Metabolism of 4-chlorophenol by Azotobacter sp. GP1: structure of the meta cleavage product of 4-chlorocatechol.
A mutant strain of Azotobacter sp. GP1 converted 4-chlorophenol to 4-chlorocatechol under cometabolic conditions. Under the same conditions the wild-type strain accumulated a yellow compound, which by chemical and spectroscopic methods was identified as 5-chloro-2-hydroxy-6-oxohexadienoic acid (5-chloro-2-hydroxy-muconic semialdehyde). The structure of this compound indicates a meta-proximal cleavage of 4-chlorocatechol.
Wieser
M
M
Institut für Mikrobiologie der Universität Hohenheim, Stuttgart, FRG.
Eberspächer
J
J
Vogler
B
B
Lingens
F
F
D001395:Azotobacter / Q000235:genetics / Q000378:metabolism*; D002396:Catechols / Q000737:chemistry / Q000378:metabolism*; D002733:Chlorophenols / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D009154:Mutation; D013011:Sorbic Acid / Q000031:analogs & derivatives / Q000378:metabolism
D002396:Catechols; D002733:Chlorophenols; C029107:4-chlorophenol; C083263:6-oxohexa-2,4-dienoic acid; C038861:4-chlorocatechol; D013011:Sorbic Acid