Efficient Synthesis of (S)-1-(2-chlorophenyl)ethanol in the Submerged Culture of Alternaria alternata Isolate |
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关 键 词: | 手性乙醇 哮喘 症状 隔离 |
Efficient Synthesis of (S)-1-(2-chlorophenyl)ethanol in the Submerged Culture of Alternaria alternata Isolate |
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Authors: | Esabi B KURBANOGLU Mesut TASKIN Kani ZILBEYAZ Ismet HASENEKOGLU |
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Institution: | [1]Department of Biology,Faculty of Arts and Sciences,Ataturk University,25240 Erzurum,Turkey [2]Department of Chemistry,Faculty of Arts and Sciences,Ataturk University,25240 Erzurum,Turkey [3]Department of Biology,Faculty of Kazim Karabekir Education,Ataturk University,25240 Erzurum,Turkey |
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Abstract: | (S)-1-(2-chlorophenyl)ethanol is a key intermediate of L-cloprenaline used for relieving asthma symptoms. The asymmetric reduction of 2-chloroacetophenone 1 to (S)-1-(2-chlorophenyl)ethanol 2 in the submerged culture of Alternaria alternata isolates was studied. A. alternata EBK-8 isolate was the most effective biocatalyst. The bioactivity of the fungus could be significantly improved by the optimization of culture conditions. Parameters such as pH, temperature, agitation, and incubation time considerably influenced the substrate conversion and the optical purity of the product. The reaction was carried out in a culture medium at a substrate concentration of 30 mmol/L and produced the desired product with high conversion (100%) and isolated yield (80%) with an excellent enantiomeric excess (ee) of >99%. Under the optimum conditions, after 54 h reaction time, 24 mmol/L 2 from 30 mmol/L 1 could be produced. As a result, the submerged fermentation of A. alternata EBK-8 was found to be suitable for the asymmetric reduction of 1 to 2. |
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Keywords: | Alternaria alternata bioconversion biocatalysis 2-chloroacetophenone fermentation optimization |
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