Asymmetric Synthesis of Both Antipodes of beta-Hydroxy Nitriles and beta-Hydroxy Carboxylic Acids via Enzymatic Reduction or Sequential Reduction/Hydrolysis
文献类型：期刊论文
| 作者 | Ankati, Haribabu1; Zhu, Dumning1,2; Yang, Yan1; Biehl, Edward R.1; Hua, Ling1,3 |
| 刊名 | JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2009-02-20 |
| 卷号 | 74期号:4页码:1658-1662 |
| 英文摘要 | Use of isolated carbonyl reductases in the reduction of aromatic beta-ketonitriles have completely eliminated the competing alpha-ethylation, which is often observed with whole cell biocatalysts. By choosing suitable recombinant carbonyl reductase, the reduction of beta-ketonitriles afforded (R)- or (S)-beta-hydroxy nitrites with excellent optical purity and yield. Subsequently, nitrilase-catalyzed hydrolysis of the obtained optically pure beta-hydroxy nitrites led to the corresponding beta-hydroxy carboxylic acids in high yields. More importantly, the sequential enzymatic reduction and hydrolysis could be carried out in "two-step-one-pot" fashion without the isolation of intermediates alpha-hydroxy nitrites, lowering the cost and minimizing the environmental impact. This allows ready access to both antipodes of chiral beta-hydroxy nitrites and beta-hydroxy carboxylic acids of pharmaceutical importance with excellent optical purity. |
| WOS标题词 | Science & Technology ; Physical Sciences |
| 类目[WOS] | Chemistry, Organic |
| 研究领域[WOS] | Chemistry |
| 关键词[WOS] | RU-TSDPEN CATALYSTS ; ENANTIOSELECTIVE REFORMATSKY REACTION ; KETO-ESTERS ; ALDOL REACTIONS ; TRANSFER HYDROGENATION ; BAKERS-YEAST ; ETHYL 3-HYDROXY-3-PHENYLPROPANOATE ; ORGANOLITHIUM REAGENTS ; EFFICIENT SYNTHESIS ; KINETIC RESOLUTION |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000263316600030 |
| 源URL | [http://124.16.173.210/handle/834782/1467]  |
| 专题 | 天津工业生物技术研究所_生物催化与绿色化工 朱敦明_期刊论文 |
| 作者单位 | 1.So Methodist Univ, Dept Chem, Dallas, TX 75275 USA 2.Chinese Acad Sci, Tianjin Inst Ind Biotechnol, State Engn Lab Ind Enzymes, Tianjin 300308, Peoples R China 3.Genencor Inc, China Res Ctr, Shanghai 200335, Peoples R China |
| 推荐引用方式 GB/T 7714 | Ankati, Haribabu,Zhu, Dumning,Yang, Yan,et al. Asymmetric Synthesis of Both Antipodes of beta-Hydroxy Nitriles and beta-Hydroxy Carboxylic Acids via Enzymatic Reduction or Sequential Reduction/Hydrolysis[J]. JOURNAL OF ORGANIC CHEMISTRY,2009,74(4):1658-1662. |
| APA | Ankati, Haribabu,Zhu, Dumning,Yang, Yan,Biehl, Edward R.,&Hua, Ling.(2009).Asymmetric Synthesis of Both Antipodes of beta-Hydroxy Nitriles and beta-Hydroxy Carboxylic Acids via Enzymatic Reduction or Sequential Reduction/Hydrolysis.JOURNAL OF ORGANIC CHEMISTRY,74(4),1658-1662. |
| MLA | Ankati, Haribabu,et al."Asymmetric Synthesis of Both Antipodes of beta-Hydroxy Nitriles and beta-Hydroxy Carboxylic Acids via Enzymatic Reduction or Sequential Reduction/Hydrolysis".JOURNAL OF ORGANIC CHEMISTRY 74.4(2009):1658-1662. |
入库方式： OAI收割
来源：天津工业生物技术研究所
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