Enzymatic synthesis of chiral amines using -2-amino propane as a

Details Enzymatic synthesis of chiral amines using -2-amino propane as a Enzymatic synthesis of chiral amines using -2-amino propane as a

1999-03-10

2000-10-17

Saucier, Sandra

Chemistry: molecular biology and microbiology

Process of utilizing an enzyme or micro-organism to destroy...

Resolution of optical isomers or purification of organic...

435106, 435107, 435108, 435109, 435110, 435111, 435112, 435113, 435114, 435115, 435116, 435128, 435129, C12P 1300, C12P 1302, C12P 1304, C12P 1322, C12P 1324

Patent

active

061330183

ABSTRACT:
2-Aminopropane is used as the amine donor in the stereoselective synthesis of a chiral amine from a ketone with a transaminase. In a typical embodiment, (S)-1-methoxy-2-aminopropane is prepared by bringing methoxyacetone into contact with a transaminase in the presence of 2-aminopropane as an amine donor until a substantial amount of methoxyacetone is converted to (S)-1-methoxy-2-aminopropane and 2-aminopropane is converted to acetone. In a second embodiment, L-alanine is prepared by bringing pyruvic acid into contact with a transaminase in the presence of 2-aminopropane as an amine donor.

REFERENCES:
patent: 5300437 (1994-04-01), Stirling et al.
patent: 5457085 (1995-10-01), Seckinger et al.
Sisler et al., College Chemistry, Chapter 24, pp. 459-460, Macmillan, NY (1963).
Raunio et al., "Effect of 1-hydroxymethyl- and 1-methyl-1-aminoalkanee on enzymatic leucine-1-oxoglutarate transamination" Acta Chem. Scand. 27(3): 985-9 (1973).
Matcham, et al. "Biocatatysis for Chiral Intermediatis: Meeting Commercial and Technical Challenges" Chemical Oggi, Jun. 1996.

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