Enzymatic resolution of a racemic mixture of gamma-amino acids u

Details Enzymatic resolution of a racemic mixture of gamma-amino acids u Enzymatic resolution of a racemic mixture of gamma-amino acids u

1992-07-17

1994-05-31

Robinson, Douglas W.

Chemistry: molecular biology and microbiology

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

Resolution of optical isomers or purification of organic...

C12P 4100

Patent

active

053169441

ABSTRACT:
The present invention relates to the enzymatic resolution of a racemic mixture of stereospecific, pharmaceutically useful in vivo inhibitors of .gamma.-aminobutyric acid transaminase (GABA-T), specifically .gamma.-ethynyl GABA, .gamma.-vinyl GABA and .gamma.-allenyl GABA using penicillin acylase (PA).

REFERENCES:
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patent: 4636470 (1987-01-01), Empie
D. Rossi, et al., The Use of Benzylpenicillinacylase From Escherichia Coli In The Resolution of Some Racemic .beta.-, .gamma.-, .delta.-, and .epsilon.-Amino-Acids, Experientia, 33(12), 1557-1559 (1977).
Claudio Fuganti, et al., Substrate Specificity and Enantioselectivity of Penicillinacylase Catalyzed Hydrolysis of Phenacetyl Esters of Synthetically Useful Carbinols, Tetrahedron, 44(9), 2575-2582 (1988).
D. Rossi, et al., Hydrolysis of N-Phenylacetyl-.alpha.-methyl-.alpha.-amino Acids By Benzylpenicillinacylase, Experientia, 41, 35-37 (1985).
H. Waldmann, A New Access to Chiral 2-Furylcarbionols By Enantioselective hydrolysis With Penicillin Acylase, Tetrahedron Letters, 30(23), 3057-3058 (1989).
M. Jung, et al., Mechanism of the Stereospecific Irreversible Inhibition of Bacterial Glutamic Acid Decarboxylase by (R)-(-)-4-Aminohex-5-ynoic Acid, An Analogue of 4-Aminobutyric Acid, Biochemistry, 17(13), 2628-2632 (1978).
Jones JB, Tetrahedron 42:3351-3403 (1986).
Rossi, D. J. Org. Chem. 43:2576-81 (1978).

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