Naslov
Biocatalytic synthesis of an aldol product, a precursor of D-fagomine

Autori
Sudar, Martina

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

Izvornik
XI. Susret mladih kemijskih inženjera, Knjiga sažetaka / Gordana Matijašić - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2016, 31-31

ISBN
978-953-6894-55-0

Skup
XI. Susret mladih kemijskih inženjera

Mjesto i datum
Zagreb, Hrvatska, 18.02.2016. - 20.02.2016

Vrsta sudjelovanja
Pozvano predavanje

Vrsta recenzije
Domaća recenzija

Ključne riječi
D-fagomine; cascade reaction

Sažetak
D-Fagomine is an iminosugar that prevents postprandial high blood glucose levels without stimulating insulin secretion and reduces the risk of developing insulin resistance and of becoming overweight. Furthermore, D-fagomine selectively inhibits the adhesion to intestinal mucosa of several kinds of bacteria and may promote the adhesion of other ones that are considered beneficial. Synthesis of one of the precursors of D-fagomine in a cascade reaction of alcohol N-Cbz-3- aminopropanol oxidation with coenzyme regeneration and aldol addition of dihydroxyacetone (DHA) to N-Cbz-3-aminopropanal was studied in this work. This type of reaction system was not studied until now. The extraction of D-fagomine from plants results in low yields and the synthesis of its precursor in a cascade reaction in one pot without the isolation of reaction intermediates can result in higher yields and lower consumption of chemical. The first reaction step is aminoalcohol oxidation catalyzed by alcohol dehydrogenase (ADH), and the second subsequent reaction is aldol addition of DHA to aminoaldehyde catalyzed by D-fructose-6- phosphate aldolase (FSA). For the first reaction step NAD+ regeneration was done by the addition of NADH oxidase (NOX). To successfully perform this reaction with high reaction yield on aldol, it is necessary to find the appropriate initial reaction conditions. A statistical optimization of initial reaction conditions was carried out by using Design Expert. In the investigated variable range maximum yield on aldol was 79% which is a great increase from the starting 25% of yield.

Izvorni jezik
Engleski

Znanstvena područja
Kemijsko inženjerstvo, Biotehnologija

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