Naslov
Plant-mediated asymmetric reduction of 1-(3, 4-dimethylphenyl) ethanone

Autori
Pavoković, Dubravko ; Buđa, Renata ; Andrašec, Fran ; Roje, Marin ; Cvjetko Bubalo, Marina ; Radojčić Redovniković, Ivana

Izvornik
Tetrahedron : asymmetry (0957-4166) 28 (2017), 5; 730-733

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
bioreduction, 1-(3, 4)-dimethylphenyl)ethanone, chiral alcohols, biocatalysis, vegetable roots
(Bioreduction, 1-(3, 4)-dimethylphenyl)ethanone, chiral alcohols, biocatalysis, vegetable roots)

Sažetak
Bioreduction mediated by plants is a highly selective and environmentally friendly approach to synthesise optically active alcohols. Herein the bioreduction of 1-(3, 4)- dimethylphenyl)ethanone to the corresponding chiral alcohol 1- (3, 4-dimethylphenyl)ethanol has been evaluated using nine different vegetables roots as biocatalysts. The chiral alcohol was prepared in yields ranging from 44.1% to 88.2%, and with enantiomeric excess up to 97.2% for the (S)-enantiomer. Sugar beet was the most promising among the tested vegetables roots. Therefore, sugar beet cell cultures (normal and transformed) were obtained and tested for the reduction as well, yielding the corresponding alcohol in the range from 62.1% to 88.2% yield and with enantiomeric excesses of >99%. Based on these results reported, there are no profound differences in the reductive capacity of undifferentiated cells and organs of the same plant species (sugar beet). Due to overall advantages of using cell cultures, we have highlighted this approach as a promising method for preparation of enantiomerically pure 1-(3, 4- dimethylphenyl)ethanol.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Biotehnologija

POVEZANOST RADA