Anaerobic oxidation of n-alkenes by sulphate-reducing bacteria from the genus Desulfatiferula: n-Ketones as potential metabolites

Grossi, Vincent; Cravo‐Laureau, Cristiana; Rontani, J.‐F.; Cros, Magali; Hirschler-Réa, Agnès

doi:10.1016/j.resmic.2011.07.004

Cited by 28 publications

(12 citation statements)

References 25 publications

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“…Perdeuterated C 14 , 10Me-C 14 , C 16 , and 10Me-C 16 fatty acids were detected. Their mass spectral characteristics are in agreement with those of FA formed during the biodegradation of deuterated acyclic hydrocarbons by other sulfate-reducing bacteria (38,44,45). The mass spectrum of the TMS derivative of the deuterated C 16 FA showed a molecular ion at m/z 358, indicating the presence of 30 deuterium atoms in the molecule (m/z of 328 for the unlabeled C 16:0 FA).…”

Section: Resultssupporting

confidence: 71%

“…Indeed, (i) desaturation and subsequent methylation at C-10 of the deuterated n-saturated fatty acids would have caused the loss of at least two deuterium atoms, and (ii) monounsaturated deuterated fatty acids that could have constituted potential intermediates in 10-Me-branched fatty acid biosynthesis were not detected. The present mechanism of methylation at C-10 remains unknown but seems to be common to many hydrocarbon-degrading sulfate-reducing bacteria (38,44,45 14 , respectively) and 2-O-D 27 -C 14 . The number of deuterium atoms in these compounds was determined from the comparison of specific fragment ions in their mass spectra with those of unlabeled analogues.…”

Section: Resultsmentioning

confidence: 99%

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Mono- and Dialkyl Glycerol Ether Lipids in Anaerobic Bacteria: Biosynthetic Insights from the Mesophilic Sulfate Reducer Desulfatibacillum alkenivorans PF2803 ^T

Grossi

Mollex

Vinçon‐Laugier

et al. 2015

Appl Environ Microbiol

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bBacterial glycerol ether lipids (alkylglycerols) have received increasing attention during the last decades, notably due to their potential role in cell resistance or adaptation to adverse environmental conditions. Major uncertainties remain, however, regarding the origin, biosynthesis, and modes of formation of these uncommon bacterial lipids. We report here the preponderance of monoalkyl-and dialkylglycerols (1-O-alkyl-, 2-O-alkyl-, and 1,2-O-dialkylglycerols) among the hydrolyzed lipids of the marine mesophilic sulfate-reducing proteobacterium Desulfatibacillum alkenivorans PF2803 T grown on n-alkenes (pentadec-1-ene or hexadec-1-ene) as the sole carbon and energy source. Alkylglycerols account for one-third to two-thirds of the total cellular lipids (alkylglycerols plus acylglycerols), depending on the growth substrate, with dialkylglycerols contributing to one-fifth to two-fifths of the total ether lipids. The carbon chain distribution of the lipids of D. alkenivorans also depends on that of the substrate, but the chain length and methyl-branching patterns of fatty acids and monoalkyl-and dialkylglycerols are systematically congruent, supporting the idea of a biosynthetic link between the three classes of compounds. Vinyl ethers (1-alken-1=-yl-glycerols, known as plasmalogens) are not detected among the lipids of strain PF2803 T . Cultures grown on different (per)deuterated n-alkene, n-alkanol, and n-fatty acid substrates further demonstrate that saturated alkylglycerols are not formed via the reduction of hypothetic alken-1=-yl intermediates. Our results support an unprecedented biosynthetic pathway to monoalkyl/monoacyl-and dialkylglycerols in anaerobic bacteria and suggest that n-alkyl compounds present in the environment can serve as the substrates for supplying the building blocks of ether phospholipids of heterotrophic bacteria.

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Section: Resultssupporting

confidence: 71%

Section: Resultsmentioning

confidence: 99%

Mono- and Dialkyl Glycerol Ether Lipids in Anaerobic Bacteria: Biosynthetic Insights from the Mesophilic Sulfate Reducer Desulfatibacillum alkenivorans PF2803 ^T

Grossi

Mollex

Vinçon‐Laugier

et al. 2015

Appl Environ Microbiol

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“…7). Indeed, the involvement of hydration during anaerobic bacterial degradation of isoprenoid alkenes (squalene, pristenes and phytenes, Rontani et al, 2002Rontani et al, , 2013a and n-alk-1-enes (Grossi et al, 2011) was demonstrated previously. On the other hand, bacterial epoxidation (mediated by cytochrome P-450-dependent monooxygenases) can produce epoxides from a broad range of lipophilic substrates such as n-alkenes (Soltani et al, 2004), terpenes (Duetz et al, 2003, unsaturated fatty acids (for a review see Ratledge, 1994) and alkenones (Zabeti et al, P-450 (Andersen et al, 1997), the formation of epoxide 2 (Fig.…”

Section: Degradation Of Ipso25 In Arctic and Antarctic Sedimentsmentioning

confidence: 78%

Autoxidation of the sea ice biomarker proxy IPSO25 in the near-surface oxic layers of Arctic and Antarctic sediments

Rontani

Smik

Belt

2019

Organic Geochemistry

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Over the last decade or so, the mono-and di-unsaturated highly branched isoprenoid (HBI) lipids IP25 (Ice Proxy with carbon atoms) and IPSO25 (Ice Proxy for the Southern Ocean with 25 carbon atoms) have emerged as useful proxies for sea ice in the Arctic and Antarctic, respectively. A more complete understanding of their respective proxy signatures, however, requires more detailed knowledge of their stability in the water column and in sediments. In the current study, we focused on the autoxidation of IPSO25, first by performing laboratorybased oxidation reactions on a purified sample and characterizing products based on detailed mass spectral analysis. We then analysed for the same oxidation products in near-surface sediments retrieved from the Arctic and the Antarctic, and some suspended organic matter from the Antarctic. Our data show that IPSO25 is susceptible to partial autoxidation within the oxic layers of Arctic and Antarctic sediments, while the same processes appear not to be so important in the water column. Although the number of primary autoxidation reactions identified in sediments was not as large as in laboratory experiments, there was evidence for their subsequent modification by biotic degradation. Quantifying the extent of degradation of IPSO25 and IP25 in sediments, and thus the impact of such process on the use of these biomarkers as paleo sea ice proxies, remains challenging at this stage, since most of the primary oxidation products do not accumulate, likely due to to secondary biodegradation reactions. Some interesting differences in reactivity were also observed between IPSO25 and IP25 present in the same Arctic sediments. This suggests that factors other than environmental control may influence the IPSO25/IP25 ratio (i.e. DIP25) in Arctic sediments.

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“…It was noted that a large number of sulfate-reducing bacteria (SRB) populations (genera Desulfatiferula, Desulfobacterium, Desulfobulbus, Desulfococcus, Desulfonema, and Desulfosarcina) were detected, which were capable of breaking down several groups of hardly biodegradable organics, such as polycyclic aromatic hydrocarbons (PAHs), n-alkenes, aliphatic hydrocarbons, and alkanes, etc. 48,50,52,53 In addition, the contribution of genus Acidithiobacillus to precious metal extraction during the bioleaching process has been reported, 51 and genus Novosphingobium has been found to have the ability to reduce pharmaceutical and personal care products (PPCPs). 54 Although the relative abundance of these bacterial groups was considered low in the IWS inoculum (less than 2%), which could be resulted by the limited substrate concentration in the natural sediment environment, these specific microbial populations in the sediments had been successfully enriched and became dominant in the engineered systems.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

Investigation of Intertidal Wetland Sediment as a Novel Inoculation Source for Anaerobic Saline Wastewater Treatment

Shi

et al. 2015

Environ. Sci. Technol.

128

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Biological treatment of saline wastewater is considered unfavorable due to salinity inhibition on microbial activity. In this study, intertidal wetland sediment (IWS) collected from a high saline environment was investigated as a novel inoculation source for anaerobic treatment of saline pharmaceutical wastewater. Two parallel lab-scale anaerobic sequencing batch reactors (AnSBR) were set up to compare the organic removal potential of IWS with conventional anaerobic digested sludge (ADS). Under steady-state condition, IWS reactor (R(i)) showed organic reduction performance significantly superior to that of ADS reactor (R(a)), achieving COD removal efficiency of 71.4 ± 3.7 and 32.3 ± 6.1%, respectively. In addition, as revealed by fluorescent in situ hybridization (FISH) analysis, a higher relative abundance of methanogenic populations was detected in R(i). A further 16S rRNA gene pyrosequencing test was conducted to understand both the bacterial and archaeal community populations in the two AnSBRs. A predominance of halophilic/tolerant microorganisms (class Clostridia of bacteria, genera Methanosarcina, and Methanohalophilus of archaea) in R(i) enhanced its organic removal efficiency. Moreover, several microbial groups related with degradation of hardly biodegradable compounds (PAHs, n-alkenes, aliphatic hydrocarbons, and alkanes, etc.) were detected in the IWS. All these findings indicated that IWS is a promising inoculation source for anaerobic treatment of saline wastewater.

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Anaerobic oxidation of n-alkenes by sulphate-reducing bacteria from the genus Desulfatiferula: n-Ketones as potential metabolites

Cited by 28 publications

References 25 publications

Mono- and Dialkyl Glycerol Ether Lipids in Anaerobic Bacteria: Biosynthetic Insights from the Mesophilic Sulfate Reducer Desulfatibacillum alkenivorans PF2803 ^T

Mono- and Dialkyl Glycerol Ether Lipids in Anaerobic Bacteria: Biosynthetic Insights from the Mesophilic Sulfate Reducer Desulfatibacillum alkenivorans PF2803 ^T

Autoxidation of the sea ice biomarker proxy IPSO25 in the near-surface oxic layers of Arctic and Antarctic sediments

Investigation of Intertidal Wetland Sediment as a Novel Inoculation Source for Anaerobic Saline Wastewater Treatment

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Anaerobic oxidation of n-alkenes by sulphate-reducing bacteria from the genus Desulfatiferula: n-Ketones as potential metabolites

Cited by 28 publications

References 25 publications

Mono- and Dialkyl Glycerol Ether Lipids in Anaerobic Bacteria: Biosynthetic Insights from the Mesophilic Sulfate Reducer Desulfatibacillum alkenivorans PF2803 T

Mono- and Dialkyl Glycerol Ether Lipids in Anaerobic Bacteria: Biosynthetic Insights from the Mesophilic Sulfate Reducer Desulfatibacillum alkenivorans PF2803 T

Autoxidation of the sea ice biomarker proxy IPSO25 in the near-surface oxic layers of Arctic and Antarctic sediments

Investigation of Intertidal Wetland Sediment as a Novel Inoculation Source for Anaerobic Saline Wastewater Treatment

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Mono- and Dialkyl Glycerol Ether Lipids in Anaerobic Bacteria: Biosynthetic Insights from the Mesophilic Sulfate Reducer Desulfatibacillum alkenivorans PF2803 ^T

Mono- and Dialkyl Glycerol Ether Lipids in Anaerobic Bacteria: Biosynthetic Insights from the Mesophilic Sulfate Reducer Desulfatibacillum alkenivorans PF2803 ^T