Highly Efficient Chemoenzymatic Synthesis of <scp>l</scp>-Phosphinothricin from <i>N</i>-Phenylacetyl-<scp>d</scp>,<scp>l</scp>-phosphinothricin by a Robust Immobilized Amidase
Chao-Ping Lin, Yue Mao, Ren‐Chao Zheng, Yu‐Guo Zheng
Abstract
A chemoenzymatic strategy was developed for the highly efficient synthesis of l-phosphinothricin employing a robust immobilized amidase. An enzymatic hydrolysis of 500 mM N-phenylacetyl-d,l-phosphinothricin resulted in 49.9% conversion and 99.9% ee of l-phosphinothricin within 6 h. To further evaluate the bioprocess for l-phosphinothricin production, the biotransformation was performed for 100 batches under a stirred tank reactor with an average productivity of 8.21 g L–1 h–1. Moreover, unreacted N-phenylacetyl-d-phosphinothricin was racemized and subjected to the enzymatic hydrolysis, giving l-phosphinothricin with a 22.3% yield. A total yield of 69.4% was achieved after one recycle of N-phenylacetyl-d-phosphinothricin. Significantly, this chemoenzymatic approach shows great potential in the industrial production of l-phosphinothricin.