Utkin, Ilya published the artcileSpecificity of reductive dehalogenation of substituted ortho-chlorophenols by Desulfitobacterium dehalogenans JW/IU-DC1, Category: chlorides-buliding-blocks, the publication is Applied and Environmental Microbiology (1995), 61(1), 346-51, database is CAplus and MEDLINE.
Resting cells of D. dehalogenans JW/IU-DC1 grown with pyruvate and 3-chloro-4-hydroxyphenylacetate (3-Cl-4-OHPA) as the electron acceptor and inducer of dehalogenation reductively ortho-dehalogenate pentachlorophenol (PCP), tetrachlorophenols (TeCPs), the trichlorophenols 2,3,4-TCP, 2,3,6-TCP, and 2,4,6-TCP, the dichlorophenols 2,3-DCP, 2,4-DCP, and 2,6-DCP, 2,6-dichloro-4-R-phenols, where R is -H, -F, -Cl, -NO2, -CO2–, or -COOCH3, 2-chloro-4-R-phenols (2-Cl-4-RPs, where R is -H, -F, -Cl, -Br, -NO2, -CO2–, -CH2CO2–, or -COOCH3), and bromophenols (2-BrP, 2,6-DBrP, and 2-Br-4ClP). Monochlorophenols, the dichlorophenols 2,5-DCP, 3,4-DCP, and 3,5-DCP, the trichlorophenols 2,3,5-TCP, 2,4,5-TCP, and 3,4,5-TCP, and the fluorinated analog of 3-Cl-4-OHPA, 3-F-4-OHPA, are not dehalogenated. A Cl substituent in position 3 (meta), 4 (para), or 6 (2nd ortho) of the phenolic moiety facilitates ortho dehalogenation in position 2. Cl in the 5 (2nd meta) position has a neg. effect on the dehalogenation rate or even prevents dechlorination in the 2 position. In general, 2,6-DCl-4-RPs are dechlorinated faster than the corresponding 2-Cl-4-RPs with the same substituent R in the 4 position. The highest dechlorination rate, however, was found for dechlorination of 2,3-DCP, with a maximum observed 1st-order rate constant of 19.4/h-g (dry weight) biomass. There is no strong linear correlation between the logarithm of pseudo-1st-order rate constants for the dehalogenation of 2,6-DCl-4-RPs and 2-Cl-4-RPs and electronic (Hammett σm), hydrophobic (π), and stearic (Es) constants of the substituent R. The substrate specificity and induction pattern found for dehalogenation with the pure culture of D. dehalogenans and the original 2,4-DCP-enrichment, derived from a methanogenic sediment, were similar, suggesting that the conditions used led to only 1 type of dechlorinating organism.
Applied and Environmental Microbiology published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H6KNO4S, Category: chlorides-buliding-blocks.
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