Biodegradation of the ultraviolet filter benzophenone‐3 under different redox conditions

Liu, You-Sheng; Ying, Guang‐Guo; Shareef, Ali; Kookana, Rai S.

doi:10.1002/etc.749

Cited by 59 publications

(49 citation statements)

References 38 publications

(53 reference statements)

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“…The half-life (t 1/2 ) for Fe(VI) reaction with BP-3 is similar to those with free chlorine and molecular ozone in the same pH value, but several orders of magnitude lower than the biodegradation or the photolysis (Hernandez-Leal et al, 2011;Liu et al, 2011Liu et al, , 2012bNegreira et al, 2008;Rodil et al, 2009). For example, the t 1/2 value for BP-3 at an Fe(VI) concentration of 10 mg L À1 was 167.8 s at pH 8.0 in this study, and (Liu et al, 2012b). BP-3 was photostable under both UV and artificial solar light (Rodil et al, 2009;Liu et al, 2011).…”

Section: Kinetics For the Reaction Of Bp-3 With Fe(vi)mentioning

confidence: 78%

“…BP-3 was found to be biodegraded in microcosms with 10% of activated sludge and digested sludge under oxic and anoxic condition (Liu et al, 2012b). Anaerobic biodegradation (t 1/2 ¼ 4.2 d) is a more favorable attenuation mechanism than oxic (t 1/2 ¼ 10.7 d) for removal of BP-3.…”

mentioning

confidence: 99%

“…Anaerobic biodegradation (t 1/2 ¼ 4.2 d) is a more favorable attenuation mechanism than oxic (t 1/2 ¼ 10.7 d) for removal of BP-3. However, the biodegradation product 2,4-dihydroxybenzophenone has higher estrogenic and antiandrogenic activities than its patent compound BP-3 (Suzuki et al, 2005) and further biotransformation of 2,4-dihydroxybenzophenone to 4-cresol was inhibited under oxic, nitrate-reducing, and sulfate-reducing conditions (Liu et al, 2012b). Photolysis has little effect on BP-3 since it has a high photostability under both UV and artificial solar light (Rodil et al, 2009;Liu et al, 2011).…”

mentioning

confidence: 99%

“…Some previous studies have investigated various removal processes of BP-3 under laboratory conditions (Negreira et al, 2008;Rodil et al, 2009;Hernandez-Leal et al, 2011;Liu et al, 2011Liu et al, , 2012b. BP-3 was found to be biodegraded in microcosms with 10% of activated sludge and digested sludge under oxic and anoxic condition (Liu et al, 2012b).…”

mentioning

confidence: 99%

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Oxidation of benzophenone-3 during water treatment with ferrate(VI)

Yang

Ying

2013

Water Research

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Section: Kinetics For the Reaction Of Bp-3 With Fe(vi)mentioning

confidence: 78%

mentioning

confidence: 99%

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confidence: 99%

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confidence: 99%

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Oxidation of benzophenone-3 during water treatment with ferrate(VI)

Yang

Ying

2013

Water Research

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“…It is also a component of hexachlorophene and DDT, and diphenylmethane diisocyanate is a major component of polyurethane. However, very few investigations have addressed the bacterial degradation of diphenylmethane (19,20) or benzophenone (21). Focht and Alexander (22) have described a Hydrogenomonas isolate that grew on diphenylmethane and was able to cometabolize benzophenone and several related chlorinated analogs.…”

mentioning

confidence: 99%

Has the Bacterial Biphenyl Catabolic Pathway Evolved Primarily To Degrade Biphenyl? The Diphenylmethane Case

Pham

Sylvestre

2013

J Bacteriol

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In this work, we have compared the ability of Pandoraea pnomenusa B356 and of Burkholderia xenovorans LB400 to metabolize diphenylmethane and benzophenone, two biphenyl analogs in which the phenyl rings are bonded to a single carbon. Both chemicals are of environmental concern. P. pnomenusa B356 grew well on diphenylmethane. On the basis of growth kinetics analyses, diphenylmethane and biphenyl were shown to induce the same catabolic pathway. The profile of metabolites produced during growth of strain B356 on diphenylmethane was the same as the one produced by isolated enzymes of the biphenyl catabolic pathway acting individually or in coupled reactions. The biphenyl dioxygenase oxidizes diphenylmethane to 3-benzylcyclohexa-3,5-diene-1,2-diol very efficiently, and ultimately this metabolite is transformed to phenylacetic acid, which is further metabolized by a lower pathway. Strain B356 was also able to cometabolize benzophenone through its biphenyl pathway, although in this case, this substrate was unable to induce the biphenyl catabolic pathway and the degradation was incomplete, with accumulation of 2-hydroxy-6,7-dioxo-7-phenylheptanoic acid. Unlike strain B356, B. xenovorans LB400 did not grow on diphenylmethane. Its biphenyl pathway enzymes metabolized diphenylmethane, but they poorly metabolize benzophenone. The fact that the biphenyl catabolic pathway of strain B356 metabolized diphenylmethane and benzophenone more efficiently than that of strain LB400 brings us to postulate that in strain B356, this pathway evolved divergently to serve other functions not related to biphenyl degradation.

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Pharmaceuticals and Personal Care Products Can Be Transformed by Anaerobic Microbiomes in the Environment and in Waste‐Treatment Processes

Wolfson

Porter

Villani

et al. 2019

Enviro Toxic and Chemistry

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Pharmaceuticals and personal care products (PPCPs) are emerging environmental contaminants that can be transformed by anaerobic microorganisms in anoxic environments. The present study examined 2 consortia, enriched under methanogenic and sulfate‐rich conditions, that demethylate the phenylmethyl ether anti‐inflammatory drug naproxen to 6‐O‐desmethylnaproxen. Both enriched consortia were also able to demethylate a range of phenylmethyl ether compounds of plant‐based origin or used as PPCPs. Results from 16S rRNA gene sequencing showed that the 2 communities were very different despite sharing the same PPCP metabolism. In most cases, the demethylated metabolite was not further degraded but rather accumulated in the culture medium. For the expectorant guaifenesin, this resulted in a novel microbial metabolite. Furthermore, to our knowledge, this is the first report of methylparaben metabolism under methanogenic conditions. The wide range of phenylmethyl ether substrates that underwent O‐demethylation in both methanogenic and sulfate‐rich conditions suggests that there are potentially bioactive transformation products in the environment that have not yet been quantified. Environ Toxicol Chem 2019;38:1585–1593. © 2019 SETAC

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Biodegradation of the ultraviolet filter benzophenone‐3 under different redox conditions

Cited by 59 publications

References 38 publications

Oxidation of benzophenone-3 during water treatment with ferrate(VI)

Oxidation of benzophenone-3 during water treatment with ferrate(VI)

Has the Bacterial Biphenyl Catabolic Pathway Evolved Primarily To Degrade Biphenyl? The Diphenylmethane Case

Pharmaceuticals and Personal Care Products Can Be Transformed by Anaerobic Microbiomes in the Environment and in Waste‐Treatment Processes

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