Efficient biocatalytic synthesis of highly enantiopure alpha-alkylated arylglycines and amides
文献类型：期刊论文
| 作者 | Wang, MX; Lin, SJ; Liu, J; Zheng, QY |
| 刊名 | ADVANCED SYNTHESIS & CATALYSIS
 |
| 出版日期 | 2004-03-01 |
| 卷号 | 346期号:4页码:439-445 |
| 关键词 | (s)-alpha-alkylarylglycines (r)-alpha-alkylarylglycine Amides Amidase Enzyme Catalysis Kinetic Resolution Nitrile Hydratase |
| ISSN号 | 1615-4150 |
| DOI | 10.1002/adsc.200303219 |
| 英文摘要 | A number of racemic alpha-alkylarylglycine amides including 1-amino-1-carbamoyl-1,2,3,4-tetra-hydronaphthalene underwent efficient biocatalytic hydrolysis under very mild conditions to afford the corresponding (S)-alpha-alkylarylglycines and (R)-alpha-alkylarylglycine amides in excellent yields with enantiomeric excesses higher than 99.5%. Both the reaction rate and enantioselectivity of biocatalytic kinetic resolution were strongly dependent upon the nature of the substituent and the substitution pattern on the benzene ring of the substrate. In contrast, no effective biotransformation of the Strecker nitrile derived from acetophenone was observed under the catalysis of a nitrile hydratase/amidase-containing microbial Rhodococcus sp. AJ270 whole-cell catalyst. Coupled with the chemical hydrolysis of amide, this biotransformation process provided efficient syntheses of alpha-substituted arylglycines in both enantiomeric forms from readily available racemic amides. |
| 语种 | 英语 |
| WOS记录号 | WOS:000221004500008 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/55315]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Wang, MX |
| 作者单位 | Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Biol Chem Lab, Beijing 100080, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wang, MX,Lin, SJ,Liu, J,et al. Efficient biocatalytic synthesis of highly enantiopure alpha-alkylated arylglycines and amides[J]. ADVANCED SYNTHESIS & CATALYSIS,2004,346(4):439-445. |
| APA | Wang, MX,Lin, SJ,Liu, J,&Zheng, QY.(2004).Efficient biocatalytic synthesis of highly enantiopure alpha-alkylated arylglycines and amides.ADVANCED SYNTHESIS & CATALYSIS,346(4),439-445. |
| MLA | Wang, MX,et al."Efficient biocatalytic synthesis of highly enantiopure alpha-alkylated arylglycines and amides".ADVANCED SYNTHESIS & CATALYSIS 346.4(2004):439-445. |
入库方式： OAI收割
来源：化学研究所
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