Asymmetric Synthesis of an (R)-Cyanohydrin Using Enzymes Entrapped in Lens-Shaped Gels

A novel synthesis of (R)-cyanohydrins is described which is based on the use of cross-linked and subsequently poly(vinyl alcohol)-entrapped (R)-oxynitrilases. These immobilized lens-shaped biocatalysts have a well-defined macroscopic size in the mm range, show no catalyst leaching, and can be recycl...

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Veröffentlicht in:	Organic letters 2001-06, Vol.3 (13), p.1969-1972
Hauptverfasser:	Gröger, Harald, Capan, Emine, Barthuber, Anita, Vorlop, Klaus-Dieter
Format:	Artikel
Sprache:	eng
Schlagworte:	Aldehyde-Lyases - metabolism Cyanides - chemistry Nitriles - chemical synthesis Nitriles - chemistry
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container_end_page	1972
container_issue	13
container_start_page	1969
container_title	Organic letters
container_volume	3
creator	Gröger, Harald Capan, Emine Barthuber, Anita Vorlop, Klaus-Dieter
description	A novel synthesis of (R)-cyanohydrins is described which is based on the use of cross-linked and subsequently poly(vinyl alcohol)-entrapped (R)-oxynitrilases. These immobilized lens-shaped biocatalysts have a well-defined macroscopic size in the mm range, show no catalyst leaching, and can be recycled efficiently. Furthermore, this immobilization method is cheap and the entrapped (R)-oxynitrilases gave similar good results compared with those of free enzymes. The (R)-cyanohydrin was obtained in good yields and with high enantioselectivities of up to >99% ee.
doi_str_mv	10.1021/ol015920g
format	Article
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source	ACS Publications; MEDLINE
subjects	Aldehyde-Lyases - metabolism Cyanides - chemistry Nitriles - chemical synthesis Nitriles - chemistry
title	Asymmetric Synthesis of an (R)-Cyanohydrin Using Enzymes Entrapped in Lens-Shaped Gels
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