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Öğe Asymmetric epoxidation of enones using cumyl hydroperoxide and in situ generated zinc complexes of chiral pyrrolidinyl alcohols(Elsevier Ltd, 2017) Karaman H.S.; Kılıç H.; Şahin E.The homogeneous asymmetric epoxidation of a range of enones was carried out using cumyl hydroperoxide, diethylzinc, and chiral pyrrolidinyl alcohol-containing ligands to afford the corresponding epoxy ketones with enantioselectivities of ?97% ee. Examination of the enantioselectivities obtained in the asymmetric epoxidation of enones using a range of chiral ligands indicated that synergy between the sterically bulky bicyclo[2.2.2]octane skeleton and the substituents attached to the carbinol moiety played an important role in determining the reaction enantioselectivity. The position and nature of the substituent on the aromatic ring of the enone also had a pronounced effect on the observed enantioselectivity. © 2017 Elsevier LtdÖğe Asymmetric Friedel-Crafts alkylation of pyrrole with nitroalkenes catalyzed by a copper complex of a bisphenol A-derived Schiff base(Elsevier Ltd, 2015) Özdemir H.S.; Şahin E.; Çakici M.; Kiliç H.The asymmetric Friedel-Crafts (FC) alkylation of pyrrole with nitroalkenes was mediated by CuBr2 and a novel bisphenol A-derived chiral catalyst at room temperature. The catalyst was found to be applicable for the asymmetric FC alkylation of pyrrole with a wide range of nitroalkenes, affording optically active alkylated pyrroles with enantioselectivities up to 94%. Furthermore, enantiomerically pure 3-nitro-2-arylpropanamides were prepared by the oxidative cleavage of the pyrrole rings in the FC products with NaIO4/RuCl3 to demonstrate the synthetic application of the products. © 2015 Elsevier Ltd. All rights reserved.Öğe Debaryomyces hansenii as a new biocatalyst in the asymmetric reduction of substituted acetophenones(Taylor and Francis Ltd, 2017) Şahin E.Chiral secondary alcohols are convenient mediator for the synthesis of biologically active compounds and natural products. In this study fifteen yeast strains belonging to three food originated yeast species Debaryomyces hansenii, Saccharomyces cerevisiae and Hanseniaspora guilliermondii were tested for their capability for the asymmetric reduction of acetophenone to 1-phenylethanol as biocatalyst microorganisms. Of these strains, Debaryomyces hansenii P1 strain showed an effective asymmetric reduction ability. Under optimized conditions, substituted acetophenones were converted to the corresponding optically active secondary alcohols in up to 99% enantiomeric excess and at high conversion rates. This is the first report on the enantioselective reduction of acetophenone by D. hansenii P1 from pastırma, a fermented Turkish meat product. The preparative scale asymmetric bio reduction of 3-methoxy acetophenone 1g by D. hansenii P1 gave (R)-1-(3-methoxyphenyl) ethanol 2g 82% yield, and >99% enantiomeric excess. Compound 2g can be used for the synthesis of (+)-NPS-R-568 [3-(2-chlorophenyl)-N-[(1R)-1-(3-methoxyphenly) ethyl] propan-1-amine] which have a great potential for the treatment of primary and secondary hyper-parathyroidism. In addition, D. hansenii P1 successfully reduced acetophenone derivatives. This study showed that this yeast can be used industrially to produce enantiomerically pure chiral secondary alcohols, which can be easily converted to different functional groups. © 2017 Informa UK Limited, trading as Taylor & Francis Group.Öğe Energetic and exergetic comparison of air to air and air to water heat pumps according to evaporator conditions(Universiti Malaysia Pahang, 2013) Çomakli K.; Çakir U.; Şahin E.; Kuş A.C.This paper presents an experimental energetic and exergetic comparison for a heat pump system that can be run in different modes as air to air and air to water. Components of the heat pump do not change when the running mode changes, except for the condenser. This means that some external and internal effects (like compressor type, pipe lines) that can affect the system performance will be the same for each running mode. The comparison which was made in this study demonstrates which system leads to an efficient conversion and supply of energy and exergy. In the analysis, four balance (mass, energy, entropy and exergy) equations are applied to the system for the two modes. Exergy and energy efficiency values for both systems are given, while exergy destructions in each of the systems are determined and presented. It is seen that the heat pump unit which has the highest COP value is the air to air type (3.45-3.8); second is the air to water type (3.35-3.41). The exergy efficiency of the air to air heat pump (29-32%) is higher than the exergy efficiency of the air to water type heat pump (24.1-25). Ranking of the exergy destruction rates of the two heat pump types from high to low is as follows: air to air and air to water. © Universiti Malaysia Pahang.Öğe Highly Enantioselective Production of Chiral Secondary Alcohols Using Lactobacillus paracasei BD101 as a New Whole Cell Biocatalyst and Evaluation of Their Antimicrobial Effects(Wiley-VCH Verlag, 2017) Yılmaz D.; Şahin E.; Dertli E.Chiral secondary alcohols are valuable intermediates for many important enantiopure pharmaceuticals and biologically active molecules. In this work, we studied asymmetric reduction of aromatic ketones to produce the corresponding chiral secondary alcohols using lactic acid bacteria (LAB) as new biocatalysts. Seven LAB strains were screened for their ability to reduce acetophenones to their corresponding alcohols. Among these strains, Lactobacillus paracasei BD101 was found to be the most successful at reducing the ketones to the corresponding alcohols. The reaction conditions were further systematically optimized for this strain and high enantioselectivity (99%) and very good yields were obtained. These secondary alcohols were further tested for their antimicrobial activities against important pathogens and significant levels of antimicrobial activities were observed although these activities were altered depending on the secondary alcohols as well as their enantiomeric properties. The current methodology demonstrates a promising and alternative green approach for the synthesis of chiral secondary alcohols of biological importance in a cheap, mild, and environmentally useful process. © 2017 Wiley-VHCA AG, Zurich, SwitzerlandÖğe Highly Enantioselective Production of Chiral Secondary Alcohols with Candida zeylanoides as a New Whole Cell Biocatalyst(Wiley-VCH Verlag, 2017) Şahin E.; Dertli E.The increasing demand for biocatalysts in synthesizing enantiomerically pure chiral alcohols results from the outstanding characteristics of biocatalysts in reaction, economic, and ecological issues. Herein, fifteen yeast strains belonging to three food originated yeast species Candida zeylanoides, Pichia fermentans, and Saccharomyces uvarum were tested for their capability for asymmetric reduction of acetophenone to 1-phenylethanol as biocatalysts. Of these strains, C. zeylanoides P1 showed an effective asymmetric reduction ability. Under optimized conditions, substituted acetophenones were converted to corresponding optically active secondary alcohols in up to 99% enantiomeric excess and at high yields. The preparative scale asymmetric bioreduction of 4-nitroacetophenone (1m) by C. zeylanoides P1 gave (S)-1-(4-nitrophenyl)ethanol (2m) with 89% yield and > 99% enantiomeric excess. Compound 2m has been obtained in an enantiomerically pure and inexpensive form. Additionally, these results indicate that C. zeylanoides P1 is a promising biocatalyst for the synthesis of chiral alcohols in industry. © 2017 Wiley-VHCA AG, Zurich, SwitzerlandÖğe Production of (R)-1-(1,3-benzodioxol-5-yl)ethanol in high enantiomeric purity by Lactobacillus paracasei BD101(John Wiley and Sons Inc., 2018) Şahin E.Piperonyl ring is found in a number of naturally occurring compounds and possesses enormous biological activities. There are many studies in the literature with compounds containing a piperonyl ring, but there are very few studies on the synthesis of chiral piperonyl carbinol. The objective of this study was to determine the microbial reduction ability of bacterial strains and to reveal the effects of different physicochemical parameters on this reduction ability. A total of 15 bacterial isolates were screened for their ability to reduce 1-(benzo[d][1,3]dioxol-5-yl) ethanone 1 to its corresponding alcohol. Among these isolates Lactobacillus paracasei BD101 was found to be the most successful biocatalyst to reduce the ketone containing piperonyl ring to the corresponding alcohol. The reaction conditions were systematically optimized for the reducing agent L paracasei BD101, which showed high enantioselectivity and conversion for the bioreduction. The preparative scale study was performed, and a total of 3.72 g of (R)-1-(1,3-benzodioxol-5-yl) ethanol in high enantiomeric form (>99% enantiomeric excess) was produced in a mild, cheap, and environment-friendly process. This study demonstrates that L paracasei BD101 can be used as a biocatalyst to obtain chiral carbinol with excellent yield and selectivity. © 2017 Wiley Periodicals, Inc.Öğe Production of enantiomerically enriched chiral carbinols using Weissella paramesenteroides as a novel whole cell biocatalyst(Taylor and Francis Ltd, 2019) Tozlu C.; Şahin E.; Serencam H.; Dertli E.In this study, four bacterial strains were tested for their ability to reduce acetophenones to its corresponding alcohol. Among these strains Weissella paramesenteroides N7 was found to be the most successful biocatalyst to reduce the ketones to the corresponding alcohols. The reaction conditions were systematically optimized for W. paramesenteroides N7 that resulted in high enantioselectivity and conversion rates for the bioreduction. The scale-up asymmetric reduction of 1-(4-methoxyphenyl) propan-1-one (1r) by W. paramesenteroides N7 gave (R)-1-(4-methoxyphenyl) propan-1-ol (2r) with 94% yield and >99% enantiomeric excess. This is the first report showing the synthesis of (R)-1-(4-methoxyphenyl) propan-1-ol (2r) in enantiopure form using a biocatalyst on a gram scale. The whole cell catalyzed the reductions of ketone substrates on the preparative scale, demonstrating that W. paramesenteroides N7 would be a valuable biocatalyst for the preparation of chiral aromatic alcohols of pharmaceutical interest as a promising and alternative green approach. © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group.Öğe A solar energy calculation study for the buildings in bayburt in order to get optimum benefit from the sun directly(Springer International Publishing, 2014) Çakır U.; Şahin E.This study is a research made on evaluating solar energy utilization rates of the buildings and residences which are under the climatic and meteorological conditions of Bayburt. In the scope of this study, with the aim of enabling them to benefit from solar energy at the maximum level, a numerical modeling study in which we could determine the most suitable directions, shapes, and sizes of the buildings that would be built in Bayburt was carried out. Although the modeling was applied for sample buildings that have specific sizes and shapes and some results were obtained, this modeling can be used for other buildings which have different shapes and the most suitable direction and location designation that can be done. In the solar energy analysis made for the buildings, a year time was divided into four different periods. Related evaluations were made by taking into account that the building should be in shape and orientation which takes the maximum and minimum radiance in the summer and winter. Basic parameters were determined as azimuth angle, the ratio of the building length to its width, and the total periodical radiance that the building takes. © Springer International Publishing Switzerland 2014.Öğe Synthesis and Biological Evaluation of Novel Tricyclic Pyrrolidinyl (R)-Alcohols and Amines(HeteroCorporation, 2019) Şahin E.; Kılıç H.; Törnük F.; Dertli E.[No abstract available]Öğe Synthesis and carbonic anhydrase inhibitory properties of novel bromophenols including natural products(2012) Balaydiin H.T.; Soyut H.; Ekinci D.; Göksu S.; Beydemir S.; Menzek A.; Şahin E.(2-Bromo-3,4-dimethoxyphenyl) (3,4-dimethoxyphenyl)methanone (10) and its derivatives with Br, one dibromide and isomeric three tribromides, were synthesized. Demethylation of these compounds afforded a series of new bromophenols. Inhibition of human cytosolic carbonic anhydrase II (hCA II) isozyme by these new bromophenols and naturally occurring 3,4,6-tribromo-5-(2,5- dibromo-3,4-dihydroxybenzyl)benzene-1,2-diol (3), and 5,5?-methylenebis(3, 4,6-tribromo-benzene-1,2-diol) (4) was investigated. The synthesized compounds showed carbonic anhydrase inhibitory capacities with IC 50 values in the range of 0.7372 ?M against hCA II. Some bromophenols investigated here showed effective hCA II inhibitory activity and might be used as leads for generating novel carbonic anhydrase inhibitors which are valuable drug candidates for the treatment of glaucoma, epilepsy, gastric and duodenal ulcers, neurological disorders, or osteoporosis. © 2012 Informa UK, Ltd.Öğe Synthesis of Enantiomerically Enriched Drug Precursors by Lactobacillus paracasei BD87E6 as a Biocatalyst(Wiley-VCH Verlag, 2018) Öksüz S.; Şahin E.; Dertli E.Global sales of single enantiomeric drug products are growing at an alarming rate every year. A total of 7 bacterial strains were screened for their ability to reduce acetophenones to its corresponding alcohol. Among these strains Lactobacillus paracasei BD87E6 was found to be the most successful biocatalyst to reduce the ketones to the corresponding alcohols. The reaction conditions were systematically optimized for the reducing agent Lactobacillus paracasei BD87E6, which showed high enantioselectivity and conversion for the bioreduction. The preparative scale asymmetric reduction of 3-methoxyacetophenone (1h) by Lactobacillus paracasei BD87E6 gave (R)-1-(3-methoxyphenyl)ethanol (2h) with 92% yield and 99% enantiomeric excess. Compound 2h could be used for the synthesis of (S)-rivastigmine which has a great potential for the treatment of Alzheimer's disease. This study demonstrates that Lactobacillus paracasei BD87E6 can be used as a biocatalyst to obtain chiral carbinol with excellent yield and selectivity. The whole cell catalyzed the reductions of ketone substrates on the preparative scale, demonstrating that Lactobacillus paracasei BD87E6 would be a valuable biocatalyst for the preparation of chiral aromatic alcohols of pharmaceutical interest. © 2018 Wiley-VHCA AG, Zurich, SwitzerlandÖğe Using solar greenhouses in cold climates and evaluating optimum type according to sizing, position and location: A case study(Elsevier B.V., 2015) Çakir U.; Şahin E.This study deals with a comparison among five common greenhouse types with regard to total solar radiation gaining rates in greenhouse using season under some assumptions. Additionally, possibility of using greenhouses in cold climate regions is investigated. We analyzed five greenhouse types and developed a script in MATLAB platform for the solar radiation availability. This model is applicable and suitable for other buildings and places on the world. Even-span, uneven-span, vinery, semicircular and elliptic types of greenhouses have been analyzed. A "k" value (ratio of length to width of greenhouse) and greenhouse azimuth angle (GAA) are described. Seven different floor area are assigned for each greenhouse type such as 50m2, 100m2, 150m2, 200m2, 250m2, 300m2 and 400m2, respectively. For each floor area, k value is assigned from 1 to 10. Each greenhouse is oriented in 90 different angles according to south facade. Seasonal total solar energy gaining rates is computed individually for all possible greenhouse types, area, k number and orientation. Then a comprehensive comparison is made to determine the optimal greenhouse. The results show that greenhouses are usable and suitable for using in cold climate regions to increase the productivity. In addition, the elliptic type is the optimum one in all analyzed types of greenhouses for Bayburt conditions for all floor areas. It is followed by uneven-span, even-span, semi-circular and vinery type of greenhouses respectively. Shape and type of the roof are main effective parameters on solar energy gaining rates of greenhouses. Elliptic greenhouse should be preferred on the band of the latitude of Bayburt, unless there is restrictive factor like sizing and terrain. © 2015 Elsevier B.V.Öğe Whole cell application of Lactobacillus paracasei BD101 to produce enantiomerically pure (S)-cyclohexyl(phenyl)methanol(John Wiley and Sons Inc., 2019) Şahin E.; Serencam H.; Dertli E.In this study, a total of 10 bacterial strains were screened for their ability to reduce cyclohexyl(phenyl)methanone 1 to its corresponding alcohol. Among these strains, Lactobacillus paracasei BD101 was found to be the most successful biocatalyst to reduce the ketones to the corresponding alcohols. The reaction conditions were systematically optimized for the reducing agent L paracasei BD101, which showed high enantioselectivity and conversion for the bioreduction. The preparative scale asymmetric reduction of cyclohexyl(phenyl)methanone (1) by L paracasei BD101 gave (S)-cyclohexyl(phenyl)methanol (2) with 92% yield and >99% enantiomeric excess. The preparative scale study was carried out, and a total of 5.602 g of (S)-cyclohexyl(phenyl)methanol in high enantiomerically pure form (>99% enantiomeric excess) was produced. L paracasei BD101 has been shown to be an important biocatalyst in asymmetric reduction of bulky substrates. This study demonstrates the first example of the effective synthesis of (S)-cyclohexyl(phenyl)methanol by the L paracasei BD101 as a biocatalyst in preparative scale. © 2019 Wiley Periodicals, Inc.
