Naslov
Synthesis of aldol adduct, precursor of D-fagomine

Autori
Sudar, Martina ; Findrik Blažević, Zvjezdana ; Vasić- Rački, Đurđa

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

Izvornik
XXIV Hrvatski skup kemičara i kemijskih inženjera, Knjiga sažetaka / Šime Ukić, Tomislav Bolanča - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2015, 210-210

ISBN
978-953-6894-54-3

Skup
XXIV Hrvatski skup kemičara i kemijskih inženjera

Mjesto i datum
Zagreb, Hrvatska, 21.04.2015. - 24.04.2015

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
cascade reaction; aldol adduct; D-fagomine

Sažetak
A novel cascade reaction for the production of aldol adduct (3S, 4R)-6- [(benzyloxycarbonyl)amino]-5, 6-dideoxyhex-2- ulose, a precursor of D-fagomine, was studied in this work. D-Fagomine was found to have inhibitory activity against mammalian intestinal glucosidase and galactosidase and is useful in reducing the risks of developing insulin resistance and of becoming overweight. The strategy devised consisted of the simultaneous use of three enzymes: horse liver alcohol dehydrogenase (ADH) used for the oxidation of N-Cbz-3-aminopropanol to N-Cbz-3- aminopropanal, D-fructose-6-phosphate aldolase (FSA) variant A129S for the aldol addition of dihydroxyacetone to N-Cbz-3-aminopropanal, and a third enzyme, NADH oxidase (NOX) for coenzyme NAD+ regeneration. This cascade presents an interesting way to obtain aldol adduct using stable starting and readily available materials such as aminoalcohols. The reaction resulted in 76% yield on aldol adduct.

Izvorni jezik
Engleski

Znanstvena područja
Kemijsko inženjerstvo, Biotehnologija

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