%0 Journal Article
%T Biocatalytic desymmetric hydrolysis of 3-(4-chlorophenyl)-glutaronitrile to the key precursor of optically pure baclofen
生物催化3-(4-氯苯基)-戊二腈去对称性水解合成光学纯巴氯芬的关键前体
%A Meizhen Xu
%A Jie Ren
%A Jingsong Gong
%A Wenyue Dong
%A Qiaqing Wu
%A Zhenghong Xu
%A Dunming Zhu
%A
徐美珍
%A 任杰
%A 龚劲松
%A 董文玥
%A 吴洽庆
%A 许正宏
%A 朱敦明
%J 生物工程学报
%D 2013
%I
%X We produced (S)-4-cyano-3-(4-chlorophenyl)-butyrate by highly stereoselective biocatalyst in this study. A nitrilase-producing strain, named Gibberella intermedia WX12, was isolated by 3-(4-chlorophenyl)-glutaronitrile as substrate in the screening with phenol-sodium hypochlorite method. The fermentation conditions and catalytic properties of this strain were investigated. The preferred carbon and nitrogen sources for nitrilase production were lactose (30 g/L) and peptone (20 g/L). After being cultivated for 96 h, the cells were collected for use in biotransformation. The hydrolysis of 3-(4-chlorophenyl)-glutaronitrile was performed at 30 °C in phosphate buffer (pH 8.0, 50 mmol/L) for 24 h to give (S)-4-cyano-3-(4-chlorophenyl)-butyric acid with 90% yield and >99% of ee, which can be used for the synthesis of (R)- and (S)-baclofen. The configuration of product was determined by chemically converting it to baclofen and comparison with the authentic sample by chiral HPLC analysis.
%K nitrilase
%K 3-(4-chlorophenyl)-glutaronitrile
%K 4-cyano-3-(4-chlorophenyl)-butyric acid
%K baclofen
腈水解酶,3-(4-氯苯基)-戊二腈,4-氰基-3-(4-氯苯基)-丁酸,巴氯芬
%U http://www.alljournals.cn/get_abstract_url.aspx?pcid=90BA3D13E7F3BC869AC96FB3DA594E3FE34FBF7B8BC0E591&jid=A66E90C274451689E69F6F0291467824&aid=2DB3B6D3544EDEBD3CC02BDFF830F30C&yid=FF7AA908D58E97FA&vid=771469D9D58C34FF&iid=CA4FD0336C81A37A&sid=4AD960B5AD2D111A&eid=1371F55DA51B6E64&journal_id=1000-3061&journal_name=生物工程学报&referenced_num=0&reference_num=0