Please use this identifier to cite or link to this item:
http://dx.doi.org/10.18419/opus-8014
| Authors: | Pieper, Dietmar Helmut Stadler-Fritzsche, Karin Engesser, Karl-Heinrich Knackmuss, Hans-Joachim |
| Title: | Metabolism of 2-chloro-4-methylphenoxyacetate by Alcaligenes eutrophus JMP 134 |
| Issue Date: | 1993 |
| metadata.ubs.publikation.typ: | Zeitschriftenartikel |
| metadata.ubs.publikation.source: | Archives of microbiology 160 (1993), S. 169-178. URL http://dx.doi.org./DOI: 10.1007/BF00249121 |
| URI: | http://nbn-resolving.de/urn:nbn:de:bsz:93-opus-75899 http://elib.uni-stuttgart.de/handle/11682/8031 http://dx.doi.org/10.18419/opus-8014 |
| Abstract: | 2-Chloro-4-methylphenoxyacetate is not a growth substrate for Alcaligenes eutrophus JMP 134 and JMP 1341. It is, however, being transformed by enzymes of 2,4-dichlorophenoxyacetic acid metabolism to 2-chloro-4-methyl-cis, cis-muconate, which is converted by enzymatic 1,4-cycloisomerization to 4-carboxymethyl-2-chloro-4-methylmuconolactone as a dead end metabolite. Chemically, only 3,6-cycloisomerization occurs, giving rise to both diastereomers of 4-carboxychloromethyl-3-methylbut-2-en-4-olide. Those lactones harbonring a chlorosubstituent on the 4-carboxymethyl side chain were surprisingly stable under physiological as well as acidic conditions. |
| Appears in Collections: | 15 Fakultätsübergreifend / Sonstige Einrichtung |
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