Napredna pretraga

Pregled bibliografske jedinice broj: 880097

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


Pavoković, Dubravko; Buđa, Renata; Andrašec, Fran; Roje, Marin; Cvjetko Bubalo, Marina; Radojčić Redovniković, Ivana
Plant-mediated asymmetric reduction of 1-(3, 4-dimethylphenyl) ethanone // Tetrahedron : asymmetry, 28 (2017), 5; 730-733 doi:10.1016/j.tetasy.2017.04.003 (međunarodna recenzija, članak, znanstveni)


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

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


Ustanove
Prehrambeno-biotehnološki fakultet, Zagreb,
Institut "Ruđer Bošković", Zagreb,
Prirodoslovno-matematički fakultet, Zagreb

Citiraj ovu publikaciju

Pavoković, Dubravko; Buđa, Renata; Andrašec, Fran; Roje, Marin; Cvjetko Bubalo, Marina; Radojčić Redovniković, Ivana
Plant-mediated asymmetric reduction of 1-(3, 4-dimethylphenyl) ethanone // Tetrahedron : asymmetry, 28 (2017), 5; 730-733 doi:10.1016/j.tetasy.2017.04.003 (međunarodna recenzija, članak, znanstveni)
Pavoković, D., Buđa, R., Andrašec, F., Roje, M., Cvjetko Bubalo, M. & Radojčić Redovniković, I. (2017) Plant-mediated asymmetric reduction of 1-(3, 4-dimethylphenyl) ethanone. Tetrahedron : asymmetry, 28 (5), 730-733 doi:10.1016/j.tetasy.2017.04.003.
@article{article, year = {2017}, pages = {730-733}, DOI = {10.1016/j.tetasy.2017.04.003}, keywords = {Bioreduction, 1-(3, 4)-dimethylphenyl)ethanone, chiral alcohols, biocatalysis, vegetable roots}, journal = {Tetrahedron : asymmetry}, doi = {10.1016/j.tetasy.2017.04.003}, volume = {28}, number = {5}, issn = {0957-4166}, title = {Plant-mediated asymmetric reduction of 1-(3, 4-dimethylphenyl) ethanone}, keyword = {Bioreduction, 1-(3, 4)-dimethylphenyl)ethanone, chiral alcohols, biocatalysis, vegetable roots} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


Citati