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.
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.
Yun
Hyungdon
H
School of Chemical Engineering and Institute of Molecular Biology and Genetics, Seoul National University, Seoul, Korea.
Yang
Yung-Hun
YH
Cho
Byung-Kwan
BK
Hwang
Bum-Yeol
BY
Kim
Byung-Gee
BG
D000426:Alcohol Dehydrogenase / Q000096:biosynthesis / Q000737:chemistry*; D001592:Benzyl Alcohols / Q000138:chemical synthesis* / Q000302:isolation & purification; D003001:Cloning, Molecular; D003067:Coenzymes / Q000096:biosynthesis / Q000737:chemistry; D004926:Escherichia coli / Q000201:enzymology / Q000235:genetics; D042843:Glucose 1-Dehydrogenase; D005948:Glucose Dehydrogenases / Q000096:biosynthesis / Q000737:chemistry*; D009097:Multienzyme Complexes / Q000096:biosynthesis / Q000737:chemistry; D010627:Phenethylamines / Q000138:chemical synthesis* / Q000302:isolation & purification; D016634:Radiosurgery; D011994:Recombinant Proteins / Q000096:biosynthesis / Q000737:chemistry; D000637:Transaminases / Q000096:biosynthesis / Q000737:chemistry*
D001592:Benzyl Alcohols; D003067:Coenzymes; D009097:Multienzyme Complexes; D010627:Phenethylamines; D011994:Recombinant Proteins; C002017:methylphenyl carbinol; D005948:Glucose Dehydrogenases; D000426:Alcohol Dehydrogenase; D042843:Glucose 1-Dehydrogenase; D000637:Transaminases; C033198:1-phenethylamine