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Enantioselective Resolution of (+/-)-1-Phenylethanol and (+/-)-1-Phenylethyl Acetate by a Novel Esterase from Bacillus sp SCSIO 15121
Liang, Jiayuan; Zhang, Yun; Sun, Aijun; Deng, Dun; Hu, Yunfeng; Hu, YF (reprint author), Chinese Acad Sci, South China Sea Inst Oceanol, Key Lab Trop Marine Bioresources & Ecol, Guangzhou 510301, Guangdong, Peoples R China.; Hu, YF (reprint author), Chinese Acad Sci, South China Sea Inst Oceanol, Guangdong Key Lab Marine Mat Med, Guangzhou 510301, Guangdong, Peoples R China.; Hu, YF (reprint author), South China Sea Bioresource Exploitat & Utilizat, Guangzhou, Guangdong, Peoples R China.
2016
Source PublicationAPPLIED BIOCHEMISTRY AND BIOTECHNOLOGY
Volume178Issue:3Pages:558-575
AbstractA novel microbial esterase BSE01281 identified from the Indian Ocean was cloned, expressed, and functionally characterized. Esterase BSE01281 could enanoselectively resolve (+/-)-1-phenylethanol and (+/-)-1-phenylethyl acetate through two types of enzymatic reactions. After the optimization of enzymatic reactions, BSE01281 could efficiently generate (R)-1-phenylethyl acetate with high enantiomeric excess (> 99 %) and high conversion (42 %) after 96 h trans-esterification reactions. Additionally, BSE01281 could also produce (R)-1-phenylethanol (e.e. > 99 %) and (S)-1-phenylethyl acetate (e.e. > 95 %) at a conversion of 49 % through direct hydrolysis of inexpensive racemic 1-phenylethyl acetate for 8 h. Optically pure (R)-1-phenylethanol generated from direct enzymatic hydrolysis of racemic 1-phenylethyl acetate by BSE01281 is not easily prepared by dehydrogenases, which generally follow the "Prelog's rule" and give (S)-1-phenylethanol instead.
Department[Liang, Jiayuan; Zhang, Yun; Sun, Aijun; Deng, Dun; Hu, Yunfeng] Chinese Acad Sci, South China Sea Inst Oceanol, Key Lab Trop Marine Bioresources & Ecol, Guangzhou 510301, Guangdong, Peoples R China; [Liang, Jiayuan; Zhang, Yun; Sun, Aijun; Deng, Dun; Hu, Yunfeng] Chinese Acad Sci, South China Sea Inst Oceanol, Guangdong Key Lab Marine Mat Med, Guangzhou 510301, Guangdong, Peoples R China; [Hu, Yunfeng] South China Sea Bioresource Exploitat & Utilizat, Guangzhou, Guangdong, Peoples R China ; LMB
KeywordEsterase Kinetic Resolution Chiral 1-phenylethanol Chiral 1-phenylethyl Acetate High Enantiomeric Excess
Subject AreaBiochemistry & Molecular Biology ; Biotechnology & Applied Microbiology
Document Type期刊论文
Identifierhttp://ir.scsio.ac.cn/handle/344004/15498
Collection中科院海洋生物资源可持续利用重点实验室
Corresponding AuthorHu, YF (reprint author), Chinese Acad Sci, South China Sea Inst Oceanol, Key Lab Trop Marine Bioresources & Ecol, Guangzhou 510301, Guangdong, Peoples R China.; Hu, YF (reprint author), Chinese Acad Sci, South China Sea Inst Oceanol, Guangdong Key Lab Marine Mat Med, Guangzhou 510301, Guangdong, Peoples R China.; Hu, YF (reprint author), South China Sea Bioresource Exploitat & Utilizat, Guangzhou, Guangdong, Peoples R China.
Recommended Citation
GB/T 7714
Liang, Jiayuan,Zhang, Yun,Sun, Aijun,et al. Enantioselective Resolution of (+/-)-1-Phenylethanol and (+/-)-1-Phenylethyl Acetate by a Novel Esterase from Bacillus sp SCSIO 15121[J]. APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY,2016,178(3):558-575.
APA Liang, Jiayuan.,Zhang, Yun.,Sun, Aijun.,Deng, Dun.,Hu, Yunfeng.,...&Hu, YF .(2016).Enantioselective Resolution of (+/-)-1-Phenylethanol and (+/-)-1-Phenylethyl Acetate by a Novel Esterase from Bacillus sp SCSIO 15121.APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY,178(3),558-575.
MLA Liang, Jiayuan,et al."Enantioselective Resolution of (+/-)-1-Phenylethanol and (+/-)-1-Phenylethyl Acetate by a Novel Esterase from Bacillus sp SCSIO 15121".APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY 178.3(2016):558-575.
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