Zhang, Chen-Sheng published the artcileEfficient production of (R)-o-chloromandelic acid by deracemization of o-chloromandelonitrile with a new nitrilase mined from Labrenzia aggregata, Category: nitriles-buliding-blocks, the publication is Applied Microbiology and Biotechnology (2012), 95(1), 91-99, database is CAplus and MEDLINE.
(R)-o-Chloromandelic acid (I) is the key precursor for the synthesis of Clopidogrel, a best-selling cardiovascular drug. Although nitrilases are often used as an efficient tool in the production of α-hydroxy acids, there is no practical nitrilase specifically developed for I. Here, a new nitrilase from L. aggregata (II) was discovered for the 1st time by genomic data mining, which hydrolyzed o-chloromandelonitrile (III) with high enantioselectivity, yielding (R)-o-chloromandelic acid in 96.5% ee. II was overexpressed in Escherichia coli BL21 (DE3), purified, and its catalytic properties were studied. When III was used as the substrate, the Vmax and Km values of II were 2.53 μmol min-1 mg-1 protein and 0.39 mM, resp., indicating its high catalytic efficiency. In addition, a study of the substrate spectrum showed that II preferred to hydrolyze arylacetonitriles. To relieve substrate inhibition and to improve the productivity of II, a biphasic system of toluene-water (1:9, volume/volume) was adopted, in which III at 300 mM (apparent concentration, based on total volume) could be transformed by II in 8 h, giving an isolated yield of 94.5%. Thus, the development of II makes it possible to produce I by deracemizing III with a good ee value and high substrate concentration
Applied Microbiology and Biotechnology published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C2H4ClNO, Category: nitriles-buliding-blocks.
Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts