Conversion of polycyclic aromatic hydrocarbons by Sphingomonas sp. VKM B-2434

Baboshin, M. A.; Акимов, В. Н.; Баскунов, Б. П.; Born, Timothy L.; Khan, Shahamat U.; Golovleva, Ludmila

doi:10.1007/s10532-007-9162-2

Cited by 62 publications

(44 citation statements)

References 29 publications

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“…Similar to other low molecular weight (LMW) PAHs such as naphthalene and phenanthrene, anthracene can be degraded by a wide variety of microorganisms. Isolated bacteria capable of anthracene metabolism include organisms from both Gram-positive (Dean-Ross et al, 2001;Khan et al, 2002;Zeinali et al, 2007;Zhang et al, 2009;Zeng et al, 2010;Ling et al, 2011) and Gram-negative genera (Story et al, 2004;Jacques et al, 2005;Baboshin et al, 2008;Arulazhagan and Vasudevan, 2011;Jin et al, 2012), and several fungi have been described that are capable of transforming anthracene (Wu et al, 2010;Acevedo et al, 2011). However, only recently have culture-independent methods been applied to directly link uncultivated or uncharacterized bacteria to the metabolism of anthracene in contaminated environments.…”

Section: Introductionmentioning

confidence: 99%

Biostimulation Reveals Functional Redundancy of Anthracene-Degrading Bacteria in Polycyclic Aromatic Hydrocarbon-Contaminated Soil

Singleton²,

Aitken³

2013

Environmental Engineering Science

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Stable-isotope probing was previously used to identify bacterial anthracene-degraders in untreated soil from a former manufactured gas plant site. However, subsequent pyrosequence analyses of total bacterial communities and quantification of 16S rRNA genes indicated that relative abundances of the predominant anthracene-degrading bacteria (designated Anthracene Group 1) diminished as a result of biological treatment conditions in lab-scale, aerobic bioreactors. This study identified Alphaproteobacterial anthracene-degrading bacteria in bioreactor-treated soil which were dissimilar to those previously identified. The largest group of sequences was from the Alterythrobacter genus while other groups of sequences were associated with bacteria within the order Rhizobiales and the genus Bradyrhizobium. Conditions in the bioreactor enriched for organisms capable of degrading anthracene which were not the same as those identified as dominant degraders in the untreated soil. Further, these data suggest that identification of polycyclic aromatic hydrocarbon-degrading bacteria in contaminated but untreated soil may be a poor indicator of the most active degraders during biological treatment.

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Section: Introductionmentioning

confidence: 99%

Biostimulation Reveals Functional Redundancy of Anthracene-Degrading Bacteria in Polycyclic Aromatic Hydrocarbon-Contaminated Soil

Singleton²,

Aitken³

2013

Environmental Engineering Science

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“…It is structurally related to other chemicals of concern such as carbazoles, dibenzothiophenes, dibenzofurans, and dibenzodioxins. In the environment, fluorene undergoes biodegradation by a variety of bacterial strains that use polycyclic aromatic hydrocarbons as a source of carbon and energy, including Arthrobacter sp (54), Sphingomonas spp (55,56), Pseudomonas spp (57,58), Staphylococcus auriculans (59), and Mycobacterium spp (60 -63). In Mycobacterium vanbaalenii RYP-1, P450 monooxygenase systems have been implicated in polycyclic aromatic hydrocarbon degradation (62).…”

Section: Discussionmentioning

confidence: 99%

X-ray Structure of 4,4′-Dihydroxybenzophenone Mimicking Sterol Substrate in the Active Site of Sterol 14α-Demethylase (CYP51)

Eddine

Kries²,

Podust

et al. 2008

Journal of Biological Chemistry

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A universal step in the biosynthesis of membrane sterols and steroid hormones is the oxidative removal of the 14␣-methyl group from sterol precursors by sterol 14␣-demethylase (CYP51). This enzyme is a primary target in treatment of fungal infections in organisms ranging from humans to plants, and development of more potent and selective CYP51 inhibitors is an important biological objective. Our continuing interest in structural aspects of substrate and inhibitor recognition in CYP51 led us to determine (to a resolution of 1.95 Å ) the structure of CYP51 from Mycobacterium tuberculosis (CYP51 Mt ) cocrystallized with 4,4-dihydroxybenzophenone (DHBP), a small organic molecule previously identified among top type I binding hits in a library screened against CYP51 Mt . The newly determined CYP51 Mt -DHBP structure is the most complete to date and is an improved template for three-dimensional modeling of CYP51 enzymes from fungal and prokaryotic pathogens. The structure demonstrates the induction of conformational fit of the flexible protein regions and the interactions of conserved Phe-89 essential for both fungal drug resistance and catalytic function, which were obscure in the previously characterized CYP51 Mt -estriol complex. DHBP represents a benzophenone scaffold binding in the CYP51 active site via a type I mechanism, suggesting (i) a possible new class of CYP51 inhibitors targeting flexible regions, (ii) an alternative catalytic function for bacterial CYP51 enzymes, and (iii) a potential for hydroxybenzophenones, widely distributed in the environment, to interfere with sterol biosynthesis. Finally, we show the inhibition of M. tuberculosis growth by DHBP in a mouse macrophage model.2 is a cytochrome P450 (P450, CYP) heme thiolate containing enzyme involved in biosynthesis of membrane sterols, including cholesterol in animals, ergosterol in fungi, and a variety of C24-modified sterols in plants and protozoa in most organisms in biological kingdoms from bacteria to animals (1). CYP51 has been a therapeutic target for several generations of azole antifungal agents including fluconazole, voriconazole, itraconazole, ravuconazole, and posaconazole (2). These drugs inhibit microbial growth by disrupting biosynthesis of ergosterol, a major component of fungal membrane. Protozoa share with fungi the requirement of ergosterol and ergosterol-related sterols for cell viability and proliferation (3). Inhibition of sterol biosynthesis has been proven to be effective in trypanosomatids (3-5) and Leishmania spp (6), which cause such tropical diseases as African sleeping sickness, Chagas disease, and leishmaniasis.Although mammalian CYP51 enzymes perform the same catalytic reaction (7) as their fungal and protozoan orthologs (1), they share relatively modest overall sequence identity (within 30%) with them. This accounts for the reduced sensitivity of mammalian CYP51 to azole and triazole drugs. Despite the lack of the full sterol biosynthetic pathway in Mycobacterium tuberculosis (8), and hence, de novo sterol biosynthesis...

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“…Sphingomonas sp. VKM B-2434 was reported to degrade naphthalene using a similar pathway (Baboshin et al 2008 ) . reported a different naphthalene breakdown pathway in Bacillus thermoleovorans .…”

Section: Aerobic Degradationmentioning

confidence: 99%

Bioremediation of Petroleum Hydrocarbons in Soils

Kulkarni

Palande

Deshpande

2011

Microorganisms in Environmental Management

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Crude oil is a complex mixture of hydrocarbons, basically composed of aliphatic, aromatic and asphaltene fractions along with nitrogen, sulfur and oxygen containing compounds. Major causes of oil contaminated soils include: leakage of storage tanks and pipelines, land disposal of petroleum wastes and accidental spills. Apart from damaging crops and affecting the fertility of soil, crude oil on the fi elds also affects livestock. The loss of soil fertility and toxicity of petroleum hydrocarbon at higher concentrations have been linked to displacement of nutrients and nutrient linkage, reduction in phosphorus and nitrogen availability, and anoxic conditions. Moreover, it can cause microbial community structure changes and a decrease in microbial diversity. The aromatics in crude oils such as a -pinene, limonene, camphene, and isobornyl acetate were observed to be inhibitory to the microorganisms. In recent years, there has been increasing interest in developing on site and in situ techniques for remediation of oil-contaminated soils. Bioremediation can be achieved by natural attenuation, biopiling, bioaugmentation, phytoremediation or rhizoremediation, singly or in combination. Numerous genera of bacteria are known as good hydrocarbon degraders. Most of them belong to Aeromonas, Alcaligenes, Acinetobacter, Arthobacter, Bacillus, Brevibacterium, Mycobacterium, Pseudomonas, Rhodococcus, Sphingomonas,

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Conversion of polycyclic aromatic hydrocarbons by Sphingomonas sp. VKM B-2434

Cited by 62 publications

References 29 publications

Biostimulation Reveals Functional Redundancy of Anthracene-Degrading Bacteria in Polycyclic Aromatic Hydrocarbon-Contaminated Soil

Biostimulation Reveals Functional Redundancy of Anthracene-Degrading Bacteria in Polycyclic Aromatic Hydrocarbon-Contaminated Soil

X-ray Structure of 4,4′-Dihydroxybenzophenone Mimicking Sterol Substrate in the Active Site of Sterol 14α-Demethylase (CYP51)

Bioremediation of Petroleum Hydrocarbons in Soils

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