New hydroxylated metabolites of 4-monochlorobiphenyl in whole poplar plants.
Identifieur interne : 002D80 ( Main/Exploration ); précédent : 002D79; suivant : 002D81New hydroxylated metabolites of 4-monochlorobiphenyl in whole poplar plants.
Auteurs : Guangshu Zhai [États-Unis] ; Hans-Joachim Lehmler ; Jerald L. SchnoorSource :
- Chemistry Central journal [ 1752-153X ] ; 2011.
Abstract
Two new monohydroxy metabolites of 4-monochlorobiphenyl (CB3) were positively identified using three newly synthesized monohydroxy compounds of CB3: 2-hydroxy-4-chlorobiphenyl (2OH-CB3), 3-hydroxy-4-chlorobiphenyl (3OH-CB3) and 4-hydroxy-3-chlorobiphenyl (4OH-CB2). New metabolites of CB3, including 2OH-CB3 and 3OH-CB3, were confirmed in whole poplars (Populus deltoides × nigra, DN34), a model plant in the application of phytoremediation. Furthermore, the concentrations and masses of 2OH-CB3 and 3OH-CB3 formed in various tissues of whole poplar plants and controls were measured. Results showed that 2OH-CB3 was the major product in these two OH-CB3s with chlorine and hydroxyl moieties in the same phenyl ring of CB3. Masses of 2OH-CB3 and 3OH-CB3 in tissues of whole poplar plants were much higher than those in the hydroponic solution, strongly indicating that the poplar plant itself metabolizes CB3 to both 2OH-CB3 and 3OH-CB3. The total yield of 2OH-CB3 and 3OH-CB3, with chlorine and hydroxyl in the same phenyl ring of CB3, was less than that of three previously found OH-CB3s with chlorine and hydroxyl in the opposite phenyl rings of CB3 (2'OH-CB3, 3'OH-CB3, and 4'OH-CB3). Finally, these two newly detected OH-CB3s from CB3 in this work also suggests that the metabolic pathway was via epoxide intermediates. These five OH-CB3s clearly showed the complete metabolism profile from CB3 to monohydroxylated CB3. More importantly, it's the first report and confirmation of 2OH-CB3 and 3OH-CB3 (new metabolites of CB3) in a living organism.
DOI: 10.1186/1752-153X-5-87
PubMed: 22185578
PubMed Central: PMC3260099
Affiliations:
Links toward previous steps (curation, corpus...)
Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">New hydroxylated metabolites of 4-monochlorobiphenyl in whole poplar plants.</title><author><name sortKey="Zhai, Guangshu" sort="Zhai, Guangshu" uniqKey="Zhai G" first="Guangshu" last="Zhai">Guangshu Zhai</name><affiliation wicri:level="4"><nlm:affiliation>Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, IA, 52242, USA. jerald-schnoor@uiowa.edu.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, IA, 52242</wicri:regionArea><orgName type="university">Université de l'Iowa</orgName><placeName><settlement type="city">Iowa City</settlement><region type="state">Iowa</region></placeName></affiliation></author><author><name sortKey="Lehmler, Hans Joachim" sort="Lehmler, Hans Joachim" uniqKey="Lehmler H" first="Hans-Joachim" last="Lehmler">Hans-Joachim Lehmler</name></author><author><name sortKey="Schnoor, Jerald L" sort="Schnoor, Jerald L" uniqKey="Schnoor J" first="Jerald L" last="Schnoor">Jerald L. Schnoor</name></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2011">2011</date><idno type="RBID">pubmed:22185578</idno><idno type="pmid">22185578</idno><idno type="doi">10.1186/1752-153X-5-87</idno><idno type="pmc">PMC3260099</idno><idno type="wicri:Area/Main/Corpus">002C00</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Corpus" wicri:corpus="PubMed">002C00</idno><idno type="wicri:Area/Main/Curation">002C00</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Curation">002C00</idno><idno type="wicri:Area/Main/Exploration">002C00</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">New hydroxylated metabolites of 4-monochlorobiphenyl in whole poplar plants.</title><author><name sortKey="Zhai, Guangshu" sort="Zhai, Guangshu" uniqKey="Zhai G" first="Guangshu" last="Zhai">Guangshu Zhai</name><affiliation wicri:level="4"><nlm:affiliation>Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, IA, 52242, USA. jerald-schnoor@uiowa.edu.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, IA, 52242</wicri:regionArea><orgName type="university">Université de l'Iowa</orgName><placeName><settlement type="city">Iowa City</settlement><region type="state">Iowa</region></placeName></affiliation></author><author><name sortKey="Lehmler, Hans Joachim" sort="Lehmler, Hans Joachim" uniqKey="Lehmler H" first="Hans-Joachim" last="Lehmler">Hans-Joachim Lehmler</name></author><author><name sortKey="Schnoor, Jerald L" sort="Schnoor, Jerald L" uniqKey="Schnoor J" first="Jerald L" last="Schnoor">Jerald L. Schnoor</name></author></analytic><series><title level="j">Chemistry Central journal</title><idno type="eISSN">1752-153X</idno><imprint><date when="2011" type="published">2011</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en"> Two new monohydroxy metabolites of 4-monochlorobiphenyl (CB3) were positively identified using three newly synthesized monohydroxy compounds of CB3: 2-hydroxy-4-chlorobiphenyl (2OH-CB3), 3-hydroxy-4-chlorobiphenyl (3OH-CB3) and 4-hydroxy-3-chlorobiphenyl (4OH-CB2). New metabolites of CB3, including 2OH-CB3 and 3OH-CB3, were confirmed in whole poplars (Populus deltoides × nigra, DN34), a model plant in the application of phytoremediation. Furthermore, the concentrations and masses of 2OH-CB3 and 3OH-CB3 formed in various tissues of whole poplar plants and controls were measured. Results showed that 2OH-CB3 was the major product in these two OH-CB3s with chlorine and hydroxyl moieties in the same phenyl ring of CB3. Masses of 2OH-CB3 and 3OH-CB3 in tissues of whole poplar plants were much higher than those in the hydroponic solution, strongly indicating that the poplar plant itself metabolizes CB3 to both 2OH-CB3 and 3OH-CB3. The total yield of 2OH-CB3 and 3OH-CB3, with chlorine and hydroxyl in the same phenyl ring of CB3, was less than that of three previously found OH-CB3s with chlorine and hydroxyl in the opposite phenyl rings of CB3 (2'OH-CB3, 3'OH-CB3, and 4'OH-CB3). Finally, these two newly detected OH-CB3s from CB3 in this work also suggests that the metabolic pathway was via epoxide intermediates. These five OH-CB3s clearly showed the complete metabolism profile from CB3 to monohydroxylated CB3. More importantly, it's the first report and confirmation of 2OH-CB3 and 3OH-CB3 (new metabolites of CB3) in a living organism.</div></front></TEI><pubmed><MedlineCitation Status="PubMed-not-MEDLINE" Owner="NLM"><PMID Version="1">22185578</PMID><DateCompleted><Year>2012</Year><Month>10</Month><Day>02</Day></DateCompleted><DateRevised><Year>2020</Year><Month>09</Month><Day>30</Day></DateRevised><Article PubModel="Electronic"><Journal><ISSN IssnType="Electronic">1752-153X</ISSN><JournalIssue CitedMedium="Internet"><Volume>5</Volume><PubDate><Year>2011</Year><Month>Dec</Month><Day>20</Day></PubDate></JournalIssue><Title>Chemistry Central journal</Title><ISOAbbreviation>Chem Cent J</ISOAbbreviation></Journal><ArticleTitle>New hydroxylated metabolites of 4-monochlorobiphenyl in whole poplar plants.</ArticleTitle><Pagination><MedlinePgn>87</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1186/1752-153X-5-87</ELocationID><Abstract><AbstractText> Two new monohydroxy metabolites of 4-monochlorobiphenyl (CB3) were positively identified using three newly synthesized monohydroxy compounds of CB3: 2-hydroxy-4-chlorobiphenyl (2OH-CB3), 3-hydroxy-4-chlorobiphenyl (3OH-CB3) and 4-hydroxy-3-chlorobiphenyl (4OH-CB2). New metabolites of CB3, including 2OH-CB3 and 3OH-CB3, were confirmed in whole poplars (Populus deltoides × nigra, DN34), a model plant in the application of phytoremediation. Furthermore, the concentrations and masses of 2OH-CB3 and 3OH-CB3 formed in various tissues of whole poplar plants and controls were measured. Results showed that 2OH-CB3 was the major product in these two OH-CB3s with chlorine and hydroxyl moieties in the same phenyl ring of CB3. Masses of 2OH-CB3 and 3OH-CB3 in tissues of whole poplar plants were much higher than those in the hydroponic solution, strongly indicating that the poplar plant itself metabolizes CB3 to both 2OH-CB3 and 3OH-CB3. The total yield of 2OH-CB3 and 3OH-CB3, with chlorine and hydroxyl in the same phenyl ring of CB3, was less than that of three previously found OH-CB3s with chlorine and hydroxyl in the opposite phenyl rings of CB3 (2'OH-CB3, 3'OH-CB3, and 4'OH-CB3). Finally, these two newly detected OH-CB3s from CB3 in this work also suggests that the metabolic pathway was via epoxide intermediates. These five OH-CB3s clearly showed the complete metabolism profile from CB3 to monohydroxylated CB3. More importantly, it's the first report and confirmation of 2OH-CB3 and 3OH-CB3 (new metabolites of CB3) in a living organism.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Zhai</LastName><ForeName>Guangshu</ForeName><Initials>G</Initials><AffiliationInfo><Affiliation>Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, IA, 52242, USA. jerald-schnoor@uiowa.edu.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Lehmler</LastName><ForeName>Hans-Joachim</ForeName><Initials>HJ</Initials></Author><Author ValidYN="Y"><LastName>Schnoor</LastName><ForeName>Jerald L</ForeName><Initials>JL</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2011</Year><Month>12</Month><Day>20</Day></ArticleDate></Article><MedlineJournalInfo><Country>England</Country><MedlineTA>Chem Cent J</MedlineTA><NlmUniqueID>101314213</NlmUniqueID><ISSNLinking>1752-153X</ISSNLinking></MedlineJournalInfo></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2011</Year><Month>11</Month><Day>08</Day></PubMedPubDate><PubMedPubDate PubStatus="accepted"><Year>2011</Year><Month>12</Month><Day>20</Day></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2011</Year><Month>12</Month><Day>22</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2011</Year><Month>12</Month><Day>22</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2011</Year><Month>12</Month><Day>22</Day><Hour>6</Hour><Minute>1</Minute></PubMedPubDate></History><PublicationStatus>epublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">22185578</ArticleId><ArticleId IdType="pii">1752-153X-5-87</ArticleId><ArticleId IdType="doi">10.1186/1752-153X-5-87</ArticleId><ArticleId IdType="pmc">PMC3260099</ArticleId></ArticleIdList><ReferenceList><Reference><Citation>Chemosphere. 2010 Sep;81(4):523-8</Citation><ArticleIdList><ArticleId IdType="pubmed">20708213</ArticleId></ArticleIdList></Reference><Reference><Citation>Environ Sci Technol. 2010 May 15;44(10):3901-7</Citation><ArticleIdList><ArticleId IdType="pubmed">20402517</ArticleId></ArticleIdList></Reference><Reference><Citation>Appl Microbiol Biotechnol. 2004 Aug;65(3):250-8</Citation><ArticleIdList><ArticleId IdType="pubmed">15248039</ArticleId></ArticleIdList></Reference><Reference><Citation>Xenobiotica. 1989 Nov;19(11):1307-18</Citation><ArticleIdList><ArticleId IdType="pubmed">2515663</ArticleId></ArticleIdList></Reference><Reference><Citation>Chem Res Toxicol. 1996 Jan-Feb;9(1):158-64</Citation><ArticleIdList><ArticleId IdType="pubmed">8924585</ArticleId></ArticleIdList></Reference><Reference><Citation>Chemosphere. 2001 Dec;45(8):1119-27</Citation><ArticleIdList><ArticleId IdType="pubmed">11695625</ArticleId></ArticleIdList></Reference><Reference><Citation>Environ Toxicol Pharmacol. 2008 Mar;25(2):260-6</Citation><ArticleIdList><ArticleId IdType="pubmed">18438460</ArticleId></ArticleIdList></Reference><Reference><Citation>Xenobiotica. 1987 Aug;17 (8):897-910</Citation><ArticleIdList><ArticleId IdType="pubmed">3118581</ArticleId></ArticleIdList></Reference><Reference><Citation>Chem Biol Interact. 2006 Feb 25;159(3):235-46</Citation><ArticleIdList><ArticleId IdType="pubmed">16413005</ArticleId></ArticleIdList></Reference><Reference><Citation>Sci Total Environ. 2004 Sep 20;331(1-3):125-41</Citation><ArticleIdList><ArticleId IdType="pubmed">15325145</ArticleId></ArticleIdList></Reference><Reference><Citation>Chemosphere. 2009 Feb;74(7):950-61</Citation><ArticleIdList><ArticleId IdType="pubmed">19054541</ArticleId></ArticleIdList></Reference><Reference><Citation>Science. 1974 Aug 16;185(4151):573-82</Citation><ArticleIdList><ArticleId IdType="pubmed">4841570</ArticleId></ArticleIdList></Reference><Reference><Citation>Environ Sci Technol. 2006 Aug 1;40(15):4633-8</Citation><ArticleIdList><ArticleId IdType="pubmed">16913117</ArticleId></ArticleIdList></Reference><Reference><Citation>Aquat Toxicol. 2006 Jun 15;78(2):176-85</Citation><ArticleIdList><ArticleId IdType="pubmed">16621064</ArticleId></ArticleIdList></Reference><Reference><Citation>Environ Health Perspect. 2007 Jan;115(1):20-7</Citation><ArticleIdList><ArticleId IdType="pubmed">17366814</ArticleId></ArticleIdList></Reference><Reference><Citation>Environ Sci Technol. 2002 Nov 15;36(22):4735-40</Citation><ArticleIdList><ArticleId IdType="pubmed">12487293</ArticleId></ArticleIdList></Reference><Reference><Citation>Chem Res Toxicol. 2004 Mar;17(3):340-7</Citation><ArticleIdList><ArticleId IdType="pubmed">15025504</ArticleId></ArticleIdList></Reference><Reference><Citation>Reprod Toxicol. 2005 May-Jun;20(1):57-64</Citation><ArticleIdList><ArticleId IdType="pubmed">15808786</ArticleId></ArticleIdList></Reference><Reference><Citation>Arch Biochem Biophys. 1995 Mar 10;317(2):464-70</Citation><ArticleIdList><ArticleId IdType="pubmed">7893164</ArticleId></ArticleIdList></Reference><Reference><Citation>Arch Biochem Biophys. 2003 Jan 1;409(1):59-71</Citation><ArticleIdList><ArticleId IdType="pubmed">12464245</ArticleId></ArticleIdList></Reference><Reference><Citation>J Environ Monit. 2004 Sep;6(9):758-65</Citation><ArticleIdList><ArticleId IdType="pubmed">15346180</ArticleId></ArticleIdList></Reference></ReferenceList></PubmedData></pubmed><affiliations><list><country><li>États-Unis</li></country><region><li>Iowa</li></region><settlement><li>Iowa City</li></settlement><orgName><li>Université de l'Iowa</li></orgName></list><tree><noCountry><name sortKey="Lehmler, Hans Joachim" sort="Lehmler, Hans Joachim" uniqKey="Lehmler H" first="Hans-Joachim" last="Lehmler">Hans-Joachim Lehmler</name><name sortKey="Schnoor, Jerald L" sort="Schnoor, Jerald L" uniqKey="Schnoor J" first="Jerald L" last="Schnoor">Jerald L. Schnoor</name></noCountry><country name="États-Unis"><region name="Iowa"><name sortKey="Zhai, Guangshu" sort="Zhai, Guangshu" uniqKey="Zhai G" first="Guangshu" last="Zhai">Guangshu Zhai</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Bois/explor/PoplarV1/Data/Main/Exploration
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 002D80 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd -nk 002D80 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= Bois
|area= PoplarV1
|flux= Main
|étape= Exploration
|type= RBID
|clé= pubmed:22185578
|texte= New hydroxylated metabolites of 4-monochlorobiphenyl in whole poplar plants.
}}
Pour générer des pages wiki
HfdIndexSelect -h $EXPLOR_AREA/Data/Main/Exploration/RBID.i -Sk "pubmed:22185578" \
| HfdSelect -Kh $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd \
| NlmPubMed2Wicri -a PoplarV1
| This area was generated with Dilib version V0.6.37. |  |