Effect of biodegradation on the molecular composition and structure of asphaltenes: Clues from quantitative Py–GC and THM–GC

Pan, Yinhua; Liao, Yuhong; Zheng, Yijun

doi:10.1016/j.orggeochem.2015.06.002

Cited by 33 publications

(16 citation statements)

References 55 publications

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“…The significance of the dominant production of Rha–Rha–C 12 –C 12 rhamnolipid congeners in the HVGO culture could be envisaged in view of the chemical composition of HVGO and the well‐documented effect of the carbon source on the rhamnolipid congener composition. The long‐chain dodecanoyloxydodecanoate moiety (–C 12 –C 12 ) is more hydrophobic in character than the –C 10 –C 10 moiety and therefore might be more compatible with the characteristics of the hydrophobic long‐chain hydrocarbon components of HVGO (Gray, ; Pineda‐Flores and Mesta‐Howard, ; Ramirez‐Corredores and Borole, ; Pan et al ., ). In addition, the dominance of the –C 12 –C 12 lipid moiety may be simply a reflection of the unique complex chemical composition of HVGO as a substrate for rhamnolipids production.…”

Section: Resultsmentioning

confidence: 97%

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Simultaneous valorization and biocatalytic upgrading of heavy vacuum gas oil by the biosurfactant‐producing Pseudomonas aeruginosa AK6U

Ismail

Mohamed

Awadh

et al. 2017

Microbial Biotechnology

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SummaryHeavy vacuum gas oil (HVGO) is a complex and viscous hydrocarbon stream that is produced as the bottom side product from the vacuum distillation units in petroleum refineries. HVGO is conventionally treated with thermochemical process, which is costly and environmentally polluting. Here, we investigate two petroleum biotechnology applications, namely valorization and bioupgrading, as green approaches for valorization and upgrading of HVGO. The Pseudomonas aeruginosa AK6U strain grew on 20% v/v of HVGO as a sole carbon and sulfur source. It produced rhamnolipid biosurfactants in a growth‐associated mode with a maximum crude biosurfactants yield of 10.1 g l−1, which reduced the surface tension of the cell‐free culture supernatant to 30.6 mN m−1 within 1 week of incubation. The rarely occurring dirhamnolipid Rha–Rha–C12–C12 dominated the congeners’ profile of the biosurfactants produced from HVGO. Heavy vacuum gas oil was recovered from the cultures and abiotic controls and the maltene fraction was extracted for further analysis. Fractional distillation (SimDist) of the biotreated maltene fraction showed a relative decrease in the high‐boiling heavy fuel fraction (BP 426–565 °C) concomitant with increase in the lighter distillate diesel fraction (BP 315–426 °C). Analysis of the maltene fraction revealed compositional changes. The number‐average (Mn) and weight‐average (Mw) molecular weights, as well as the absolute number of hydrocarbons and sulfur heterocycles were higher in the biotreated maltene fraction of HVGO. These findings suggest that HVGO can be potentially exploited as a carbon‐rich substrate for production of the high‐value biosurfactants by P. aeruginosa AK6U and to concomitantly improve/upgrade its chemical composition.

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Section: Resultsmentioning

confidence: 97%

“…In addition to the literature mentioned earlier, recently Pan et al . () applied pyrolysis gas chromatography to study the composition of asphaltene fractions precipitated from biodegraded bitumens. The results revealed biodegradation of linear alkyl moieties, n ‐fatty acids and aliphatic alcohols that are bound to the asphaltene core.…”

Section: Resultsmentioning

confidence: 99%

Simultaneous valorization and biocatalytic upgrading of heavy vacuum gas oil by the biosurfactant‐producing Pseudomonas aeruginosa AK6U

Ismail

Mohamed

Awadh

et al. 2017

Microbial Biotechnology

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“…And then, the residual oil (C 14 +) was treated with excess n-hexane to precipitate asphaltenes. Saturates, aromatics, and resins fractions were obtained by elution with n-hexane, benzene (n-hexane:dichloromethane = 7:3) and ethanol, respectively (Li et al, 2001;Pan et al, 2015). Finally, the separated solvents of fractional compositions were evaporated from the extracts and the extracts weighed.…”

Section: Pyrolysismentioning

confidence: 99%

“…According to the method presented in Liao et al (2015), oil and gas windows were determined using the yield of C 14 + oil, C 2 -C 5 wet gases, and dry gas (C 1 ; Liao et al, 2016;Wang et al, 2008). Figure 1 shows the yield curve of C 14 + oil, wet gases (C 2 -C 5 ), and dry gas (C 1 ) against pyrolysis temperature/maturity from PL marine shale.…”

Section: Oil/gas Windows Of Pl Marine Shalementioning

confidence: 99%

Evaluation of residual oil content, composition, and evolution of marine shale from the Middle Ordovician Pingliang Formation, Erdos Basin, China

Liao

Wang

2016

Petroleum Science and Technology

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A grain-based microscale sealed vessel pyrolysis method to a whole rock sample from Pingliang (PL) marine shale was used to investigate the residual oil contents, fractional compositions and evolutions at different temperatures and maturities. The maximum residual oil of PL marine shale can reach 116.86 mg/g TOC. In oil window, PL marine shale residual oil is mainly composed of saturates, aromatics, and resins, but less asphaltenes showing higher shale oil prospective. In wet and dry gas windows, its residual oil is mainly made up of saturates, resins, and asphaltenes, showing higher gas generation potential at high maturities.

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“…Type I and II heavy oils contain a higher proportion of compounds derived from algal lacustrine or planktonic marine biomass respectively and are generally characterized by a higher lipid-content in the biotic source material 19 . These inputs have often left enough ester bonds in polar asphaltene moieties that many heavy oils can be susceptible to saponification 20–22 and related compounds such as n-alkanoic acids, steroids, and cholesterol have been released with various chemical and thermal methods 16,23–25 . Type III heavy oils derive from a source material containing terrestrial plant matter, associated with the presence of polyaromatic macromolecules such as lignin, terpenes and cellulose 26 , which is the single most abundant biopolymer on earth 27,28 .…”

Section: Introductionmentioning

confidence: 99%

Release of sugars and fatty acids from heavy oil biodegradation by common hydrolytic enzymes

Mislan¹,

Gates²

2019

Sci Rep

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In response to recent advances in understanding relating to the remarkable persistence of soil organic matter during burial and diagenesis, we examine the extent to which bitumen compositionally reflects the soil organic matter from which it was derived. Through a simple set of experiments, exposure of bitumen to lipase and cellulase, two enzymes effective in the biodegradation of soil organic matter, resulted in the release of glycerin, palmitic and oleic fatty acids from lipase digestion in addition to the release of glucose, alkylphenols and acyclic polyols from fermentation with cellulase, consistent with the products expected these enzymes. These results are significant in that they suggest that heavy oils are more similar to their soil precursor than previously thought, that biodegradation of bitumen can be accelerated using common over the counter enzymes in aerobic conditions and that heavy oils, which are 1000 times more abundant than coal, can release similar biomolecules as those generated in bioreactor culture or biomass harvest, using two of the most abundantly produced enzymes presently available.

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Effect of biodegradation on the molecular composition and structure of asphaltenes: Clues from quantitative Py–GC and THM–GC

Cited by 33 publications

References 55 publications

Simultaneous valorization and biocatalytic upgrading of heavy vacuum gas oil by the biosurfactant‐producing Pseudomonas aeruginosa AK6U

Simultaneous valorization and biocatalytic upgrading of heavy vacuum gas oil by the biosurfactant‐producing Pseudomonas aeruginosa AK6U

Evaluation of residual oil content, composition, and evolution of marine shale from the Middle Ordovician Pingliang Formation, Erdos Basin, China

Release of sugars and fatty acids from heavy oil biodegradation by common hydrolytic enzymes

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