Actions of a versatile fluorene-degrading bacterial isolate on polycyclic aromatic compounds?

Grifoll, Magdalena; Selifonov, S A; Gatlin, C.V.; Chapman, P. J.

doi:10.1016/s0269-7491(97)84231-5

Cited by 51 publications

(76 citation statements)

References 25 publications

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“…The microbial metabolism of PAHs containing up to three rings (naphthalene, phenanthrene, anthracene, and fluorene) has been studied extensively (Grifoll et al 1995). However, until recently there has been a paucity of information on the bacterial degradation of the larger, more recalcitrant, high molecular weight PAHs containing four or more fused benzene rings (Juhasz & Naidu 2000).…”

Section: Introductionmentioning

confidence: 99%

Degradation of benzo[a]pyrene in an experimentally contaminated paddy soil by vetiver grass (Vetiveria zizanioides)

Luo

Song

et al. 2006

Environ Geochem Health

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(2006). Degradation of benzo [a]pyrene in an experimentally contaminated paddy soil by vetiver grass (Vetiveria zizanioides). Environmental Geochemistry and Health, 28(1-2), 183-188. DOI: 10.1007/s10653-005-9029-6 Published in: Environmental Geochemistry and Health Queen's University Belfast -Research Portal: Link to publication record in Queen's University Belfast Research Portal General rights Copyright for the publications made accessible via the Queen's University Belfast Research Portal is retained by the author(s) and / or other copyright owners and it is a condition of accessing these publications that users recognise and abide by the legal requirements associated with these rights.

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Section: Introductionmentioning

confidence: 99%

Degradation of benzo[a]pyrene in an experimentally contaminated paddy soil by vetiver grass (Vetiveria zizanioides)

Luo

Song

et al. 2006

Environ Geochem Health

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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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“…20 질의 및 토의 : 2011. 12 (Grifoll et al, 1995), Mycobacterium sp. BB1 (Boldrin et al, 1993) 등과 같이 Fluorene을 3,4-dioxygenation의 반응으로 3,4-dihydroxyfluorene의 분해산물을 통해 Salicylate로 분해하여 무기화 되거나, Arthrobacter sp.…”

Section: 서 론unclassified

Biodegradation of fluorene and bioremediation study by Sphingobacterium sp. KM-02 isolated from PAHs-contaminated soil

Nam¹,

Chon²,

Kim³

2011

Journal of Soil and Groundwater Environment

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The fluorene-degrading strain Sphingobacterium sp. KM-02 was isolated from PAHs-contaminated soil near a mineimpacted area by selective enrichment techniques. Fluorene added to the Sphingobacterium sp. KM-02 culture as sole carbon source was 78.4% removed within 120 h. A fluorene degradation pathway is tentatively proposed based on identification of the metabolic intermediates 9-fluorenone, 4-hydroxy-9-fluorenone, and 8-hydroxy-3,4-benzocoumarin.Further the ability of Sphingobacterium sp. KM-02 to bioremediate 100 mg/kg fluorene in soil matrix was examined by composting under laboratory conditions. Treatment of microcosm soil with the strain KM-02 for 20 days resulted in a 65.6% reduction in total amounts. These results demonstrate that Sphingobacterium sp. KM-02 could potentially be used in the bioremediation of fluorene from contaminated soil.

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Actions of a versatile fluorene-degrading bacterial isolate on polycyclic aromatic compounds?

Cited by 51 publications

References 25 publications

Degradation of benzo[a]pyrene in an experimentally contaminated paddy soil by vetiver grass (Vetiveria zizanioides)

Degradation of benzo[a]pyrene in an experimentally contaminated paddy soil by vetiver grass (Vetiveria zizanioides)

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

Biodegradation of fluorene and bioremediation study by Sphingobacterium sp. KM-02 isolated from PAHs-contaminated soil

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