Characterization of Yeast Strains with Ketoreductase Activity for Bioreduction of Ketones

Csuka, Pál; Nagy-Győr, László; Molnár, Zsófia; Paizs, Csaba; Bódai, Viktória; Poppe, László

doi:10.3311/ppch.17429

Period. Polytech. Chem. Eng.

2021

DOI: 10.3311/ppch.17429

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Characterization of Yeast Strains with Ketoreductase Activity for Bioreduction of Ketones

Pál Csuka

László Nagy-Győr

Zsófia Molnár

et al.

Abstract: This study describes six yeast strains for stereoselective ketone reductions. The reaction conditions for the yeast strains (Pichia carsonii, Lodderomyces elongisporus, Candida norvegica, Candida guillermondi, Debaromyces fabryi and Candida parapsilosis) were optimized in a design of experiments for three ketones of different properties. The pH tolerance, temperature stability and productivity of the bioreductions with lyophilized cells of the yeast strains were characterized. In several cases, the optimized b… Show more

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Cited by 4 publications

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“…However, the NOE correlations of C14-OH with C9-H revealed the stereochemistry of 14-OH is still α-oriented (Figure S23). It is worth noting that 4 and 6 were probably generated by the endogenous short chain reductase (SDR) in yeast (Figure E, i–xii). , Therefore, the unexpected 14-OH orientation in 3 and 5 prompted us for further screening.…”

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confidence: 93%

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Biocatalytic C14-Hydroxylation on Androstenedione Enabled Modular Synthesis of Cardiotonic Steroids

et al. 2022

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Cardiotonic steroids are a unique class of natural products, possessing a steroid framework with a characteristic hydroxyl group at C14 and a β-oriented five- or six-membered unsaturated lactone substituent at C17. Installation of a hydroxyl group at the C14 position by direct C–H hydroxylation is proved to be challenging through chemical transformation. Herein, we report the identification of two P450 enzymes, CYP11411 and CYP44476, each of which can convert androstenedione (AD) to 14α-OH-AD directly, from the plant Calotropis gigantea and the toad Bufo gargarizans, respectively. The obtained 14α-OH-AD can then be chemically converted to a key 14β-OH steroid intermediate, which serves as a basis for the total synthesis of cardiotonic steroids including bufotalin, bufogenin B, and digitoxigenin by the modular installation of a five- or six-membered lactone ring at the C17 position.

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mentioning

confidence: 93%

“…It is worth noting that 4 and 6 were probably generated by the endogenous short chain reductase (SDR) in yeast (Figure 2E, i−xii). 27,28 Therefore, the unexpected 14-OH orientation in 3 and 5 prompted us for further screening.…”

mentioning

confidence: 99%

Biocatalytic C14-Hydroxylation on Androstenedione Enabled Modular Synthesis of Cardiotonic Steroids

et al. 2022

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Experimental Performance of Polyester-Fiber-Based Soil Geogrids against Reflective Cracks

Evirgen

Buyuk

Cil

et al. 2021

Transportation Research Record

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Road pavements may be subjected to deterioration problems caused by excessive traffic loads, thousands of load repetitions, environmental and climatic conditions, freeze-thaw effects, and insufficient design of mixtures. The formation of reflective cracks is the most common structural problem that occurs on a road’s superstructure over time. Special applications requiring expensive geosynthetics, such as glass-fiber-based geogrids (GG) or carbon-fiber-based geogrids, are generally used to solve this problem. Therefore, in this study, the utility of polyester-fiber-based soil geogrid (PG) is investigated as an alternative solution in relation to experimental performance analysis. Three-point bending tests are realized to custom-engineered hot mix asphalt plate specimens, with and without geogrids, under full-capacity static loading, cyclic loading, and dynamic fatigue loading conditions. Although the same bending strength levels are seen for plate specimens, including GG and PG reinforcements with a 100 kN/m tensile strength, PG-containing specimens show a 42% greater performance in the case of cyclic loading. Moreover, PG-reinforced plates have greater elastic behavior than GG plates, up to 49.4% within a dynamic fatigue test at the end of 15,000 cycles. As a result, it is shown that reflective cracks can be more effectively delayed by the use of soil PGs, rather than GGs, in relation to overall performance and service life.

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Bioreduction of 4′-Hydroxychalcone in Deep Eutectic Solvents: Optimization and Efficacy with Various Yeast Strains

Chlipała,

Janeczko,

Mazur

2024

IJMS

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4′-dihydrochalcones are secondary metabolites isolated from many medicinal plants and from the resin known as ‘dragon’s blood’. Due to their biological potential, our research objective was to determine the possibilities of using biocatalysis processes carried out in deep eutectic solvents (DESs) to obtain 4′-dihydrochalcones as a model compound. The processes were carried out in a culture of the yeast Yarrowia lipolytica KCh 71 and also in cultures of strains of the genera Rhodotorula and Debaryomyces. Based on the experiments carried out, an optimum process temperature of 35 °C was chosen, and the most suitable DES contained glycerol as a hydrogen bond donor (HBD). For a medium with 30% water content (DES 11), the conversion observed after 24 h exceeded 70%, while increasing the amount of water to 50% resulted in a similar level of conversion after just 1 h. A fivefold increase in the amount of added substrate resulted in a reduction in conversion, which reached 30.3%. Of the other yeast strains tested, Rhodotorula marina KCh 77 and Rhodotorula rubra KCh 4 also proved to be good biocatalysts for the bioreduction process. For these strains, the conversion reached 95.4% and 95.1%, respectively. These findings highlight the potential of yeast as a biocatalyst for the selective reduction of α,β-unsaturated ketones and the possibility of using a DESs as a reaction medium in this process.

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Characterization of Yeast Strains with Ketoreductase Activity for Bioreduction of Ketones

Cited by 4 publications

References 28 publications

Biocatalytic C14-Hydroxylation on Androstenedione Enabled Modular Synthesis of Cardiotonic Steroids

Biocatalytic C14-Hydroxylation on Androstenedione Enabled Modular Synthesis of Cardiotonic Steroids

Experimental Performance of Polyester-Fiber-Based Soil Geogrids against Reflective Cracks

Bioreduction of 4′-Hydroxychalcone in Deep Eutectic Solvents: Optimization and Efficacy with Various Yeast Strains

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