Biotransformation of androstenedione and androstadienedione by selected Ascomycota and Zygomycota fungal strains

Kollerov, Vyacheslav; Шутов, А. А.; Kazantsev, A. V.; Donova, Marina V.

doi:10.1016/j.phytochem.2019.112160

Cited by 19 publications

(19 citation statements)

References 39 publications

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“…Raphidocelis subcapitata , Chlorella vulgaris , Chlorococcus and Scenedesmus quadricauda belong to algae capable of removing hormones [ 11 , 26 , 40 , 41 ]. Fungi from genus Trichoderma , Trametes , Phanerochaete , Pleurotus , Aspergillus , Lentinula , Drechslera , Curvularia , Penicillium , Acremonium , Fusarium , Gibberella , Beauvaria , Doaratomyces , Scopulariopsis , Chaetomidium , Thielavia , Neurospora , Absidia , Cunninghamella , Actinomucor , Rhizopus , Phycomyces , Mortierella , Circinella and Ganoderma ( Table 2 ) were also described as being capable of hormone biodegradation/biotransformation [ 22 , 30 , 42 , 43 , 44 , 45 , 46 ].…”

Section: Microbiological Degradation Of Edcsmentioning

confidence: 99%

“…Next, this compound undergoes 6β-hydroxylation or acetylation to 6β,11α-dihydroxyprogesterone and 11α-acetoxyprogesterone, respectively ( Figure 7 ) [ 45 ]. In turn, Ascomycota and Zygomycota filamentous fungi are able to effective hydroxylation at position 7α-, 7β-, 11α- and 14α of 3-oxo-4-ene androstane steroids ( Figure 8 ) [ 43 ]. Muszyńska et al [ 44 ] identified intermediates produced during testosterone and 17α-ethynylestradiol decomposition by Lentinula edodes .…”

Section: Microbiological Degradation Of Edcsmentioning

confidence: 99%

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Suitability of Immobilized Systems for Microbiological Degradation of Endocrine Disrupting Compounds

Wojcieszyńska

Marchlewicz

2020

Molecules

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The rising pollution of the environment with endocrine disrupting compounds has increased interest in searching for new, effective bioremediation methods. Particular attention is paid to the search for microorganisms with high degradation potential and the possibility of their use in the degradation of endocrine disrupting compounds. Increasingly, immobilized microorganisms or enzymes are used in biodegradation systems. This review presents the main sources of endocrine disrupting compounds and identifies the risks associated with their presence in the environment. The main pathways of degradation of these compounds by microorganisms are also presented. The last part is devoted to an overview of the immobilization methods used for the purposes of enabling the use of biocatalysts in environmental bioremediation.

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Section: Microbiological Degradation Of Edcsmentioning

confidence: 99%

Section: Microbiological Degradation Of Edcsmentioning

confidence: 99%

Suitability of Immobilized Systems for Microbiological Degradation of Endocrine Disrupting Compounds

Wojcieszyńska

Marchlewicz

2020

Molecules

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“…However, for the overwhelming majority of molds, the “capacity” of steroid biotransformation has not been characterized [ 2 , 19 ]. In this regard, among various groups of filamentous fungi, active screening for the ability to transform pharmaceutically significant steroids is being carried out [ 20 , 21 , 22 , 23 ].…”

Section: Introductionmentioning

confidence: 99%

Biotransformation of Androstenedione by Filamentous Fungi Isolated from Cultural Heritage Sites in the State Tretyakov Gallery

Zhgun

Потапов

Avdanina

et al. 2022

Biology

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The transformation of steroids by microorganisms is widely used in medical biotechnology. A huge group of filamentous fungi is one of the most promising taxa for screening new biocatalytic reactions in order to obtain pharmaceutically significant steroids. In this work, we screened 10 filamentous fungi-destructors of egg tempera for the ability to biotransform androst-4-en-3,17-dione (AD) during cultivation in a liquid nutrient medium or in a buffer solution. These taxonomically unrelated strains, belonging to the classes Eurotiomycetes, Dothideomycetes and Sordariomycetes, are dominant representatives of the microbiome from halls where works of tempera painting are stored in the State Tretyakov Gallery (STG, Moscow, Russia). Since the binder of tempera paints, egg yolk, contains about 2% cholesterol, these degrading fungi appear to be a promising group for screening for steroid converting activity. It turned out that all the studied fungi-destructors are able to transform AD. Some strains showed transformation efficiency close to the industrial strain Curvularia lunata RNCIM F-981. In total, 33 steroids formed during the transformation of AD were characterized, for 19 of them the structure was established by gas chromatography/mass spectrometry analysis. In this work, we have shown for the first time that fungi-destructors of tempera paintings can efficiently transform steroids.

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“…As a class of drugs with diverse therapeutic activities on reproductive health, endocrine dyscrasia, in ammation, and so on, steroids are in great demand in the global market [1][2]. Among them, some 7βhydroxylated steroids (7β-OHSt) and corresponding derivatives can be used to treat in ammation, cholestasis, and chronic neuronal damage [3][4][5]. However, the production of steroidal C7β alcohols is still a challenge due to the lack of cheap 7β-hydroxyl precursor.…”

Section: Introductionmentioning

confidence: 99%

One-Step Biosynthesis Of 7β-Hydroxy-Androst-4-Ene-3,17-Dione From Phytosterols By Cofactor Regeneration System In Engineered Mycolicibacterium Neoaurum

Zhao

Liu

et al. 2022

Preprint

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Background: 7β-hydroxylated steroids (7β-OHSt) possess significant activities in anti-inflammatory and neuroprotection, and some of them have been widely used in clinics. However, the production of 7β-OHSt is still a challenge due to the lack of cheap 7β-hydroxyl precursor and the difficulty in regio- and stereo-selectively hydroxylation at the inert C7 site of steroids in industry. The conversion of phytosterols by Mycolicibacterium species to the commercial precursor, androst-4-ene-3,17-dione (AD), is one of the basic ways to produce different steroids. This study presents a way to produce a basic 7β-hydroxyl precursor, 7β-hydroxy-androst-4-ene-3,17-dione (7β-OH-AD) in Mycolicibacterium, for 7β-OHSt synthesis. Results: A mutant of P450-BM3, mP450-BM3, was mutated and engineered into an AD producing strain for the efficient production of 7β-OH-AD. The enzyme activity of mP450-BM3 was then increased by 1.38 times through protein engineering and the yield of 7β-OH-AD was increased from 34.24 mg L-1 to 66.25 mg L-1. To further enhance the performance of 7β-OH-AD producing strain, the regeneration of nicotinamide adenine dinucleotide phosphate (NADPH) for the activity of mP450-BM3-0 was optimized by introducing an NAD kinase (NADK) and a glucose-6-phosphate dehydrogenase (G6PDH). Finally, the engineered strain could produce 164.52 mg L-1 7β-OH-AD in the cofactor recycling and regeneration system.Conclusions: This was the first report on the one-step biosynthesis of 7β-OH-AD from the conversion of cheap phytosterols by an engineered microorganism, and the yield was significantly increased through the mutation of mP450-BM3 combined with overexpression of NADK and G6PDH. The present strategy may be developed as a basic industrial pathway for the commercial production of high value products from cheap raw materials.

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Biotransformation of androstenedione and androstadienedione by selected Ascomycota and Zygomycota fungal strains

Cited by 19 publications

References 39 publications

Suitability of Immobilized Systems for Microbiological Degradation of Endocrine Disrupting Compounds

Suitability of Immobilized Systems for Microbiological Degradation of Endocrine Disrupting Compounds

Biotransformation of Androstenedione by Filamentous Fungi Isolated from Cultural Heritage Sites in the State Tretyakov Gallery

One-Step Biosynthesis Of 7β-Hydroxy-Androst-4-Ene-3,17-Dione From Phytosterols By Cofactor Regeneration System In Engineered Mycolicibacterium Neoaurum

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