Method of producing (S)-cyanohydrins

Details Method of producing (S)-cyanohydrins Method of producing (S)-cyanohydrins

1997-02-07

1999-03-23

Richter, Johann

Chemistry: molecular biology and microbiology

Micro-organism, tissue cell culture or enzyme using process...

Preparing nitrogen-containing organic compound

435136, 435174, 435176, 435280, 558351, C12P 1300, C07C25306

Patent

active

058858091

ABSTRACT:
A method for producing (S)-cyanohydrins of general formula ##STR1## in which R and R' independently represent (1) hydrogen; (2) a substituted or unsubstituted saturated alkyl group which may include amine, imine, hydroxy, C.sub.1 -C.sub.8 -alkoxy, halogen, carboxyl, C.sub.3 -C.sub.20 -cycloalkyl groups and/or a N,O,S-heteroatom-substituted aromatic ring as substituent; (3) a substituted or unsubstituted, singly or multiply unsaturated alkenyl- or alkinyl group which may include one or several amine, imine, hydroxy, C.sub.1 -C.sub.8 -alkoxy, halogen, carboxyl, C.sub.3 -C.sub.20 -cycloalkyl groups and/or one optionally N,O,S-heteroatom-substituted aromatic ring as substituents; (4) a substituted or unsubstituted aromatic or heteroaromatic group. The method includes an enzyme-catalyzed conversion of carbonyl compounds of general formula II ##STR2## with hydrogen cyanide or a substance supplying hydrogen cyanide or CN- for the conversion in the presence of an amount of an immobilized (S)-oxynitrilase which catalyzes the conversion. The use of nitrocellulose as carrier for the immobilized (S)-oxynitrilase results in a distinct increase of the yield of (S)-cyanohydrin and of the enantiomeric excess compared to the traditional cellulose carrier material.

REFERENCES:
patent: 4446232 (1984-05-01), Liotta
patent: 5008192 (1991-04-01), Neidermeyer et al.

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