Profiling of oligolignols reveals monolignol coupling conditions in lignifying poplar xylem.
Identifieur interne : 004206 ( Main/Exploration ); précédent : 004205; suivant : 004207Profiling of oligolignols reveals monolignol coupling conditions in lignifying poplar xylem.
Auteurs : Kris Morreel [Belgique] ; John Ralph ; Hoon Kim ; Fachuang Lu ; Geert Goeminne ; Sally Ralph ; Eric Messens ; Wout BoerjanSource :
- Plant physiology [ 0032-0889 ] ; 2004.
Descripteurs français
- KwdFr :
- MESH :
- biosynthèse : Lignine.
- composition chimique : Lignine.
- génétique : Lignine, Populus.
- métabolisme : Populus, Végétaux génétiquement modifiés.
- Structure moléculaire.
English descriptors
- KwdEn :
- MESH :
- chemical , biosynthesis : Lignin.
- chemical , chemistry : Lignin.
- chemical , genetics : Lignin.
- genetics : Populus.
- metabolism : Plants, Genetically Modified, Populus.
- Molecular Structure.
Abstract
Lignin is an aromatic heteropolymer, abundantly present in the walls of secondary thickened cells. Although much research has been devoted to the structure and composition of the polymer to obtain insight into lignin polymerization, the low-molecular weight oligolignol fraction has escaped a detailed characterization. This fraction, in contrast to the rather inaccessible polymer, is a simple and accessible model that reveals details about the coupling of monolignols, an issue that has raised considerable controversy over the past years. We have profiled the methanol-soluble oligolignol fraction of poplar (Populus spp.) xylem, a tissue with extensive lignification. Using liquid chromatography-mass spectrometry, chemical synthesis, and nuclear magnetic resonance, we have elucidated the structures of 38 compounds, most of which were dimers, trimers, and tetramers derived from coniferyl alcohol, sinapyl alcohol, their aldehyde analogs, or vanillin. All structures support the recently challenged random chemical coupling hypothesis for lignin polymerization. Importantly, the structures of two oligomers, each containing a gamma-p-hydroxybenzoylated syringyl unit, strongly suggest that sinapyl p-hydroxybenzoate is an authentic precursor for lignin polymerization in poplar.
DOI: 10.1104/pp.104.049304
PubMed: 15516504
PubMed Central: PMC527153
Affiliations:
Links toward previous steps (curation, corpus...)
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J" first="John" last="Ralph">John Ralph</name></author><author><name sortKey="Kim, Hoon" sort="Kim, Hoon" uniqKey="Kim H" first="Hoon" last="Kim">Hoon Kim</name></author><author><name sortKey="Lu, Fachuang" sort="Lu, Fachuang" uniqKey="Lu F" first="Fachuang" last="Lu">Fachuang Lu</name></author><author><name sortKey="Goeminne, Geert" sort="Goeminne, Geert" uniqKey="Goeminne G" first="Geert" last="Goeminne">Geert Goeminne</name></author><author><name sortKey="Ralph, Sally" sort="Ralph, Sally" uniqKey="Ralph S" first="Sally" last="Ralph">Sally Ralph</name></author><author><name sortKey="Messens, Eric" sort="Messens, Eric" uniqKey="Messens E" first="Eric" last="Messens">Eric Messens</name></author><author><name sortKey="Boerjan, Wout" sort="Boerjan, Wout" uniqKey="Boerjan W" first="Wout" last="Boerjan">Wout Boerjan</name></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2004">2004</date><idno type="RBID">pubmed:15516504</idno><idno 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xml:lang="fr">Belgique</country><wicri:regionArea>Department of Plant Systems Biology, Flanders Interuniversity Institute for Biotechnology, Ghent University, B-9052 Ghent</wicri:regionArea><orgName type="university">Université de Gand</orgName><placeName><settlement type="city">Gand</settlement><region>Région flamande</region><region type="district" nuts="2">Province de Flandre-Orientale</region></placeName></affiliation></author><author><name sortKey="Ralph, John" sort="Ralph, John" uniqKey="Ralph J" first="John" last="Ralph">John Ralph</name></author><author><name sortKey="Kim, Hoon" sort="Kim, Hoon" uniqKey="Kim H" first="Hoon" last="Kim">Hoon Kim</name></author><author><name sortKey="Lu, Fachuang" sort="Lu, Fachuang" uniqKey="Lu F" first="Fachuang" last="Lu">Fachuang Lu</name></author><author><name sortKey="Goeminne, Geert" sort="Goeminne, Geert" uniqKey="Goeminne G" first="Geert" last="Goeminne">Geert Goeminne</name></author><author><name sortKey="Ralph, Sally" sort="Ralph, Sally" uniqKey="Ralph S" first="Sally" last="Ralph">Sally Ralph</name></author><author><name sortKey="Messens, Eric" sort="Messens, Eric" uniqKey="Messens E" first="Eric" last="Messens">Eric Messens</name></author><author><name sortKey="Boerjan, Wout" sort="Boerjan, Wout" uniqKey="Boerjan W" first="Wout" last="Boerjan">Wout Boerjan</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>Lignin (biosynthesis)</term><term>Lignin (chemistry)</term><term>Lignin (genetics)</term><term>Molecular Structure (MeSH)</term><term>Plants, Genetically Modified (metabolism)</term><term>Populus (genetics)</term><term>Populus (metabolism)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Lignine (biosynthèse)</term><term>Lignine (composition chimique)</term><term>Lignine (génétique)</term><term>Populus (génétique)</term><term>Populus (métabolisme)</term><term>Structure moléculaire (MeSH)</term><term>Végétaux génétiquement modifiés (métabolisme)</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>Lignin</term></keywords><keywords scheme="MESH" type="chemical" qualifier="genetics" xml:lang="en"><term>Lignin</term></keywords><keywords scheme="MESH" qualifier="biosynthèse" xml:lang="fr"><term>Lignine</term></keywords><keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Lignine</term></keywords><keywords scheme="MESH" qualifier="genetics" xml:lang="en"><term>Populus</term></keywords><keywords scheme="MESH" qualifier="génétique" xml:lang="fr"><term>Lignine</term><term>Populus</term></keywords><keywords scheme="MESH" qualifier="metabolism" xml:lang="en"><term>Plants, Genetically Modified</term><term>Populus</term></keywords><keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr"><term>Populus</term><term>Végétaux génétiquement modifiés</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Molecular Structure</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Structure moléculaire</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Lignin is an aromatic heteropolymer, abundantly present in the walls of secondary thickened cells. Although much research has been devoted to the structure and composition of the polymer to obtain insight into lignin polymerization, the low-molecular weight oligolignol fraction has escaped a detailed characterization. This fraction, in contrast to the rather inaccessible polymer, is a simple and accessible model that reveals details about the coupling of monolignols, an issue that has raised considerable controversy over the past years. We have profiled the methanol-soluble oligolignol fraction of poplar (Populus spp.) xylem, a tissue with extensive lignification. Using liquid chromatography-mass spectrometry, chemical synthesis, and nuclear magnetic resonance, we have elucidated the structures of 38 compounds, most of which were dimers, trimers, and tetramers derived from coniferyl alcohol, sinapyl alcohol, their aldehyde analogs, or vanillin. All structures support the recently challenged random chemical coupling hypothesis for lignin polymerization. Importantly, the structures of two oligomers, each containing a gamma-p-hydroxybenzoylated syringyl unit, strongly suggest that sinapyl p-hydroxybenzoate is an authentic precursor for lignin polymerization in poplar.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">15516504</PMID><DateCompleted><Year>2005</Year><Month>01</Month><Day>13</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>3</Issue><PubDate><Year>2004</Year><Month>Nov</Month></PubDate></JournalIssue><Title>Plant physiology</Title><ISOAbbreviation>Plant Physiol</ISOAbbreviation></Journal><ArticleTitle>Profiling of oligolignols reveals monolignol coupling conditions in lignifying poplar xylem.</ArticleTitle><Pagination><MedlinePgn>3537-49</MedlinePgn></Pagination><Abstract><AbstractText>Lignin is an aromatic heteropolymer, abundantly present in the walls of secondary thickened cells. Although much research has been devoted to the structure and composition of the polymer to obtain insight into lignin polymerization, the low-molecular weight oligolignol fraction has escaped a detailed characterization. This fraction, in contrast to the rather inaccessible polymer, is a simple and accessible model that reveals details about the coupling of monolignols, an issue that has raised considerable controversy over the past years. We have profiled the methanol-soluble oligolignol fraction of poplar (Populus spp.) xylem, a tissue with extensive lignification. Using liquid chromatography-mass spectrometry, chemical synthesis, and nuclear magnetic resonance, we have elucidated the structures of 38 compounds, most of which were dimers, trimers, and tetramers derived from coniferyl alcohol, sinapyl alcohol, their aldehyde analogs, or vanillin. All structures support the recently challenged random chemical coupling hypothesis for lignin polymerization. Importantly, the structures of two oligomers, each containing a gamma-p-hydroxybenzoylated syringyl unit, strongly suggest that sinapyl p-hydroxybenzoate is an authentic precursor for lignin polymerization in poplar.</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>Kim</LastName><ForeName>Hoon</ForeName><Initials>H</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>Ralph</LastName><ForeName>Sally</ForeName><Initials>S</Initials></Author><Author ValidYN="Y"><LastName>Messens</LastName><ForeName>Eric</ForeName><Initials>E</Initials></Author><Author ValidYN="Y"><LastName>Boerjan</LastName><ForeName>Wout</ForeName><Initials>W</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>10</Month><Day>29</Day></ArticleDate></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Plant Physiol</MedlineTA><NlmUniqueID>0401224</NlmUniqueID><ISSNLinking>0032-0889</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>9005-53-2</RegistryNumber><NameOfSubstance UI="D008031">Lignin</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D008031" MajorTopicYN="N">Lignin</DescriptorName><QualifierName UI="Q000096" MajorTopicYN="Y">biosynthesis</QualifierName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000235" MajorTopicYN="N">genetics</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D015394" MajorTopicYN="N">Molecular Structure</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D030821" MajorTopicYN="N">Plants, Genetically Modified</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D032107" MajorTopicYN="N">Populus</DescriptorName><QualifierName UI="Q000235" MajorTopicYN="N">genetics</QualifierName><QualifierName UI="Q000378" 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Boerjan</name><name sortKey="Goeminne, Geert" sort="Goeminne, Geert" uniqKey="Goeminne G" first="Geert" last="Goeminne">Geert Goeminne</name><name sortKey="Kim, Hoon" sort="Kim, Hoon" uniqKey="Kim H" first="Hoon" last="Kim">Hoon Kim</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="Ralph, Sally" sort="Ralph, Sally" uniqKey="Ralph S" first="Sally" last="Ralph">Sally Ralph</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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