Die Wirkungsweise herbizidaler Chloracetamide

dc.contributor.authorMatthes, Bernddeu
dc.date.accessioned2011-03-24T17:38:50Zdeu
dc.date.available2011-03-24T17:38:50Zdeu
dc.date.issued2001deu
dc.description.abstractThis study verifies the significance of very-long-chain fatty acids (VLCFAs), consisting of more than 18 carbon atoms, for the vitality of higher plants. The key enzyme of VLCFA biosynthesis, the extraplastidary fatty acid elongase, is shown for the first time to be the primary target site of chloroacetamide herbicides.
With an analysis of the fatty acid composition and the metabolism of 14C-labelled precursors (sterate, malonate, acetate), the reduction of VLCFAs was determined in vivo. The inhibition of the recombinant protein substantiates the first and rate-limiting step of VLCFA biosynthesis, the condensation of acyl-CoA with malonyl-CoA to b-ketoacyl-CoA, to be the primary target site of chloroacetamides (I50 = 10-100 nM).
The concentration of VLCFAs within the untreated cell is low, the very-long-chain compounds are found mainly in plasma membrane lipids and epicuticular waxes. A shift of fatty acids towards shorter chain length or even the complete depletion of very-long-chain components is the consequence of the inhibition of VLCFA biosynthesis. Especially the loss of plasma membrane VLCFAs is involved in phytotxic effects of chloroacetamides such as the inhibition of membrane biogenesis and mitosis.
eng
dc.description.versionpublished
dc.format.mimetypeapplication/pdfdeu
dc.identifier.ppn092183670deu
dc.identifier.urihttp://kops.uni-konstanz.de/handle/123456789/7958
dc.language.isodeudeu
dc.legacy.dateIssued2001deu
dc.rightsterms-of-usedeu
dc.rights.urihttps://rightsstatements.org/page/InC/1.0/deu
dc.subjectChloracetamidedeu
dc.subjectMetazachlordeu
dc.subjectVLCFAdeu
dc.subjectHerbicidedeu
dc.subjectPlasma Membranedeu
dc.subjectWaxdeu
dc.subjectFatty Aciddeu
dc.subjectChloroacetamidedeu
dc.subject.ddc570deu
dc.subject.gndHerbiziddeu
dc.subject.gndPlasmamembrandeu
dc.subject.gndWachsdeu
dc.subject.gndFettsäuredeu
dc.titleDie Wirkungsweise herbizidaler Chloracetamidedeu
dc.title.alternativeMode of action of chloroacetamide herbicideseng
dc.typeDOCTORAL_THESISdeu
dspace.entity.typePublication
kops.citation.bibtex
@phdthesis{Matthes2001Wirku-7958,
  year={2001},
  title={Die Wirkungsweise herbizidaler Chloracetamide},
  author={Matthes, Bernd},
  address={Konstanz},
  school={Universität Konstanz}
}
kops.citation.iso690MATTHES, Bernd, 2001. Die Wirkungsweise herbizidaler Chloracetamide [Dissertation]. Konstanz: University of Konstanzdeu
kops.citation.iso690MATTHES, Bernd, 2001. Die Wirkungsweise herbizidaler Chloracetamide [Dissertation]. Konstanz: University of Konstanzeng
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    <dcterms:abstract xml:lang="eng">This study verifies the significance of very-long-chain fatty acids (VLCFAs), consisting of more than 18 carbon atoms, for the vitality of higher plants. The key enzyme of VLCFA biosynthesis, the extraplastidary fatty acid elongase, is shown for the first time to be the primary target site of chloroacetamide herbicides.&lt;br /&gt;With an analysis of the fatty acid composition and the metabolism of 14C-labelled precursors (sterate, malonate, acetate), the reduction of VLCFAs was determined in vivo. The inhibition of the recombinant protein substantiates the first and rate-limiting step of VLCFA biosynthesis, the condensation of acyl-CoA with malonyl-CoA to b-ketoacyl-CoA, to be the primary target site of chloroacetamides (I50 = 10-100 nM).&lt;br /&gt;The concentration of VLCFAs within the untreated cell is low, the very-long-chain compounds are found mainly in plasma membrane lipids and epicuticular waxes. A shift of fatty acids towards shorter chain length or even the complete depletion of very-long-chain components is the consequence of the inhibition of VLCFA biosynthesis. Especially the loss of plasma membrane VLCFAs is involved in phytotxic effects of chloroacetamides such as the inhibition of membrane biogenesis and mitosis.</dcterms:abstract>
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kops.date.examination2001-05-03deu
kops.description.abstractDiese Arbeit beschreibt die Bedeutung von Fettsäuren mit mehr als 18 Kohlenstoffatomen (very-long-chain fatty acids, VLCFAs) für die Vitalität höherer Pflanzen. Die Untersuchungen belegen erstmals, daß das Schlüsselenzym der VLCFA-Biosynthese, die extraplastidäre Fettsäure-Elongase, der primäre Angriffspunkt herbizidaler Chloracetamide ist.<br />Anhand des Fettsäurespektrums und der Metabolisierung 14C-markierter Fettsäure-Vorläufer (Stearat, Malonat und Acetat) ist der Rückgang der VLCFAs in vivo nachweisbar. Zellfreie Untersuchungen am rekombinanten Protein belegen, daß der erste und geschwindigkeits-bestimmende Schritt der 4-stufigen Fettsäure-Elongation, die Kondensationsreaktion von Acyl-CoA mit Malonyl-CoA zum b-Ketoacyl-CoA, durch Chloracetamide empfindlich gehemmt wird (I50 = 10-100 nM).<br />Der VLCFA-Gehalt in der unbehandelten Zelle ist insgesamt gering, sehr langkettige Komponenten werden vor allem in Plasmamembran-Lipiden und epicuticularen Wachsen gefunden; die Hemmung der VLCFA-Biosynthese führt zunächst zu einer Verschiebung der Acylketten-Zusammensetzung hin zu kürzeren Kettenlängen bis zum vollständigen Fehlen sehr langkettiger Komponenten. Insbesondere die Ausdünnung der Plasmamembran-VLCFAs steht somit im unmittelbaren Zusammenhang mit den gefundenen phytotoxischen Wirkungen der Chloracetamide, nämlich der Hemmung von Membran-Biogenese und Zellteilung.deu
kops.description.openAccessopenaccessgreen
kops.identifier.nbnurn:nbn:de:bsz:352-opus-6617deu
kops.opus.id661deu

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