% IMPORTANT: The following is UTF-8 encoded. This means that in the presence
% of non-ASCII characters, it will not work with BibTeX 0.99 or older.
% Instead, you should use an up-to-date BibTeX implementation like “bibtex8” or
% “biber”.
@ARTICLE{Sudar:890996,
author = {Sudar, Martina and Česnik, Morana and Clapés, Pere and
Pohl, Martina and Vasić-Rački, Đurđa and Findrik
Blažević, Zvjezdana},
title = {{A} cascade reaction for the synthesis of d-fagomine
precursor revisited: {K}inetic insight and understanding of
the system},
journal = {New biotechnology},
volume = {63},
issn = {1871-6784},
address = {New York, NY [u.a.]},
publisher = {Elsevier},
reportid = {FZJ-2021-01303},
pages = {19 - 28},
year = {2021},
abstract = {The 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.},
cin = {IBG-1},
ddc = {540},
cid = {I:(DE-Juel1)IBG-1-20101118},
pnm = {2172 - Utilization of renewable carbon and energy sources
and engineering of ecosystem functions (POF4-217)},
pid = {G:(DE-HGF)POF4-2172},
typ = {PUB:(DE-HGF)16},
pubmed = {33640482},
UT = {WOS:000637216500003},
doi = {10.1016/j.nbt.2021.02.004},
url = {https://juser.fz-juelich.de/record/890996},
}