Microbial Naphthenic Acid Degradation

Whitby, Corinne

doi:10.1016/s0065-2164(10)70003-4

Cited by 125 publications

(68 citation statements)

References 108 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1D and F). Other studies have reported that the molecular weight (Scott et al, 2005;Biryukova et al, 2007;Whitby, 2010) and chemical structure (Headley et al, 2002;Smith et al, 2008;Han et al, 2008) of NAs can influence their biodegradation. For instance, determinants of recalcitrant NAs can include the following: (i) a higher degree of alkyl-substituted aliphatic chains (Smith et al, 2008;Han et al, 2008), (ii) tertiary substitution at positions other than the b-position to the carboxylic acid of the main carbon chain, (iii) methyl substitution on the cycloalkane rings (Herman et al, 1993;Smith et al, 2008), (iv) increased cyclicity (Han et al, 2008), (v) evenness of the carbon side chain, and (vi) cis-isomerism in alicyclic acids (Headley et al, 2002;Holowenko et al, 2002).…”

Section: Removal Of Nasmentioning

confidence: 99%

“…This result differs from our COD biodegradation results, and may be explained by the fact that the AEF only represents the total amount of carbonyl groups (C]O) and that carbonyl groupscould be formed during the biodegradation process. Several studies have demonstrated that biodegradation can lead to the production of new fatty acids or derivatives with carboxylic acid groups (Johnson et al, 2010;Whitby, 2010). For instance and under the b-oxidation pathway (the preferred route by most microorganisms), aliphatic and alicyclic carboxylic acids will be oxidized to form new carboxylic acids with two carbons fewer than its predecessor.…”

Section: Removal Of Aefmentioning

confidence: 99%

“…It has been reported that microbial communities from environments that have a history of NAs contamination have the capability of degrading recalcitrant NAs with more speed (Herman et al, 1993;Scott et al, 2005;Del Rio et al, 2006); this seems to indicate a necessity of sludge acclimation. Some other factors which could affect the growth of NA-degrading microorganism have also been identified, such as nutrient conditions, aeration and pH level (Whitby, 2010). Biodegradation performance could also be improved by increasing biomass concentration in the reactor.…”

Section: Microtoxicity Of the Ospw After Different Ozone Dosesmentioning

confidence: 99%

See 2 more Smart Citations

The impact of various ozone pretreatment doses on the performance of endogenous microbial communities for the remediation of oil sands process-affected water

Dong

Zhang

Islam

et al. 2015

International Biodeterioration & Biodegradation

View full text Add to dashboard Cite

Section: Removal Of Nasmentioning

confidence: 99%

Section: Removal Of Aefmentioning

confidence: 99%

Section: Microtoxicity Of the Ospw After Different Ozone Dosesmentioning

confidence: 99%

See 1 more Smart Citation

The impact of various ozone pretreatment doses on the performance of endogenous microbial communities for the remediation of oil sands process-affected water

Dong

Zhang

Islam

et al. 2015

International Biodeterioration & Biodegradation

View full text Add to dashboard Cite

“…Studies using model compounds (chemically synthesized in the laboratory) and commercial compounds (derived during petroleum fractionation) have provided an insight into the NA metabolic pathways (Rho and Evans, 1975;Taylor and Trudgill, 1978;Clemente et al, 2004;Smith et al, 2008). On the basis of these findings, biodegradation is affected by chemical structure (Whitby, 2010): generally, the more recalcitrant NAs have high molecular weights, contain multiple branched alkyl chains and methyl substituted cycloalkane rings Paslawski et al, 2009;Videla et al, 2009). Although methyl groups hinder NA biodegradation (Herman et al, 1993;Smith et al, 2008), mixed bacterial populations can degrade NAs with methyl substitutions on the cycloalkane rings (Herman et al, 1993;Headley et al, 2002a, b;Smith et al, 2008), demonstrating the importance of microbial consortia for complete NA biodegradation.…”

Section: Introductionmentioning

confidence: 99%

Microbial biodegradation of aromatic alkanoic naphthenic acids is affected by the degree of alkyl side chain branching

Johnson

Smith²,

Sutton

et al. 2010

The ISME Journal

Self Cite

View full text Add to dashboard Cite

Naphthenic acids (NAs) occur naturally in oil sands and enter the environment through natural and anthropogenic processes. NAs comprise toxic carboxylic acids that are difficult to degrade. Information on NA biodegradation mechanisms is limited, and there are no studies on alkyl branched aromatic alkanoic acid biodegradation, despite their contribution to NA toxicity and recalcitrance. Increased alkyl side chain branching has been proposed to explain NA recalcitrance. Using soil enrichments, we examined the biodegradation of four aromatic alkanoic acid isomers that differed in alkyl side chain branching: (4 0 -n-butylphenyl)-4-butanoic acid (n-BPBA, least branched); (4 0 -iso-butylphenyl)-4-butanoic acid (iso-BPBA); (4 0 -sec-butylphenyl)-4-butanoic acid (sec-BPBA) and (4 0 -tert-butylphenyl)-4-butanoic acid (tert-BPBA, most branched). n-BPBA was completely metabolized within 49 days. Mass spectral analysis confirmed that the more branched isomers iso-, sec-and tert-BPBA were transformed to their butylphenylethanoic acid (BPEA) counterparts at 14 days. The BPEA metabolites were generally less toxic than BPBAs as determined by Microtox assay. n-BPEA was further transformed to a diacid, showing that carboxylation of the alkyl side chain occurred. In each case, biodegradation of the carboxyl side chain proceeded through betaoxidation, which depended on the degree of alkyl side chain branching, and a BPBA degradation pathway is proposed. Comparison of 16S rRNA gene sequences at days 0 and 49 showed an increase and high abundance at day 49 of Pseudomonas (sec-BPBA), Burkholderia (n-, iso-, tert-BPBA) and Sphingomonas (n-, sec-BPBA).

show abstract

“…Some studies have focused on understanding the biodegradation of NAs by consortia obtained from centrifuged OSPW (Clemente and Fedorak 2004;Scott et al 2005), rhizosphere microorganisms not previously exposed to NAs (Biryukova et al 2007), and cultures enriched from OSPW using commercially available NAs as the carbon substrate (Clemente and Fedorak 2004). The degradation of certain NA surrogates, most frequently monocyclic NAs, by isolates and mixed cultures have been determined (reviewed by Whitby (2010) and summarized in Table 1. Biofilm communities have been cultivated in 96-well microtiter plates from OSPW tailings pond sediment (Golby et al 2012), and from OSPW on a 1:1 ratio of the monocyclic NAs, cyclohexane carboxylic acid and cyclohexane acetic acid, as model NAs (Demeter et al 2014).…”

Section: Introductionmentioning

confidence: 99%

Biodegradation of naphthenic acid surrogates by axenic cultures

Yue

Ramsay

2015

Biodegradation

View full text Add to dashboard Cite

This is the first study to report that bacteria from the genera Ochrobactrum, Brevundimonas and Bacillus can be isolated by growth on naphthenic acids (NAs) extracted from oil sands process water (OSPW). These pure cultures were screened for their ability to use a range of aliphatic, cyclic and aromatic NA surrogates in 96-well microtiter plates using water-soluble tetrazolium redox dyes (Biolog Redox Dye H) as the indicator of metabolic activity. Of the three cultures, Ochrobactrum showed most metabolic activity on the widest range of NA surrogates. Brevundomonas and especially Ochrobactrum had higher metabolic activity on polycyclic aromatic compounds than other classes of NA surrogates. Bacillus also oxidized a wide range of NA surrogates but not as well as Ochrobactrum. Using this method to characterize NA utilisation, one can identify which NAs or NA classes in OSPW are more readily degraded. Since aromatic NAs have been shown to have an estrogenic effect and polycyclic monoaromatic compounds have been suggested to pose the greatest environmental threat among the NAs, these bacterial genera may play an important role in detoxification of OSPW. Furthermore, this study demonstrates that bacteria belonging to the genera Ochrobactrum and Bacillus can also degrade surrogates of tricyclic NAs.

show abstract

Microbial Naphthenic Acid Degradation

Cited by 125 publications

References 108 publications

The impact of various ozone pretreatment doses on the performance of endogenous microbial communities for the remediation of oil sands process-affected water

The impact of various ozone pretreatment doses on the performance of endogenous microbial communities for the remediation of oil sands process-affected water

Microbial biodegradation of aromatic alkanoic naphthenic acids is affected by the degree of alkyl side chain branching

Biodegradation of naphthenic acid surrogates by axenic cultures

Contact Info

Product

Resources

About