Matematičko modeliranje proizvodnje optički aktivnog diola korištenjem višeenzimskog sustava

undergraduate thesis

• Title (english): Mathematical modelling of optically active diols production by multienzyme catalysis approach
• Author: Tatjana Baković
• Mentor: Ana Vrsalović Presečki (mentor)
• Committee member: Ana Vrsalović Presečki (predsjednik povjerenstva)
• Committee member: Marijana Hranjec (član povjerenstva)
• Committee member: Vanja Kosar (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2017-09-11, Croatia
• Scientific / art field, discipline and subdiscipline: TECHNICAL SCIENCES; Chemical Engineering; Reaction Engineering

Abstract

U području biokatalize, kaskadne višeenzimske reakcije su važan pristup za proizvodnju optički aktivnih spojeva. Navedeni pristup je vrlo obećavajući s ekološke i ekonomske točke gledišta, jer se time postižu veće konverzije i produktivnosti, troši se manje kemikalija, izbjegava se izolacija međuprodukata, a na industrijskoj razini se smanjuju troškovi otpada i proizvodnje. Sinteza kiralnih spojeva uvijek predstavlja izazov u području organske kemije, posebice proizvodnja molekula s dva kiralna centra, kao što su kiralni 1,2-dioli. U ovom radu je u svrhu dobivanja enantiomerno čistog diastereoselektivnog 1,2-diola proučavan višeenzimski sustav koji se sastojao od reakcije stereoselektivne karboligacije, katalizirane enzimom benzoilformat dekarboksilazom (BFD), L-selektivne redukcije karbonilne skupine s alkohol dehidrogenazom iz Lactobacillus brevis (LbADH) uz regeneraciju koenzima korištenjem formijat dehidrogenaze (FDH). Određena je kinetika svih enzima. Ispitan je utjecaj acetaldehida na stabilnost BFD i LbADH Na temelju tih rezultata postavljen je matematički model. Primijenjena su dva različita načina provedbe višeenzimskih reakcija: sekvencijalni i simultani način. Na temelju rezultata simulacije predložen je optimalni način provedbe, te optimalni početni uvjeti.

Abstract (english)

Within the field of biocatalysis, multi-enzyme cascade reactions are an important strategy for the production of optically active chemicals. This approach is very promising from an environmental and as well the economical point of view since in this manner higher yields and productivities is accomplished, fewer chemicals are spent, isolation of intermediates is avoided and on industrial scale, waste and production costs are reduced. The synthesis of chiral building blocks is always challenging in the field of organic chemistry, especially the production of molecules with two chiral centers, as the chiral 1,2-diols. By coupling stereoselective carboligation catalyzed by benzoylformate decarboxylase (BFD), L-selective reduction of carbonyl group with alcohol dehydrogenase from Lactobacillus brevis (ADHLb) as well as the coenzyme regeneration by formate dehydrogenase (FDH), enantiometrically pure diastereoselective 1,2-diol production was explored. All enzymes were kinetically characterized. The impact of acetaldehyde on the BFD and ADHLb stability was investigated. Based on these results mathematical model was set. Two different multi-enzyme system approaches were applied: the sequential two-step one-pot and the simultaneous one-pot cascade. Based on the result from the simulation by model optimal approach as well the optimal initial conditions was proposed.

• Keywords: matematičko modeliranje; benzoilformat dekarboksilaza; alkohol dehidrogenaza; formijat dehidrogenaza; (1S 2S)-1-fenilpropan-1 2-diol
• Keywords (english): matematical modelling; benzoylformate decarboxylase; alcohol dehydrogenase; formate dehydrogenase; (1S 2S)-1-phenylpropane-1 2-diol
• Language: croatian
• URN:NBN: urn:nbn:hr:149:334918
• Study programme: Title: Chemical Engineering - Undergraduate study; Study programme type: university; Study level: undergraduate; Academic / professional title: sveučilišni/a prvostupnik/ prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva (sveučilišni/a prvostupnik/ prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access
• Created on: 2021-01-12 09:43:02