Enantioselektivna redukcija prokiralnih ketona pomoću kvasca Saccharomyces cerevisiae u prirodnim eutektičkim otapalima

undergraduate thesis

• Title (english): Enantioselective reduction of prochiral ketones with YEAST Saccharomyces cerevisiae in natural deep eutectic solvents
• Author: Petra Marin
• Mentor: Marina Cvjetko Bubalo (mentor)
• Granter: University of Zagreb; Faculty of Food Technology and Biotechnology; (Department of Biochemical Engineering); (Laboratory for Cell Technology, Application and Biotransformations); Zagreb
• Defense date and country: 2018-07-09, Croatia
• Scientific / art field, discipline and subdiscipline: BIOTECHNICAL SCIENCES; Biotechnology

Abstract

Primjenom pristupa zelene kemije u proizvodnji biološki aktivnih spojeva nastoji se smanjiti negativan učinak klasične kemijske sinteze na okoliš te zamijeniti hlapljiva organska otapala s alternativnim zelenim otapalima. U ovom radu ispitana je mogućnost primjene kvasca Saccharomyces cerevisiae kao biokatalizatora za enantioselektivnu redukciju 1-(3,4-dimetilfenil)etanona i 1-(2,4,6-trimetilfenil)etanona u prirodnim eutektičkim otapalima (NADES) na bazi kolin-klorida. NADES su se pokazala kao povoljan odabir za ispitivane redukcije obzirom na postignuto iskorištenje reakcije te enantiomerni suvišak. Na temelju dobivenih rezultata, zaključuje se da se vrijednosti ispitanih parametara povećavaju povećanjem udjela vode te uporabom supstrata s manjim brojem supstituenata čiji ortho- položaj na fenolnom prstenu nepovoljno utječe na redukciju.

Abstract (english)

Within the concept of green chemistry in the production of biologically active compounds, the negative effect of classical chemical synthesis on environment should be reduced and volatile organic solvents replaced with alternative green solvents. In this study, the application of Saccharomyces cerevisiae yeast as a biocatalyst for enantioselective reduction of 1-(3,4-dimethylphenyl)ethanone and 1-(2,4,6-trimethylphenyl)ethanone in choline chloride-based natural eutectic solvents (NADES) was performed. NADES have been shown to be a preferred choice for the investigated reductions due to the achieved reaction yield and enantiomeric excess. Based on results, it is concluded that the values of the examined parameters are increased by increasing the water content in NADES and using the substrate with a lower number of substituents whose ortho- position on the phenolic ring adversely affects the reduction.

• Keywords: biokataliza; prirodna eutektička otapala; Saccharomyces cerevisiae; 1-(3; 4-dimetilfenil)etanon; 1-(2; 4; 6-trimetilfenil)etanon
• Keywords (english): biocatalysis; natural eutectic solvents; Saccharomyces cerevisiae; 1- (3; 4-dimethylphenyl) ethanone; 1- (2; 4; 6-trimethylphenyl) ethanone
• Language: croatian
• URN:NBN: urn:nbn:hr:159:222196
• Study programme: Title: Biotechnology; Study programme type: university; Study level: undergraduate; Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka biotehnologije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka biotehnologije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Access restricted to students and staff of home institution
• Created on: 2019-09-13 11:47:29