ICCAS OpenIR
Practical and convenient enzymatic synthesis of enantiopure alpha-amino acids and amides
Wang, MX; Lin, SJ
2002-09-06
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
ISSN0022-3263
Volume67Issue:18Pages:6542-6545
AbstractCatalyzed by the nitrile hydratase and the amidease in Rhodococcus sp. AJ270 cells under very mild conditions, a number of alpha-aryl- and alpha-alkyl-substituted DL-glycine nitriles 1 rapidly underwent a highly enantioselective hydrolysis to afford D-(-)-alpha-amino acid amides 2 and L-(+)-alpha-amino acids 3 in high yields with excellent enantiomeric excesses in most cases. The overall enantioselectivity of the biotransformations of nitriles originated from the combined effects of a high L-enantioselective amidase and a low enantioselective nitrile hydratase. The influence of the substrates on both reaction efficiency and enantioselectivity was also discussed in terms of steric and electronic effects. Coupled with chemical hydrolysis of D-(-)-alpha-phenylglycine amide, biotransformation of DL-phenylglycine nitrile was applied in practical scale to produce both D- and L-phenylglycines in high optical purity.
DOI10.1021/jo0256282
Indexed ByCCR ; SCI
Language英语
WOS IDWOS:000177880900035
PublisherAMER CHEMICAL SOC
Citation statistics
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/78170
Collection中国科学院化学研究所
Corresponding AuthorWang, MX
AffiliationChinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
Recommended Citation
GB/T 7714
Wang, MX,Lin, SJ. Practical and convenient enzymatic synthesis of enantiopure alpha-amino acids and amides[J]. JOURNAL OF ORGANIC CHEMISTRY,2002,67(18):6542-6545.
APA Wang, MX,&Lin, SJ.(2002).Practical and convenient enzymatic synthesis of enantiopure alpha-amino acids and amides.JOURNAL OF ORGANIC CHEMISTRY,67(18),6542-6545.
MLA Wang, MX,et al."Practical and convenient enzymatic synthesis of enantiopure alpha-amino acids and amides".JOURNAL OF ORGANIC CHEMISTRY 67.18(2002):6542-6545.
Files in This Item:
There are no files associated with this item.
Related Services
Recommend this item
Bookmark
Usage statistics
Export to Endnote
Google Scholar
Similar articles in Google Scholar
[Wang, MX]'s Articles
[Lin, SJ]'s Articles
Baidu academic
Similar articles in Baidu academic
[Wang, MX]'s Articles
[Lin, SJ]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[Wang, MX]'s Articles
[Lin, SJ]'s Articles
Terms of Use
No data!
Social Bookmark/Share
All comments (0)
No comment.
 

Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.