Naslov
Stereoselective reduction of prochiral ketones by plant cells culture in natural deep eutectic solvents

Autori
Karla Košpić, Dubravko Pavoković, Manuela Panić, Doris Delač, Marina Cvjetko Bubalo, Ivana Radojčić Redovniković

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Book of Abstract of Natural Resources, Green Technology & Sustainable Development 3 / - , 2018, 108-108

Skup
Natural Resources, Green Technology & Sustainable Development 3

Mjesto i datum
Zagreb, Hrvatska, 2018

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
biocatalysis, green technology, natural deep eutectic solvents, plant cultures, stereoselectivity

Sažetak
Optically active chiral building molecular blocks are widely used as intermediates in the production of drugs, organic chemicals, agricultural chemicals and other fine chemicals. As the conventional, environmentally hazardous chemical synthesis is expensive and extremely complicated, there is a rising need to introduce environmentally friendly approaches into the preparation of various commercial products. Herein, two tools of green chemistry were used: performing reactions by biocatalysis and the use of alternative green solvents – natural deep eutectic solvents (NADES). For that purpose two plant callus cultures - sugar beet and cactus were used, due to stereoselectivity of the plant enzymes, as biocatalysts for the asymmetric reduction of 1- (3, 4)-dimethylphenyl)ethanone (DMPA) into corresponding optically active 1-(3, 4- dimethylphenyl)ethanol in choline chloride- based NADES containing glucose, glycerol or ethylene glycol as hydrogen bond donor with 30%, 50% or 80% (v/v) of water. The efficiency of proposed biocatalytic reaction was monitored for both conversion and enantiomeric excess of reaction, and it was found to differ with the type of hydrogen bond donor and water content in NADES. Interestingly, for asymmetric reduction of DMPA with sugar beet plant culture performed in water and cactus plant culture performed in water and NADES containing 80% (v/v) of water, high enantioselectivity giving the (S) alcohol was observed, indicating that the reaction follows Prelog’s rule, while in other cases (R) alcohol was predominate enantiomer. Additionally, biocompatibility of NADES with plant callus cultures was studied for 3 weeks by monitoring morphology and viability of plant cells as well as by measuring stress enzymes and metabolite molecules.

Izvorni jezik
Engleski

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