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Simultaneous Synthesis of Enantiomerically Pure (R)-1-phenylethanol and (R)-alpha-methylbenzylamine From Racemic Alpha-Methylbenzylamine Using omega-transaminase/alcohol dehydrogenase/glucose Dehydrogenase Coupling Reaction

Hyungdon Yun, Yung-Hun Yang, Byung-Kwan Cho, Bum-Yeol Hwang, Byung-Gee Kim

Biotechnol Lett. 2003 May;25(10):809-14.

PMID: 12882012

Abstract:

A simultaneous synthesis of (R)-1-phenylethanol and (R)-alpha-methylbenzylamine from racemic alpha-methylbenzylamine was achieved using an omega-transaminase, alcohol dehydrogenase, and glucose dehydrogenase in a coupled reaction. Racemic alpha-methylbenzylamine (100 mM) was converted to 49 mM (R)-1-phenylethanol (> 99% ee) and 48 mM (R)-alpha-methylbenzylamine (> 98% ee) in 18 h at 37 degrees C. This method was also used to overcome product inhibition of omega-TA by the ketone product in the kinetic resolution of racemic amines at high concentration.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP3886699 (R)-(+)-α-Methylbenzylamine (R)-(+)-α-Methylbenzylamine 3886-69-9 Price
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