Enzymatic synthesis of L-norephedrine by coupling recombinant pyruvate decarboxylase and ω-transaminase.

Appl Microbiol Biotechnol

State Key Laboratory of Natural Medicines and Laboratory of Chemical Biology, China Pharmaceutical University, 24 Tongjia St., Nanjing, Jiangsu Province, 210009, People's Republic of China.

Published: September 2014

L-Norephedrine, a natural plant alkaloid, possesses similar activity as ephedrine and can be used as a vicinal amino alcohol for the asymmetric synthesis of a variety of optically pure compounds, including pharmaceuticals, fine chemicals, and agrochemicals. Because of the existence of two asymmetric centers, efficient synthesis of L-norephedrine has been challenging. In the present study, an R-selective pyruvate decarboxylase from Saccharomyces cerevisiae and an S-selective ω-transaminase from Vibrio fluvialis JS17 were coupled to develop a sequential process for the stereoselective biosynthesis of L-norephedrine. After systematic optimization of the reaction conditions, a green, economic, and practical biocatalytic method to prepare L-norephedrine was established to achieve de and ee values of greater than 99.5 % and a molar yield over 60 %. The present coupling approach can facilitate the development of sequential reactions by various biocatalysts.

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http://dx.doi.org/10.1007/s00253-014-5797-1DOI Listing

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