Pieper, Dietmar HelmutStadler-Fritzsche, KarinEngesser, Karl-HeinrichKnackmuss, Hans-Joachim2012-08-132016-03-312012-08-132016-03-311993370891775http://nbn-resolving.de/urn:nbn:de:bsz:93-opus-75899http://elib.uni-stuttgart.de/handle/11682/8031http://dx.doi.org/10.18419/opus-80142-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.eninfo:eu-repo/semantics/openAccessAlcaligenes eutrophus , Stoffwechsel570article