Collect. Czech. Chem. Commun. 1998, 63, 1655-1662
https://doi.org/10.1135/cccc19981655

Apple-Tree Shoots and Transformed Carrot and Apple Roots Used as Biocatalysts in Enantioselective Acetate Hydrolysis, Alcohol Oxidation and Ketone Reduction

Agnieszka Mironowicza and Krystyna Kromerb

a Department of Chemistry, Agricultural University of Wroclaw, ul. Norwida 25, 50-375 Wroclaw, Poland
b Botanical Garden of Wroclaw University, ul. Sienkiewicza 23, 50-335 Wroclaw, Poland

Abstract

(±)-1-Phenylethyl (1), (±)-1-(1-naphthyl)ethyl (2), (±)-1-(2-naphthyl)ethyl (3) and (±)-menthyl (4) acetates were hydrolyzed using apple-tree shoots and hairy roots of carrot and apple-tree to afford alcohols, which, subsequntly, in the same environment, were oxygenated to ketones. Pure (S)-1-(2-naphthyl)ethanol ((S)-(-)-7), (R)-1-phenylethyl acetate ((R)-(+)-1), (R)-1-(1-naphthyl)ethyl acetate ((R)-(+)-2), (S)-1-phenylethanol ((S)-(-)-5) and (-)-menthol (1R,2S,5R)-(-)-8) have been produced.

Keywords: Biotransformations; Enantioselective hydrolysis and reduction; Enzymatic resolution; Plant tissue cultures; Hairy roots; Shoots; Malus pumila; Daucus carota.