Microbial transformation of the herbicide metolachlor by a soil actinomycete
Transformation of metolachlor (2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)-a cetamide) was studied with an actinomycete strain isolated from metolachlor-contaminated soil. Eight metabolites were obtained and identified by mass and NMR spectral analysis. Benzylic hydroxylation of...
Saved in:
| Published in | Journal of agricultural and food chemistry Vol. 33; no. 4; pp. 584 - 589 |
|---|---|
| Main Authors | , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Washington, DC
American Chemical Society
01.07.1985
|
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | Transformation of metolachlor (2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)-a cetamide) was studied with an actinomycete strain isolated from metolachlor-contaminated soil. Eight metabolites were obtained and identified by mass and NMR spectral analysis. Benzylic hydroxylation of the aralkyl side chains and/or demethylation at the N-alkyl substituent appeared to be the only transformations involved. All metabolites had a monochlorine isotopic pattern, indicating that no dehalogenation of the chloroacetyl moiety occurred. |
|---|---|
| AbstractList | Transformation of metolachlor (2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)-a cetamide) was studied with an actinomycete strain isolated from metolachlor-contaminated soil. Eight metabolites were obtained and identified by mass and NMR spectral analysis. Benzylic hydroxylation of the aralkyl side chains and/or demethylation at the N-alkyl substituent appeared to be the only transformations involved. All metabolites had a monochlorine isotopic pattern, indicating that no dehalogenation of the chloroacetyl moiety occurred. |
| Author | Krause, Adam Hancock, W. Gregory Freyer, Alan J Liu, Shuyen Minard, Robert D Honeycutt, Richard C Paulson, Donald L Bollag, Jean Marc LeBaron, Homer M |
| Author_xml | – sequence: 1 givenname: Adam surname: Krause fullname: Krause, Adam – sequence: 2 givenname: W. Gregory surname: Hancock fullname: Hancock, W. Gregory – sequence: 3 givenname: Robert D surname: Minard fullname: Minard, Robert D – sequence: 4 givenname: Alan J surname: Freyer fullname: Freyer, Alan J – sequence: 5 givenname: Richard C surname: Honeycutt fullname: Honeycutt, Richard C – sequence: 6 givenname: Homer M surname: LeBaron fullname: LeBaron, Homer M – sequence: 7 givenname: Donald L surname: Paulson fullname: Paulson, Donald L – sequence: 8 givenname: Shuyen surname: Liu fullname: Liu, Shuyen – sequence: 9 givenname: Jean Marc surname: Bollag fullname: Bollag, Jean Marc |
| BackLink | http://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=9260963$$DView record in Pascal Francis |
| BookMark | eNptkE9P5DAMxSPESjvMctovkAOCAyrrNE3aHhHir2ZhV8A5ctNEk6FtIMlIzLcnaBDiwMmS38_P9tsju5OfDCG_GZwwKNmflQUAWSFAs0NmTJRQCMaaXTKDLBeNkOwn2YtxlbFG1DAji79OB985HGgKOEXrw4jJ-Yl6S9PS0KUJndOuN3Q0yQ-ol4MPtNtQpNG7gaJObvLjRptkfpEfFodo9j_qnDxenD-cXRWLu8vrs9NFgVVZp6IE0KIBzUXbgQTZV6bXHE3Xl6K3dSvAdl1VcVaCrpBZC9JIDblfctu0nM_J4db3OfiXtYlJjS5qMww4Gb-OilUceMubDB5vwfxjjMFY9RzciGGjGKj3xNSXxDJ98GGLUeNgcx7axc-RtpTQyvftxRZzMZnXTxnDk5I1r4V6-HevrhaXN_es-a9uM3-05VFHtfLrMOVsvj3gDZtpiAA |
| CODEN | JAFCAU |
| CitedBy_id | crossref_primary_10_1021_jf103508w crossref_primary_10_1016_j_pestbp_2019_11_018 crossref_primary_10_1016_j_scitotenv_2009_03_028 crossref_primary_10_1080_03601230009373293 crossref_primary_10_1080_09593330_2014_931468 crossref_primary_10_1021_jf010850d crossref_primary_10_1016_j_pestbp_2016_11_010 crossref_primary_10_1021_es050268w crossref_primary_10_1016_j_scitotenv_2011_12_004 crossref_primary_10_1021_jf048766w crossref_primary_10_1021_acs_oprd_7b00216 crossref_primary_10_1021_es100549v crossref_primary_10_1021_jf050064z crossref_primary_10_1081_PFC_200026901 crossref_primary_10_1021_jf0008543 crossref_primary_10_1007_BF00114625 crossref_primary_10_1007_s10532_017_9817_6 crossref_primary_10_1016_j_tetlet_2016_10_077 crossref_primary_10_1002_tox_2530100404 crossref_primary_10_1017_S0043174500081650 crossref_primary_10_1021_jf0511143 crossref_primary_10_1016_0048_9697_94_90110_4 crossref_primary_10_7585_kjps_2020_24_1_71 crossref_primary_10_1017_S0043174500076463 crossref_primary_10_1016_j_ibiod_2006_07_014 crossref_primary_10_1021_jf960123w crossref_primary_10_1080_03601230009373302 crossref_primary_10_1016_j_envpol_2009_11_003 crossref_primary_10_1897_04_533R_1 crossref_primary_10_1002_etc_3318 crossref_primary_10_1007_BF00117047 crossref_primary_10_1007_s00767_022_00534_1 crossref_primary_10_1016_S0269_7491_99_00197_9 crossref_primary_10_1021_es9503600 crossref_primary_10_1002_etc_545 crossref_primary_10_1016_S0269_7491_01_00334_7 crossref_primary_10_1017_S0043174500057118 crossref_primary_10_1017_wet_2019_121 crossref_primary_10_1080_02757540802032173 crossref_primary_10_1007_s11356_012_0999_5 crossref_primary_10_1080_03601234_2010_502468 crossref_primary_10_1007_s00248_007_9289_z crossref_primary_10_1007_s10661_015_4986_4 crossref_primary_10_1016_0043_1354_94_00352_8 crossref_primary_10_1080_10408419991299194 crossref_primary_10_1080_1065657X_1995_10701804 crossref_primary_10_1021_es051915m crossref_primary_10_1021_jf990618w crossref_primary_10_1017_S0890037X00045188 crossref_primary_10_1016_S0021_9673_01_82144_0 crossref_primary_10_1080_02772249909358672 crossref_primary_10_1017_S0043174500067977 |
| ContentType | Journal Article |
| Copyright | 1985 INIST-CNRS |
| Copyright_xml | – notice: 1985 INIST-CNRS |
| DBID | BSCLL IQODW AAYXX CITATION 7QL 7QO 7SN 7T2 7T7 7TV 7U2 8FD C1K FR3 P64 |
| DOI | 10.1021/jf00064a008 |
| DatabaseName | Istex Pascal-Francis CrossRef Bacteriology Abstracts (Microbiology B) Biotechnology Research Abstracts Ecology Abstracts Health and Safety Science Abstracts (Full archive) Industrial and Applied Microbiology Abstracts (Microbiology A) Pollution Abstracts Safety Science and Risk Technology Research Database Environmental Sciences and Pollution Management Engineering Research Database Biotechnology and BioEngineering Abstracts |
| DatabaseTitle | CrossRef Biotechnology Research Abstracts Technology Research Database Bacteriology Abstracts (Microbiology B) Health & Safety Science Abstracts Safety Science and Risk Engineering Research Database Ecology Abstracts Industrial and Applied Microbiology Abstracts (Microbiology A) Pollution Abstracts Biotechnology and BioEngineering Abstracts Environmental Sciences and Pollution Management |
| DatabaseTitleList | Biotechnology Research Abstracts |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Agriculture |
| EISSN | 1520-5118 |
| EndPage | 589 |
| ExternalDocumentID | 10_1021_jf00064a008 9260963 ark_67375_TPS_HLGJS18Q_N b766134903 |
| GroupedDBID | - 08R 1WB 53G 55A 5GY 5VS 85S AABXI ABDTD ABFLS ABMVS ACGFS ACJ ACKIV ACS AENEX AFFNX AGXLV ALMA_UNASSIGNED_HOLDINGS ANTXH AQSVZ BAANH CS3 DU5 F5P G8K GJ GX1 JG JG~ LG6 NHB OHT P2P RNS ROL TWZ VG9 W1F WH7 X XFK ZCG --- -~X .GJ .K2 ABHMW ABJNI ACGFO AHGAQ BSCLL GGK .55 4.4 7~N 8W4 AAYJJ ABFRP ABQRX ABUCX ACMLT ADGIM ADHLV AEESW AFEFF EBS ED~ EJD GNL IH9 IHE IQODW MVM UI2 VF5 X7M AAHBH AAYXX CITATION CUPRZ 7QL 7QO 7SN 7T2 7T7 7TV 7U2 8FD C1K FR3 P64 |
| ID | FETCH-LOGICAL-a427t-200c580c359b0606d4edc3aebd25df7950fbb443120c4a1ff06e6c095023f8933 |
| IEDL.DBID | ACS |
| ISSN | 0021-8561 |
| IngestDate | Fri Aug 16 08:29:32 EDT 2024 Fri Aug 23 00:57:57 EDT 2024 Fri Nov 25 18:03:01 EST 2022 Wed Jan 17 04:52:19 EST 2024 Thu Feb 04 21:42:53 EST 2021 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 4 |
| Keywords | Actinomycetales Biodegradation Soil Bacteria Microflora Actinomycetes Herbicide |
| Language | English |
| License | CC BY 4.0 |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-a427t-200c580c359b0606d4edc3aebd25df7950fbb443120c4a1ff06e6c095023f8933 |
| Notes | istex:764ABA89437740FD018085C9062572E43E2DBB01 ark:/67375/TPS-HLGJS18Q-N ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-1 content type line 23 |
| PQID | 14303938 |
| PQPubID | 23462 |
| PageCount | 6 |
| ParticipantIDs | proquest_miscellaneous_14303938 crossref_primary_10_1021_jf00064a008 pascalfrancis_primary_9260963 istex_primary_ark_67375_TPS_HLGJS18Q_N acs_journals_10_1021_jf00064a008 |
| ProviderPackageCode | JG~ 55A AABXI ACJ AGXLV VG9 W1F ANTXH ACS ABMVS 1WB BAANH AQSVZ |
| PublicationCentury | 1900 |
| PublicationDate | 1985-07 |
| PublicationDateYYYYMMDD | 1985-07-01 |
| PublicationDate_xml | – month: 07 year: 1985 text: 1985-07 |
| PublicationDecade | 1980 |
| PublicationPlace | Washington, DC |
| PublicationPlace_xml | – name: Washington, DC |
| PublicationTitle | Journal of agricultural and food chemistry |
| PublicationTitleAlternate | J. Agric. Food Chem |
| PublicationYear | 1985 |
| Publisher | American Chemical Society |
| Publisher_xml | – name: American Chemical Society |
| SSID | ssj0008570 |
| Score | 1.5143638 |
| Snippet | Transformation of metolachlor (2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)-a cetamide) was studied with an actinomycete strain isolated... |
| SourceID | proquest crossref pascalfrancis istex acs |
| SourceType | Aggregation Database Index Database Publisher |
| StartPage | 584 |
| SubjectTerms | Actinomycetes Agronomy. Soil science and plant productions Animal, plant and microbial ecology biodegradation Biological and medical sciences Chemical, physicochemical, biochemical and biological properties Fundamental and applied biological sciences. Psychology herbicides metolachlor Microbial ecology Physics, chemistry, biochemistry and biology of agricultural and forest soils Soil Soil science soils |
| Title | Microbial transformation of the herbicide metolachlor by a soil actinomycete |
| URI | http://dx.doi.org/10.1021/jf00064a008 https://api.istex.fr/ark:/67375/TPS-HLGJS18Q-N/fulltext.pdf https://search.proquest.com/docview/14303938 |
| Volume | 33 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwhV1LT8MwDI4QXODAGzGeOSBuhT6SNT0ixJgQINBA4lYlTgLj0aK1k4Bfj9N24ym4x5JjJ_Fn-bNDyA5vs4BB7NgNjHlMgPUEMO4JAbFJpGYyco3CZ-ft7jU7ueE3HySa7xX8MNi_t1XclFVL71TouIMOAR32xg-um9FeMzkCTyAeaNrwvgm78APFl_Az5Sz54uiQskCL2Porix-vchVqOnOkM2rYqRkmD3vDUu3B28_5jX_vYp7MNmCTHtSnY4FMmGyRzBzcDpqBG2aJnJ71q1FMuKz8hGHzjOaWIjik6FPVh7429MmUmAfDHWb4VL1SSYu8_0hdY4TriwBE38vkunN0ddj1mh8WPMnCuHRXBLjwIeKJ8jGV0cxoiKRROuTaxgn3rVIMMUboA5OBtX7btAFRGUZ6i0gnWiGTWZ6ZVUKVZtpqoZlCCeBKMl-xyAcBSmrwwxZBhYq0uSFFWhW_Q0w-PgzTIjsj36TP9ayN35ftVn4br5GDB0dPi3l6ddFLu6fHJ71AXKbnLbL5xbFjgQSTOHx4WmR75OgUL5WrlMjM5ENUDjWPkkis_a_0OpkOEsFrBu8GmSwHQ7OJOKVUW9UpfQf2weA8 |
| link.rule.ids | 315,786,790,2782,27109,27957,27958,57093,57143 |
| linkProvider | American Chemical Society |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV3db9MwED9N2wPwwDeiwJgfJp7IyIfdOI_TxCijrUDtpL1F9tmGMpZMTSoBfz1nJ-3YQIJ3X3S58939TvdhgH0x5AnH3Hc3cB5xiS6SyEUkJea2UIarzA8KT6bD0Sk_ORNnW_B6PQtDTDT0pSYU8a-2CyRvvroQPlWY7N0ROWXiHggdzTZ-169q7xo6kkgSLOin8W4Q-yiEzbUotOMF-t13RaqGBOO6Fy3-cM4h4hzfg8mG19Bocn6wavUB_ryxxvF_f-Y-3O2hJzvs7soD2LLVQ7hz-HnZr9-wj2A8WYTFTHSs_Q3R1hWrHSOoyEjDeoELY9mFbSkrxi-U7zP9gynW1ItvzI9J-CkJJCz-GE6P386PRlH_3kKkeJq33mBQyBgzUeiYEhvDrcFMWW1SYVxeiNhpzQlxpDFylTgXD-0QCaNR3HeEe7InsF3VlX0KTBtunJGGa6JAoRWPNc9ilKiVwTgdADHUlL29NGUohaeUilwJZgD7axWVl93mjb8fexXUtzmjlue-WS0X5fzjrByN353MEvmpnA5g95p-NwQFpXTkhgawt9Z3SSbm6yaqsvWKmCPOsyKTz_7N9B7cGs0n43L8fvrhOdxOCim63t4XsN0uV3aXEEyrX4aL-wuiuein |
| linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV3db9MwED9Nm4TggW9EgTE_TLxlOIndOI_ToCujqzZ1k_YW2WcbyiCZmlQC_nrOSdqxgYR4t6NffL6738n3AbArhyIWmIXsBiEiodBHCoWMlMLM5doKnYZC4ePpcHwuji7kxQbwVS0MgajpS3X7iB-0-sr6vsNA_PaLb12obqt7t2QY3R3I0MFsbXtDu_YuqSOOFFGDviLv1ubgibC-4Ym2wqF-D5mRuqbD8d1Uiz8MdOt1Rg_gdI23TTa53Fs2Zg9_3mrl-D8_9BDu9xSU7Xd35hFsuPIx3Nv_tOjbcLgnMDmetw2aaFnzG7OtSlZ5RpSRkaTNHOfWsW-uoegYP1Pcz8wPplldzb-yUC4RqiWQOPlTOB-9PzsYR_3chUiLJGuC4qBUHFOZG04BjhXOYqqdsYm0Pssl98YIYh4JR6Fj7_nQDZG4Gvl_T_wnfQabZVW658CMFdZbZYWhHSiNFtyIlKNCoy3yZAAEqC56vamL9kk8oZDk-mAGsLsSU3HVdeD4-7I3rQjXa_TiMiStZbI4O5kV48nh0SxWp8V0ANs3ZLzekFNoR-ZoADsrmRekauH9RJeuWhI4Qp7mqXrxb9A7cOfk3aiYfJh-fAl341zJLsX3FWw2i6XbJiLTmNft3f0FNDnrIQ |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Microbial+transformation+of+the+herbicide+metolachlor+by+a+soil+actinomycete&rft.jtitle=Journal+of+agricultural+and+food+chemistry&rft.au=Krause%2C+Adam&rft.au=Hancock%2C+W.+Gregory&rft.au=Minard%2C+Robert+D&rft.au=Freyer%2C+Alan+J&rft.date=1985-07-01&rft.pub=American+Chemical+Society&rft.issn=0021-8561&rft.eissn=1520-5118&rft.volume=33&rft.issue=4&rft.spage=584&rft.epage=589&rft_id=info:doi/10.1021%2Fjf00064a008&rft.externalDocID=b766134903 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0021-8561&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0021-8561&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0021-8561&client=summon |