rdf:type |
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lifeskim:mentions |
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pubmed:issue |
4
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pubmed:dateCreated |
1972-2-9
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pubmed:abstractText |
1. A pseudomonad capable of utilizing the herbicide 4-chloro-2-methylphenoxyacetate as a sole carbon source was isolated from soil and cultured in liquid medium. 2. Analysis of induction patterns of 4-chloro-2-methylphenoxyacetate-grown cells suggests that 5-chloro-o-cresol and 5-chloro-3-methylcatechol are early intermediates in the oxidation of 4-chloro-2-methylphenoxyacetate. Cells were not adapted to oxidize 4-chloro-6-hydroxy-2-methylphenoxyacetate. 3. In culture, 4-chloro-2-methylphenoxyacetate rapidly disappeared and the chlorine in the molecule was quantitatively released as Cl(-) ion. 4. A lactone (gamma-carboxymethylene-alpha-methyl-Delta(alphabeta)-butenolide) was isolated from cultures and established as an intermediate. 5. The following metabolic pathway is suggested: 4-chloro-2-methylphenoxyacetate --> 5-chloro-o-cresol --> 5-chloro-3-methylcatechol --> cis-cis-gamma-chloro-alpha-methylmuconate --> gamma-carboxymethylene-alpha-methyl-Delta(alphabeta)-butenolide --> gamma-hydroxy-alpha-methylmuconate. 6. The tentative identification of 5-chloro-o-cresol, a gamma-chloro-alpha-methylmuconate and gamma-hydroxy-alpha-methylmuconate in culture extracts supports this scheme. However, the catechol was never observed to accumulate in cultures. 7. The detection of 4-chloro-6-hydroxy-2-methylphenoxyacetate, 2-methyl-phenoxyacetate, a dehalogenated cresol and oxalate in culture extracts is discussed in relation to the proposed metabolic pathway.
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pubmed:commentsCorrections |
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-13159902,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-13211619,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-13406225,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-13719300,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-13798498,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-14204073,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-16349751,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-16654508,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-16748674,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-16992945,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-5123884,
http://linkedlifedata.com/resource/pubmed/commentcorrection/5123885-5123887
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pubmed:language |
eng
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pubmed:journal |
|
pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
May
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pubmed:issn |
0264-6021
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:volume |
122
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
519-26
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pubmed:dateRevised |
2010-9-10
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pubmed:meshHeading |
pubmed-meshheading:5123885-Catechols,
pubmed-meshheading:5123885-Centrifugation,
pubmed-meshheading:5123885-Chlorides,
pubmed-meshheading:5123885-Chromatography,
pubmed-meshheading:5123885-Countercurrent Distribution,
pubmed-meshheading:5123885-Cresols,
pubmed-meshheading:5123885-Culture Media,
pubmed-meshheading:5123885-Glycolates,
pubmed-meshheading:5123885-Herbicides,
pubmed-meshheading:5123885-Infrared Rays,
pubmed-meshheading:5123885-Lactones,
pubmed-meshheading:5123885-Manometry,
pubmed-meshheading:5123885-Oxalates,
pubmed-meshheading:5123885-Pseudomonas,
pubmed-meshheading:5123885-Soil Microbiology,
pubmed-meshheading:5123885-Spectrophotometry,
pubmed-meshheading:5123885-Time Factors,
pubmed-meshheading:5123885-Ultraviolet Rays
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pubmed:year |
1971
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pubmed:articleTitle |
Metabolism of 4-chloro-2-methylphenoxyacetate by a soil pseudomonad. Preliminary evidence for the metabolic pathway.
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pubmed:publicationType |
Journal Article
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