503002</ArticleId></ArticleIdList></Reference><Reference><Citation>Phytochemistry. 2001 Jul;57(6):993-1003</Citation><ArticleIdList><ArticleId IdType="pubmed">11423146</ArticleId></ArticleIdList></Reference><Reference><Citation>Curr Opin Plant Biol. 1999 Apr;2(2):153-62</Citation><ArticleIdList><ArticleId IdType="pubmed">10322202</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Cell. 2002 Jun;14(6):1265-77</Citation><ArticleIdList><ArticleId IdType="pubmed">12084826</ArticleId></ArticleIdList></Reference><Reference><Citation>J Biol Chem. 2000 Nov 24;275(47):36899-909</Citation><ArticleIdList><ArticleId IdType="pubmed">10934215</ArticleId></ArticleIdList></Reference><Reference><Citation>Phytochemistry. 2001 Dec;58(7):1035-42</Citation><ArticleIdList><ArticleId IdType="pubmed">11730866</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Physiol. 2000 Oct;124(2):563-78</Citation><ArticleIdList><ArticleId IdType="pubmed">11027707</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Physiol. 2002 Dec;130(4):1675-85</Citation><ArticleIdList><ArticleId IdType="pubmed">12481050</ArticleId></ArticleIdList></Reference><Reference><Citation>Phytochemistry. 2003 Nov;64(5):1013-21</Citation><ArticleIdList><ArticleId IdType="pubmed">14561519</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Physiol. 1999 Jan;119(1):153-64</Citation><ArticleIdList><ArticleId IdType="pubmed">9880356</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Physiol. 1999 Sep;121(1):215-24</Citation><ArticleIdList><ArticleId IdType="pubmed">10482677</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Mol Biol. 2003 Apr;51(6):973-89</Citation><ArticleIdList><ArticleId IdType="pubmed">12777055</ArticleId></ArticleIdList></Reference><Reference><Citation>Crit Rev Biochem Mol Biol. 2003;38(4):305-50</Citation><ArticleIdList><ArticleId IdType="pubmed">14551235</ArticleId></ArticleIdList></Reference><Reference><Citation>Arch Biochem Biophys. 2000 Mar 1;375(1):175-82</Citation><ArticleIdList><ArticleId IdType="pubmed">10683265</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Cell. 1995 Apr;7(4):407-16</Citation><ArticleIdList><ArticleId IdType="pubmed">7773015</ArticleId></ArticleIdList></Reference><Reference><Citation>J Biol Chem. 2000 Mar 3;275(9):6537-45</Citation><ArticleIdList><ArticleId IdType="pubmed">10692459</ArticleId></ArticleIdList></Reference><Reference><Citation>Planta. 2000 Apr;210(5):831-5</Citation><ArticleIdList><ArticleId IdType="pubmed">10805456</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant J. 2001 Nov;28(3):257-70</Citation><ArticleIdList><ArticleId IdType="pubmed">11722769</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Physiol. 2000 Jul;123(3):853-67</Citation><ArticleIdList><ArticleId IdType="pubmed">10889235</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Cell. 2001 Jul;13(7):1567-86</Citation><ArticleIdList><ArticleId IdType="pubmed">11449052</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Mol Biol. 1998 Nov 1;38(4):513-20</Citation><ArticleIdList><ArticleId IdType="pubmed">9747797</ArticleId></ArticleIdList></Reference><Reference><Citation>Annu Rev Plant Biol. 2004;55:225-61</Citation><ArticleIdList><ArticleId IdType="pubmed">15377220</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Physiol. 1998 May;117(1):101-12</Citation><ArticleIdList><ArticleId IdType="pubmed">9576779</ArticleId></ArticleIdList></Reference><Reference><Citation>Plant Cell. 2001 Jan;13(1):73-88</Citation><ArticleIdList><ArticleId IdType="pubmed">11158530</ArticleId></ArticleIdList></Reference><Reference><Citation>Org Biomol Chem. 2004 Oct 21;2(20):2888-90</Citation><ArticleIdList><ArticleId IdType="pubmed">15480449</ArticleId></ArticleIdList></Reference><Reference><Citation>Phytochemistry. 2003 Jan;62(1):53-65</Citation><ArticleIdList><ArticleId IdType="pubmed">12475619</ArticleId></ArticleIdList></Reference></ReferenceList></PubmedData></pubmed><affiliations><list><country><li>Belgique</li></country><region><li>Province de Flandre-Orientale</li><li>Région flamande</li></region><settlement><li>Gand</li></settlement><orgName><li>Université de Gand</li></orgName></list><tree><noCountry><name sortKey="Boerjan, Wout" sort="Boerjan, Wout" uniqKey="Boerjan W" first="Wout" last="Boerjan">Wout Boerjan</name><name sortKey="Busson, Roger" sort="Busson, Roger" uniqKey="Busson R" first="Roger" last="Busson">Roger Busson</name><name sortKey="Goeman, Jan L" sort="Goeman, Jan L" uniqKey="Goeman J" first="Jan L" last="Goeman">Jan L. Goeman</name><name sortKey="Goeminne, Geert" sort="Goeminne, Geert" uniqKey="Goeminne G" first="Geert" last="Goeminne">Geert Goeminne</name><name sortKey="Herdewijn, Piet" sort="Herdewijn, Piet" uniqKey="Herdewijn P" first="Piet" last="Herdewijn">Piet Herdewijn</name><name sortKey="Lu, Fachuang" sort="Lu, Fachuang" uniqKey="Lu F" first="Fachuang" last="Lu">Fachuang Lu</name><name sortKey="Messens, Eric" sort="Messens, Eric" uniqKey="Messens E" first="Eric" last="Messens">Eric Messens</name><name sortKey="Ralph, John" sort="Ralph, John" uniqKey="Ralph J" first="John" last="Ralph">John Ralph</name><name sortKey="Van Der Eycken, Johan" sort="Van Der Eycken, Johan" uniqKey="Van Der Eycken J" first="Johan" last="Van Der Eycken">Johan Van Der Eycken</name></noCountry><country name="Belgique"><region name="Région flamande"><name sortKey="Morreel, Kris" sort="Morreel, Kris" uniqKey="Morreel K" first="Kris" last="Morreel">Kris Morreel</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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