Kamila Sukanta, Zhu Dunming, Biehl Edward R, Hua Ling
Department of Chemistry, Southern Methodist University, Dallas, Texas 75275, USA.
Org Lett. 2006 Sep 28;8(20):4429-31. doi: 10.1021/ol061542+.
Biocatalytic enantioselective hydrolysis of beta-hydroxy nitriles to corresponding (S)-enriched beta-hydroxy carboxylic acids has been achieved for the first time by an isolated nitrilase bll6402 from Bradyrhizobium japonicum USDA110. This offers a new "green" approach to optically pure beta-hydroxy nitriles and beta-hydroxy carboxylic acids. The observed remote stereorecognition is surprising because this nitrilase shows no enantioselectivity for the hydrolysis of alpha-hydroxy nitriles such as mandelonitrile.
首次通过从日本慢生根瘤菌USDA110中分离出的腈水解酶bll6402实现了β-羟基腈的生物催化对映选择性水解，生成相应的富含(S)-型的β-羟基羧酸。这为制备光学纯的β-羟基腈和β-羟基羧酸提供了一种新的“绿色”方法。观察到的远程立体识别令人惊讶，因为这种腈水解酶对α-羟基腈（如扁桃腈）的水解没有对映选择性。
