Trichloroethylene oxidative metabolism in plants: the trichloroethanol pathway.
Identifieur interne : 004643 ( Main/Exploration ); précédent : 004642; suivant : 004644Trichloroethylene oxidative metabolism in plants: the trichloroethanol pathway.
Auteurs : T Q Shang [États-Unis] ; S L Doty ; A M Wilson ; W N Howald ; M P GordonSource :
- Phytochemistry [ 0031-9422 ] ; 2001.
Descripteurs français
- KwdFr :
- MESH :
- analogues et dérivés : Éthylène chlorohydrine.
- métabolisme : Tabac, Trichloroéthylène, Éthylène chlorohydrine.
- Oxydoréduction, Spectrométrie de masse.
English descriptors
- KwdEn :
- MESH :
- chemical , analogs & derivatives : Ethylene Chlorohydrin.
- chemical , metabolism : Ethylene Chlorohydrin, Trichloroethylene.
- metabolism : Tobacco.
- Mass Spectrometry, Oxidation-Reduction.
Abstract
Trichloroethylene (TCE) is a widespread and persistent environmental contaminant. Recently, plants, poplar trees in particular, have been investigated as a tool to remove TCE from soil and groundwater. The metabolism of TCE in plants is being investigated for two reasons: one, plant uptake and metabolism represent an important aspect of the environmental fate of the contaminant; two, metabolism pattern and metabolite identification will help assess the applicability of phytoremediation. It was previously shown that TCE metabolites in plants are similar to ones that result from cytochrome P450-mediated oxidation in mammals: trichloroethanol, trichloroacetate and dichloroacetate. Our measurements indicate that one of these metabolites, trichloroethanol, is further glycosylated in tobacco and poplar. The glycoside was detected in all tissues (roots, stems and leaves) in comparable levels, and was at least 10 fold more abundant than free trichloroethanol. The glycoside in tobacco was identified as the ss-D-glucoside of trichloroethanol by comparison of the mass spectra and the chromatographic retention time of its acetylation product to that of the synthesized standard. Trichloroethanol and its glucoside did not persist in plant tissue once plants are removed from TCE contaminated water, indicating further metabolism.
DOI: 10.1016/s0031-9422(01)00369-7
PubMed: 11730869
Affiliations:
Links toward previous steps (curation, corpus...)
Le document en format XML
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Recently, plants, poplar trees in particular, have been investigated as a tool to remove TCE from soil and groundwater. The metabolism of TCE in plants is being investigated for two reasons: one, plant uptake and metabolism represent an important aspect of the environmental fate of the contaminant; two, metabolism pattern and metabolite identification will help assess the applicability of phytoremediation. It was previously shown that TCE metabolites in plants are similar to ones that result from cytochrome P450-mediated oxidation in mammals: trichloroethanol, trichloroacetate and dichloroacetate. Our measurements indicate that one of these metabolites, trichloroethanol, is further glycosylated in tobacco and poplar. The glycoside was detected in all tissues (roots, stems and leaves) in comparable levels, and was at least 10 fold more abundant than free trichloroethanol. The glycoside in tobacco was identified as the ss-D-glucoside of trichloroethanol by comparison of the mass spectra and the chromatographic retention time of its acetylation product to that of the synthesized standard. Trichloroethanol and its glucoside did not persist in plant tissue once plants are removed from TCE contaminated water, indicating further metabolism.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">11730869</PMID><DateCompleted><Year>2002</Year><Month>03</Month><Day>07</Day></DateCompleted><DateRevised><Year>2019</Year><Month>09</Month><Day>01</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Print">0031-9422</ISSN><JournalIssue CitedMedium="Print"><Volume>58</Volume><Issue>7</Issue><PubDate><Year>2001</Year><Month>Dec</Month></PubDate></JournalIssue><Title>Phytochemistry</Title><ISOAbbreviation>Phytochemistry</ISOAbbreviation></Journal><ArticleTitle>Trichloroethylene oxidative metabolism in plants: the trichloroethanol pathway.</ArticleTitle><Pagination><MedlinePgn>1055-65</MedlinePgn></Pagination><Abstract><AbstractText>Trichloroethylene (TCE) is a widespread and persistent environmental contaminant. Recently, plants, poplar trees in particular, have been investigated as a tool to remove TCE from soil and groundwater. The metabolism of TCE in plants is being investigated for two reasons: one, plant uptake and metabolism represent an important aspect of the environmental fate of the contaminant; two, metabolism pattern and metabolite identification will help assess the applicability of phytoremediation. It was previously shown that TCE metabolites in plants are similar to ones that result from cytochrome P450-mediated oxidation in mammals: trichloroethanol, trichloroacetate and dichloroacetate. Our measurements indicate that one of these metabolites, trichloroethanol, is further glycosylated in tobacco and poplar. The glycoside was detected in all tissues (roots, stems and leaves) in comparable levels, and was at least 10 fold more abundant than free trichloroethanol. The glycoside in tobacco was identified as the ss-D-glucoside of trichloroethanol by comparison of the mass spectra and the chromatographic retention time of its acetylation product to that of the synthesized standard. Trichloroethanol and its glucoside did not persist in plant tissue once plants are removed from TCE contaminated water, indicating further metabolism.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Shang</LastName><ForeName>T Q</ForeName><Initials>TQ</Initials><AffiliationInfo><Affiliation>Department of Biochemistry, University of Washington, Seattle, WA 98195, USA.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Doty</LastName><ForeName>S L</ForeName><Initials>SL</Initials></Author><Author ValidYN="Y"><LastName>Wilson</LastName><ForeName>A M</ForeName><Initials>AM</Initials></Author><Author ValidYN="Y"><LastName>Howald</LastName><ForeName>W N</ForeName><Initials>WN</Initials></Author><Author ValidYN="Y"><LastName>Gordon</LastName><ForeName>M P</ForeName><Initials>MP</Initials></Author></AuthorList><Language>eng</Language><GrantList CompleteYN="Y"><Grant><GrantID>P42ES04696</GrantID><Acronym>ES</Acronym><Agency>NIEHS NIH HHS</Agency><Country>United States</Country></Grant></GrantList><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013486">Research Support, U.S. Gov't, Non-P.H.S.</PublicationType><PublicationType UI="D013487">Research Support, U.S. Gov't, P.H.S.</PublicationType></PublicationTypeList></Article><MedlineJournalInfo><Country>England</Country><MedlineTA>Phytochemistry</MedlineTA><NlmUniqueID>0151434</NlmUniqueID><ISSNLinking>0031-9422</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>290YE8AR51</RegistryNumber><NameOfSubstance UI="D014241">Trichloroethylene</NameOfSubstance></Chemical><Chemical><RegistryNumber>753N66IHAN</RegistryNumber><NameOfSubstance UI="D005023">Ethylene Chlorohydrin</NameOfSubstance></Chemical><Chemical><RegistryNumber>AW835AJ62N</RegistryNumber><NameOfSubstance UI="C005849">2,2,2-trichloroethanol</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D005023" MajorTopicYN="N">Ethylene Chlorohydrin</DescriptorName><QualifierName UI="Q000031" MajorTopicYN="Y">analogs & derivatives</QualifierName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D013058" MajorTopicYN="N">Mass Spectrometry</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D010084" MajorTopicYN="N">Oxidation-Reduction</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D014026" MajorTopicYN="N">Tobacco</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D014241" MajorTopicYN="N">Trichloroethylene</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>2001</Year><Month>12</Month><Day>4</Day><Hour>10</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2002</Year><Month>3</Month><Day>8</Day><Hour>10</Hour><Minute>1</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2001</Year><Month>12</Month><Day>4</Day><Hour>10</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">11730869</ArticleId><ArticleId IdType="pii">S0031-9422(01)00369-7</ArticleId><ArticleId IdType="doi">10.1016/s0031-9422(01)00369-7</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>États-Unis</li></country><region><li>Washington (État)</li></region><settlement><li>Seattle</li></settlement><orgName><li>Université de Washington</li></orgName></list><tree><noCountry><name sortKey="Doty, S L" sort="Doty, S L" uniqKey="Doty S" first="S L" last="Doty">S L Doty</name><name sortKey="Gordon, M P" sort="Gordon, M P" uniqKey="Gordon M" first="M P" last="Gordon">M P Gordon</name><name sortKey="Howald, W N" sort="Howald, W N" uniqKey="Howald W" first="W N" last="Howald">W N Howald</name><name sortKey="Wilson, A M" sort="Wilson, A M" uniqKey="Wilson A" first="A M" last="Wilson">A M Wilson</name></noCountry><country name="États-Unis"><region name="Washington (État)"><name sortKey="Shang, T Q" sort="Shang, T Q" uniqKey="Shang T" first="T Q" last="Shang">T Q Shang</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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