Biotransformation of 2,4,6-trinitrotoluene with Phanerochaete chrysosporium in agitated cultures at pH 4.5.
Identifieur interne : 000B45 ( Main/Exploration ); précédent : 000B44; suivant : 000B46Biotransformation of 2,4,6-trinitrotoluene with Phanerochaete chrysosporium in agitated cultures at pH 4.5.
Auteurs : J. Hawari [Canada] ; A. Halasz ; S. Beaudet ; L. Paquet ; G. Ampleman ; S. ThiboutotSource :
- Applied and environmental microbiology [ 0099-2240 ] ; 1999.
Descripteurs français
- KwdFr :
- 2,4,6-Trinitro-toluène (métabolisme), Acide citrique (MeSH), Concentration en ions d'hydrogène (MeSH), Dépollution biologique de l'environnement (MeSH), Facteurs temps (MeSH), Milieux de culture (composition chimique), Mélasses (MeSH), Phanerochaete (croissance et développement), Phanerochaete (métabolisme), Spectrométrie de masse (MeSH).
- MESH :
- composition chimique : Milieux de culture.
- croissance et développement : Phanerochaete.
- métabolisme : 2,4,6-Trinitro-toluène, Phanerochaete.
- Acide citrique, Concentration en ions d'hydrogène, Dépollution biologique de l'environnement, Facteurs temps, Mélasses, Spectrométrie de masse.
English descriptors
- KwdEn :
- MESH :
- chemical , chemistry : Culture Media.
- chemical , metabolism : Trinitrotoluene.
- chemical : Citric Acid.
- growth & development : Phanerochaete.
- metabolism : Phanerochaete.
- Biodegradation, Environmental, Hydrogen-Ion Concentration, Mass Spectrometry, Molasses, Time Factors.
Abstract
The biotransformation of 2,4,6-trinitrotoluene (TNT) (175 microM) by Phanerochaete chrysosporium with molasses and citric acid at pH 4.5 was studied. In less than 2 weeks, TNT disappeared completely, but mineralization (liberated 14CO2) did not exceed 1%. A time study revealed the presence of several intermediates, marked by the initial formation of two monohydroxylaminodinitrotoluenes (2- and 4-HADNT) followed by their successive transformation to several other products, including monoaminodinitrotoluenes (ADNT). A group of nine acylated intermediates were also detected. They included 2-N-acetylamido-4,6-dinitrotoluene and its p isomer, 2-formylamido-4, 6-dinitrotoluene and its p isomer (as acylated ADNT), 4-N-acetylamino-2-amino-6-nitrotoluene and 4-N-formylamido-2-amino-6-nitrotoluene (as acetylated DANT), 4-N-acetylhydroxy-2,6-dinitrotoluene and 4-N-acetoxy-2, 6-dinitrotoluene (as acetylated HADNT), and finally 4-N-acetylamido-2-hydroxylamino-6-nitrotoluene. Furthermore, a fraction of HADNTs were found to rearrange to their corresponding phenolamines (Bamberger rearrangement), while another group dimerized to azoxytoluenes which in turn transformed to azo compounds and eventually to the corresponding hydrazo derivatives. After 30 days, all of these metabolites, except traces of 4-ADNT and the hydrazo derivatives, disappeared, but mineralization did not exceed 10% even after the incubation period was increased to 120 days. The biotransformation of TNT was accompanied by the appearance of manganese peroxidase (MnP) and lignin-dependent peroxidase (LiP) activities. MnP activity was observed almost immediately after TNT disappearance, which was the period marked by the appearance of the initial metabolites (HADNT and ADNT), whereas the LiP activity was observed after 8 days of incubation, corresponding to the appearance of the acyl derivatives. Both MnP and LiP activities reached their maximum levels (100 and 10 U/liter, respectively) within 10 to 15 days after inoculation.
DOI: 10.1128/AEM.65.7.2977-2986.1999
PubMed: 10388692
PubMed Central: PMC91445
Affiliations:
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Hawari</name><affiliation wicri:level="1"><nlm:affiliation>Biotechnology Research Institute, National Research Council, Montreal, PQ H4P 2R2, Canada. Jalal.Hawari@NRC.Ca</nlm:affiliation><country xml:lang="fr">Canada</country><wicri:regionArea>Biotechnology Research Institute, National Research Council, Montreal, PQ H4P 2R2</wicri:regionArea><wicri:noRegion>PQ H4P 2R2</wicri:noRegion></affiliation></author><author><name sortKey="Halasz, A" sort="Halasz, A" uniqKey="Halasz A" first="A" last="Halasz">A. Halasz</name></author><author><name sortKey="Beaudet, S" sort="Beaudet, S" uniqKey="Beaudet S" first="S" last="Beaudet">S. Beaudet</name></author><author><name sortKey="Paquet, L" sort="Paquet, L" uniqKey="Paquet L" first="L" last="Paquet">L. Paquet</name></author><author><name sortKey="Ampleman, G" sort="Ampleman, G" uniqKey="Ampleman G" first="G" last="Ampleman">G. Ampleman</name></author><author><name sortKey="Thiboutot, S" sort="Thiboutot, S" uniqKey="Thiboutot S" first="S" last="Thiboutot">S. Thiboutot</name></author></analytic><series><title level="j">Applied and environmental microbiology</title><idno type="ISSN">0099-2240</idno><imprint><date when="1999" type="published">1999</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Biodegradation, Environmental (MeSH)</term><term>Citric Acid (MeSH)</term><term>Culture Media (chemistry)</term><term>Hydrogen-Ion Concentration (MeSH)</term><term>Mass Spectrometry (MeSH)</term><term>Molasses (MeSH)</term><term>Phanerochaete (growth & development)</term><term>Phanerochaete (metabolism)</term><term>Time Factors (MeSH)</term><term>Trinitrotoluene (metabolism)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>2,4,6-Trinitro-toluène (métabolisme)</term><term>Acide citrique (MeSH)</term><term>Concentration en ions d'hydrogène (MeSH)</term><term>Dépollution biologique de l'environnement (MeSH)</term><term>Facteurs temps (MeSH)</term><term>Milieux de culture (composition chimique)</term><term>Mélasses (MeSH)</term><term>Phanerochaete (croissance et développement)</term><term>Phanerochaete (métabolisme)</term><term>Spectrométrie de masse (MeSH)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Culture Media</term></keywords><keywords scheme="MESH" type="chemical" qualifier="metabolism" xml:lang="en"><term>Trinitrotoluene</term></keywords><keywords scheme="MESH" type="chemical" xml:lang="en"><term>Citric Acid</term></keywords><keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Milieux de culture</term></keywords><keywords scheme="MESH" qualifier="croissance et développement" xml:lang="fr"><term>Phanerochaete</term></keywords><keywords scheme="MESH" qualifier="growth & development" xml:lang="en"><term>Phanerochaete</term></keywords><keywords scheme="MESH" qualifier="metabolism" xml:lang="en"><term>Phanerochaete</term></keywords><keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr"><term>2,4,6-Trinitro-toluène</term><term>Phanerochaete</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Biodegradation, Environmental</term><term>Hydrogen-Ion Concentration</term><term>Mass Spectrometry</term><term>Molasses</term><term>Time Factors</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Acide citrique</term><term>Concentration en ions d'hydrogène</term><term>Dépollution biologique de l'environnement</term><term>Facteurs temps</term><term>Mélasses</term><term>Spectrométrie de masse</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The biotransformation of 2,4,6-trinitrotoluene (TNT) (175 microM) by Phanerochaete chrysosporium with molasses and citric acid at pH 4.5 was studied. In less than 2 weeks, TNT disappeared completely, but mineralization (liberated 14CO2) did not exceed 1%. A time study revealed the presence of several intermediates, marked by the initial formation of two monohydroxylaminodinitrotoluenes (2- and 4-HADNT) followed by their successive transformation to several other products, including monoaminodinitrotoluenes (ADNT). A group of nine acylated intermediates were also detected. They included 2-N-acetylamido-4,6-dinitrotoluene and its p isomer, 2-formylamido-4, 6-dinitrotoluene and its p isomer (as acylated ADNT), 4-N-acetylamino-2-amino-6-nitrotoluene and 4-N-formylamido-2-amino-6-nitrotoluene (as acetylated DANT), 4-N-acetylhydroxy-2,6-dinitrotoluene and 4-N-acetoxy-2, 6-dinitrotoluene (as acetylated HADNT), and finally 4-N-acetylamido-2-hydroxylamino-6-nitrotoluene. Furthermore, a fraction of HADNTs were found to rearrange to their corresponding phenolamines (Bamberger rearrangement), while another group dimerized to azoxytoluenes which in turn transformed to azo compounds and eventually to the corresponding hydrazo derivatives. After 30 days, all of these metabolites, except traces of 4-ADNT and the hydrazo derivatives, disappeared, but mineralization did not exceed 10% even after the incubation period was increased to 120 days. The biotransformation of TNT was accompanied by the appearance of manganese peroxidase (MnP) and lignin-dependent peroxidase (LiP) activities. MnP activity was observed almost immediately after TNT disappearance, which was the period marked by the appearance of the initial metabolites (HADNT and ADNT), whereas the LiP activity was observed after 8 days of incubation, corresponding to the appearance of the acyl derivatives. Both MnP and LiP activities reached their maximum levels (100 and 10 U/liter, respectively) within 10 to 15 days after inoculation.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">10388692</PMID><DateCompleted><Year>1999</Year><Month>09</Month><Day>17</Day></DateCompleted><DateRevised><Year>2020</Year><Month>07</Month><Day>24</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Print">0099-2240</ISSN><JournalIssue CitedMedium="Print"><Volume>65</Volume><Issue>7</Issue><PubDate><Year>1999</Year><Month>Jul</Month></PubDate></JournalIssue><Title>Applied and environmental microbiology</Title><ISOAbbreviation>Appl Environ Microbiol</ISOAbbreviation></Journal><ArticleTitle>Biotransformation of 2,4,6-trinitrotoluene with Phanerochaete chrysosporium in agitated cultures at pH 4.5.</ArticleTitle><Pagination><MedlinePgn>2977-86</MedlinePgn></Pagination><Abstract><AbstractText>The biotransformation of 2,4,6-trinitrotoluene (TNT) (175 microM) by Phanerochaete chrysosporium with molasses and citric acid at pH 4.5 was studied. In less than 2 weeks, TNT disappeared completely, but mineralization (liberated 14CO2) did not exceed 1%. A time study revealed the presence of several intermediates, marked by the initial formation of two monohydroxylaminodinitrotoluenes (2- and 4-HADNT) followed by their successive transformation to several other products, including monoaminodinitrotoluenes (ADNT). A group of nine acylated intermediates were also detected. They included 2-N-acetylamido-4,6-dinitrotoluene and its p isomer, 2-formylamido-4, 6-dinitrotoluene and its p isomer (as acylated ADNT), 4-N-acetylamino-2-amino-6-nitrotoluene and 4-N-formylamido-2-amino-6-nitrotoluene (as acetylated DANT), 4-N-acetylhydroxy-2,6-dinitrotoluene and 4-N-acetoxy-2, 6-dinitrotoluene (as acetylated HADNT), and finally 4-N-acetylamido-2-hydroxylamino-6-nitrotoluene. Furthermore, a fraction of HADNTs were found to rearrange to their corresponding phenolamines (Bamberger rearrangement), while another group dimerized to azoxytoluenes which in turn transformed to azo compounds and eventually to the corresponding hydrazo derivatives. After 30 days, all of these metabolites, except traces of 4-ADNT and the hydrazo derivatives, disappeared, but mineralization did not exceed 10% even after the incubation period was increased to 120 days. The biotransformation of TNT was accompanied by the appearance of manganese peroxidase (MnP) and lignin-dependent peroxidase (LiP) activities. MnP activity was observed almost immediately after TNT disappearance, which was the period marked by the appearance of the initial metabolites (HADNT and ADNT), whereas the LiP activity was observed after 8 days of incubation, corresponding to the appearance of the acyl derivatives. Both MnP and LiP activities reached their maximum levels (100 and 10 U/liter, respectively) within 10 to 15 days after inoculation.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Hawari</LastName><ForeName>J</ForeName><Initials>J</Initials><AffiliationInfo><Affiliation>Biotechnology Research Institute, National Research Council, Montreal, PQ H4P 2R2, Canada. Jalal.Hawari@NRC.Ca</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Halasz</LastName><ForeName>A</ForeName><Initials>A</Initials></Author><Author ValidYN="Y"><LastName>Beaudet</LastName><ForeName>S</ForeName><Initials>S</Initials></Author><Author ValidYN="Y"><LastName>Paquet</LastName><ForeName>L</ForeName><Initials>L</Initials></Author><Author ValidYN="Y"><LastName>Ampleman</LastName><ForeName>G</ForeName><Initials>G</Initials></Author><Author ValidYN="Y"><LastName>Thiboutot</LastName><ForeName>S</ForeName><Initials>S</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Appl Environ 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Ampleman</name><name sortKey="Beaudet, S" sort="Beaudet, S" uniqKey="Beaudet S" first="S" last="Beaudet">S. Beaudet</name><name sortKey="Halasz, A" sort="Halasz, A" uniqKey="Halasz A" first="A" last="Halasz">A. Halasz</name><name sortKey="Paquet, L" sort="Paquet, L" uniqKey="Paquet L" first="L" last="Paquet">L. Paquet</name><name sortKey="Thiboutot, S" sort="Thiboutot, S" uniqKey="Thiboutot S" first="S" last="Thiboutot">S. Thiboutot</name></noCountry><country name="Canada"><noRegion><name sortKey="Hawari, J" sort="Hawari, J" uniqKey="Hawari J" first="J" last="Hawari">J. Hawari</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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