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000890996 1001_ $$00000-0002-6734-1024$$aSudar, Martina$$b0$$eCorresponding author
000890996 245__ $$aA cascade reaction for the synthesis of d-fagomine precursor revisited: Kinetic insight and understanding of the system
000890996 260__ $$aNew York, NY [u.a.]$$bElsevier$$c2021
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000890996 520__ $$aThe synthesis of aldol adduct (3S,4R)-6-[(benzyloxycarbonyl)amino]-5,6-dideoxyhex-2-ulose, a precursor of the interesting dietary supplement, iminosugar d-fagomine, was studied in a cascade reaction with three enzymes starting from Cbz-N-3-aminopropanol. This system was studied previously using a statistical optimization method which enabled a 79 % yield of the aldol adduct with a 10 % yield of the undesired amino acid by-product. Here, a kinetic model of the cascade, including enzyme operational stability decay rate and the undesired overoxidation of the intermediate product, was developed. The validated model was instrumental in the optimization of the cascade reaction in the batch reactor. Simulations were carried out to determine the variables with the most significant impact on substrate conversion and product yield. As a result, process conditions were found that provided the aldol adduct in 92 % yield with only 0.7 % yield of the amino acid in a one-pot one-step reaction. Additionally, compared to previous work, this improved process outcome was achieved at lower concentrations of two enzymes used in the reaction. With this study the advantages are demonstrated of a modelling approach in developing complex biocatalytical processes. Mathematical models enable better understanding of the interactions of variables in the investigated system, reduce cost, experimental efforts in the lab and time necessary to obtain results since the simulations are carried out in silico.
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000890996 7001_ $$0P:(DE-HGF)0$$aČesnik, Morana$$b1
000890996 7001_ $$0P:(DE-HGF)0$$aClapés, Pere$$b2
000890996 7001_ $$0P:(DE-Juel1)131522$$aPohl, Martina$$b3
000890996 7001_ $$0P:(DE-HGF)0$$aVasić-Rački, Đurđa$$b4
000890996 7001_ $$0P:(DE-HGF)0$$aFindrik Blažević, Zvjezdana$$b5
000890996 773__ $$0PERI:(DE-600)2400836-9$$a10.1016/j.nbt.2021.02.004$$gVol. 63, p. 19 - 28$$p19 - 28$$tNew biotechnology$$v63$$x1871-6784$$y2021
000890996 8564_ $$uhttps://juser.fz-juelich.de/record/890996/files/Sudar%20et%20al-manuscript-final%20version.pdf$$yPublished on 2021-02-25. Available in OpenAccess from 2022-02-25.
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