M. Wieser et al., METABOLISM OF 4-CHLOROPHENOL BY AZOTOBACTER SP GP1 - STRUCTURE OF THEMETA CLEAVAGE PRODUCT OF 4-CHLOROCATECHOL, FEMS microbiology letters, 116(1), 1994, pp. 73-78
A mutant strain of Azotobacter sp. GPI converted 4-chlorophenol to 4-c
hlorocatechol 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-oxohe
xadienoic acid (5-chloro-2-hydroxy-muconic Semialdehyde). The structur
e of this compound indicates a meta-proximal cleavage of 4-chlorocatec
hol.