Microbial degradation of phenol and cresols can occur under oxic and anoxic conditions by different degradation pathways. One recent technique to take insight into reaction mechanisms is compound-specific isotope analysis (CSIA). While enzymes and reaction mechanisms of several degradation pathways have been characterized in (bio)chemical studies, associated isotope fractionation patterns have been rarely reported, possibly due to constraints in current analytical methods. In this study, carbon enrichment factors and apparent kinetic isotope effects (AKIEc) of the initial steps of different aerobic and anaerobic phenol and cresols degradation pathways were analyzed by isotope ratio mass spectrometry connected with liquid chromatography (LC-IRMS). Significant isotope fractionation was detected for aerobic ring hydroxylation, anoxic side chain hydroxylation, and anoxic fumarate addition, while anoxic carboxylation reactions produced small and inconsistent fractionation. The results suggest that several microbial degradation pathways of phenol and cresols are detectable in the environment by CSIA.

Three common disinfectants were selected in this study to investigate their toxicity to Daphnia magna. The methods used in this study included the traditional acute toxicity test, new embryo toxicity test, and teratogenic test. The study concluded that the acute toxicity of the three disinfectants to young daphnids and embryos were hypochlorite > formaldehyde > m-cresol. The effects on growth mostly occurred in the late stages of organogenesis. Of the organs, the Malpighian tube was the most sensitive to disinfectants during embryonic organogenesis. After exposure of the disinfectants to sunlight for 4 h, acute toxicity and teratogenic effects of hypochlorite on young daphnids decreased by 30% and 71%, respectively, while those of formaldehyde decreased by 35% and 49%, respectively. In addition, comparing toxic endpoints of the three disinfectants with and without sunlight exposure, the embryo tests were equally sensitive to the three-week reproduction test in this study.

Nanoporous activated carbon prepared from rice husk through precarbonisation at 400 °C and phosphoric acid activation at 800 °C was used as fluidized bed in Fenton oxidation of the o, p and m-cresols in aqueous solution. The efficiencies of homogeneous Fenton oxidation, fluidized Fenton oxidation and aerobic biological oxidation systems for the removal of o, p and m-cresols in aqueous solution have been compared. The kinetic constants and the thermodynamic parameters for the homogeneous Fenton, heterogeneous Fenton and aerobic biological oxidations of o, p and m-cresols in synthetic wastewater were determined. The degradation of cresols in synthetic wastewater was confirmed using FT-IR,¹H-NMR and UV–visible spectroscopy.

In this study, a tailor-made biocatalyst consisting of a co-immobilized lignolytic enzyme cascade on multi-functionalized magnetic silica microspheres (MSMS) was developed. Physical adsorption was the most promising strategy for the synthesis of individual immobilized laccase (IL), immobilized versatile peroxidase (IP), as well as co-immobilized laccase (Lac) and versatile peroxidase (VP) with an enzyme activity recovery of about 79, 93, 27, and 27.5%, respectively. Similarly, the biocatalytic load of 116, 183, 23.6, and 31 U/g was obtained for IL, IP, and co-immobilized Lac and VP, respectively. The co-immobilized enzyme system exhibited better pH stability than the free and individual immobilized system by retaining more than 100% residual activity at pH 7.0 after a 150-h incubation; whereas, the thermal stability and kinetics of the co-immobilized biocatalyst were not much improved. IL and IP could be recycled for 10 cycles after which they retained 31 and 44% of their initial activities. Co-immobilized Lac and VP were reused for ten consecutive cycles at the end of which Lac activity was depleted, and 37% of VP activity was left. Free enzymes, IL, IP, co-immobilized Lac, and VP were applied to biorefinery wastewater (BRW) in a batch study to investigate the transformation of phenolic contaminants over a period of 5 days. The major classes of phenolic constituents in terms of their order of removal in a Lac-VP system was phenol >2-chlorophenol > trichlorophenol > dichlorophenol > cresols > dimethylphenol >2 methyl- 4, 6-dinitrophenol > 4-nitrophenol > tetrachlorophenols > pentachlorophenol. The free enzymes and individually immobilized enzymes resulted in 80% dephenolization in 5 days. By contrast, the co-immobilized biocatalyst provided rapid dephenolization yielding the same 80% removal within 24 h and 96% removal of phenols in 60 h after which the system stabilized, which is the major advantage of the co-immobilized biocatalyst. ᅟ Graphical abstract