An efficient chemoenzymatic method to prepare optically active O-methyl-D-serine
文献类型：期刊论文
| 作者 | Wang, Zhi-Yuan; Lv, Peng-Mei; Yuan, Zhen-Hong; Luo, Wen; Liu, Shu-Na |
| 刊名 | tetrahedron
 |
| 出版日期 | 2014-09-30 |
| 卷号 | 70期号:39页码:6991-6994 |
| 关键词 | O-Methyl-D-serine Chemoenzymatic method alpha-Amino-epsilon-caprolactam racemase D-Stereospecific amino-acid amidase Lacosamide |
| 英文摘要 | lacosamide is an important anti-epilepsy drug and o-methyl-d-serine is a relevant intermediate in the synthesis of lacosamide. optically active o-methyl-d-serine was prepared by using a chemoenzymatic method from inexpensive acrylamide. our method is a four-step reaction sequence: bromination of acrylamide; etherification of dibromopropionamide; ammonolysis of alpha-bromo-beta-methoxy-propionamide; enzymatic racemization and selective hydrolysis. the double-enzyme catalyst system, which consists of alpha-amino-epsilon-caprolactam racemase (locus, e01594) and d-stereospecific amino-acid amidase (locus, ab026907), was successfully applied to produce enantiopure o-methyl-d-serine (ee >99.8%) in high yield (>98.5%). optically active o-methyl-d-serine was obtained with a total yield of 81.3%. (c) 2014 published by elsevier ltd. |
| WOS标题词 | science & technology ; physical sciences |
| 类目[WOS] | chemistry, organic |
| 研究领域[WOS] | chemistry |
| 关键词[WOS] | epsilon-caprolactam racemase ; dynamic kinetic resolution ; amino-delta-valerolactam ; achromobacter-obae ; aminopeptidase ; purification ; mechanism |
| 收录类别 | SCI ; CCR |
| 语种 | 英语 |
| WOS记录号 | WOS:000341550600011 |
| 源URL | [http://ir.giec.ac.cn/handle/344007/10655]  |
| 专题 | 中国科学院广州能源研究所 |
| 作者单位 | Chinese Acad Sci, Guangzhou Inst Energy Convers, Key Lab Renewable Energy & Gas Hydrate, Guangzhou 510640, Guangdong, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wang, Zhi-Yuan,Lv, Peng-Mei,Yuan, Zhen-Hong,et al. An efficient chemoenzymatic method to prepare optically active O-methyl-D-serine[J]. tetrahedron,2014,70(39):6991-6994. |
| APA | Wang, Zhi-Yuan,Lv, Peng-Mei,Yuan, Zhen-Hong,Luo, Wen,&Liu, Shu-Na.(2014).An efficient chemoenzymatic method to prepare optically active O-methyl-D-serine.tetrahedron,70(39),6991-6994. |
| MLA | Wang, Zhi-Yuan,et al."An efficient chemoenzymatic method to prepare optically active O-methyl-D-serine".tetrahedron 70.39(2014):6991-6994. |
入库方式： OAI收割
来源：广州能源研究所
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