Provjera valjanosti kinetičkog modela biokatalitičke sinteze fluoriranog azidoalkohola u različitim tipovima reaktora

master's thesis

• Title (english): Validation of a kinetic model for the biocatalytic synthesis of fluorinated azidoalcohol in different reactor modes
• Author: Martina Čičak
• Mentor: Zvjezdana Findrik Blažević (mentor)
• Committee member: Zvjezdana Findrik Blažević (predsjednik povjerenstva)
• Committee member: Marija Vuković Domanovac (član povjerenstva)
• Committee member: Dragana Vuk (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2022-09-15, Croatia
• Scientific / art field, discipline and subdiscipline: TECHNICAL SCIENCES; Chemical Engineering

Abstract

U ovom radu provedena je validacija, odnosno provjera valjanosti matematičkog modela biokatalitičke sinteze (R)–2–azido–1-[4-(trifluorometil) fenil] etanola u reakciji otvaranja prstena rac-2-[4-(trifluorometil) fenil] oksirana uz azidne ione. Kao biokatalizator korištena je varijanta enzima halogenhidrin-dehalogenaze (HHDH) W249P. Također, ispitana je i operacijska stabilnost enzima, kao i njegova stabilnost prilikom inkubacije s racemičnom smjesom epoksida, odnosno azidom. Brzina reakcije opisana je dvosupstratnom Michaelis-Menteničinom kinetikom s inhibicijom supstratom (R)-2-[4-(trifluorometil) fenil] oksiranom, kompetitivnom inhibicijom (S)-2-[4-(trifluorometil) fenil] oksiranom, rac-2-[4-(trifluorometil) fenil]-1,2-etandiolom i DMSO te inhibicijom produktom (R)-2-azido-1-[4-(trifluorometil) fenil] etanolom. Eksperimentalno je utvrđeno da model dobro opisuje eksperimentalne podatke.

Abstract (english)

In this research validation of mathematical model of biocatalytic synthesis (R)-2-azido-1-[4-(trifluoromethyl)phenyl]ethanol through rac-2-[4-(trifluoromethyl)phenyl]oxirane ringopening mediated by azide ions was carried out. The W249P variant of halohydrin dehalogenase (HHDH) enzyme was used as a biocatalyst. Also, the operational stability of enzyme, and its stability during incubation with rac-epoxide and sodium azide were evaluated. The reaction rate was described by double-substrate Michaelis-Menten kinetics with substrate (R)-2-[4-(trifluoromethyl)phenyl]oxirane inhibition, competitive inhibition by (S)-2-[4-(trifluoromethyl)phenyl]oxirane, rac-2-[4(trifluoromethyl)phenyl]-1,2-ethanediol and DMSO, and product inhibition by (R)-2-azido-1-[4-(trifluoromethyl)phenyl]ethanol. The mathematical model described the experimental data well.

• Keywords: matematički model; validacija modela; azidni ion; halogenhidrin-dehalogenaza; Michaelis-Menteničina kinetika; inhibicija
• Keywords (english): mathematical model; model validation; azide ion; halohydrin-dehalogenase; Michaelis-Menten kinetics; inhibition
• Language: croatian
• URN:NBN: urn:nbn:hr:149:524842
• Project: Number: IP-2018-01-4493; Title: Enzimska sinteza fluoriranih kiralnih građevnih blokova; Acronym: EnzyFluor; Leader: Maja Majerić-Elenkov; Jurisdiction: Croatia; Funder: HRZZ; Funding stream: IP
• Study programme: Title: Applied Chemistry - Graduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry; Course: Advanced materials and technologies; Study programme type: university; Study level: graduate; Academic / professional title: magistar/magistra primijenjene kemije (magistar/magistra primijenjene kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access; Embargo expiration date: 2023-10-01
• Created on: 2023-03-19 19:23:58