% 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{Oeggl:902210,
author = {Oeggl, Reinhard and Glaser, Juliane and von Lieres, Eric
and Rother, Dörte},
title = {{C}ontinuous enzymatic stirred tank reactor cascade with
unconventional medium yielding high concentrations of
({S})-2-hydroxyphenyl propanone and its derivatives},
journal = {Catalysis science $\&$ technology},
volume = {11},
number = {24},
issn = {2044-4761},
address = {London},
publisher = {RSC Publ.},
reportid = {FZJ-2021-04098},
pages = {7886-7897},
year = {2021},
abstract = {The implementation of biocatalysis in flow chemistry offers
synergistic synthesis advantages in line with green
chemistry principles. Yet, the conversion of high substrate
concentrations is in many cases hindered by insolubility
issues or substrate toxicity. Here, the continuous synthesis
of (S)-2-hydroxyphenyl propanone (2-HPP) from inexpensive
benzaldehyde and acetaldehyde in a methyl tert-butyl ether
based organic reaction environment, namely micro-aqueous
reaction system, has been established. Kinetic parameters of
the applied whole cell catalyst were identified to design a
continuous process for (S)-2-HPP synthesis. This revealed a
necessity to distribute acetaldehyde over a spatial
coordinate to remain below a toxic concentration threshold.
Hence, three continuous stirred tank reactors (cSTR) were
conjugated in a technical cascade with an additional influx
of acetaldehyde into each unit. The catalytic behaviour of
this reaction setup was described based on mass balances and
a kinetic model. Enzyme deactivation was described by a
novel staged model and compared to a simple generic model.
The optimized continuous setup yielded 190 mM (S)-HPP with
an ee > $98\%$ over 8 h. The product was easily recovered
from the organic reaction environment by crystallization
with an isolated yield of $68\%$ and a purity of $>99\%.$
Further, the substrate range of the applied catalyst
Pseudomonas putida benzoylformate decarboxylase variant
L461A was analysed. This revealed numerous halogenated,
methoxylated and nitro-derivatives in ortho, meta, and para
position, which can in principle be gained by the
established process. As an example, the applied cSTR concept
was transferred to p-methoxy benzaldehyde with good results
even without further optimization.},
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},
UT = {WOS:000714119900001},
doi = {10.1039/D0CY01666G},
url = {https://juser.fz-juelich.de/record/902210},
}