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@ARTICLE{Wachtmeister:826010,
author = {Wachtmeister, Jochen and Jakoblinnert, Andre and Rother,
Dörte},
title = {{S}tereoselective {T}wo-{S}tep {B}iocatalysis in {O}rganic
{S}olvent: {T}oward {A}ll {S}tereoisomers of a 1,2-{D}iol at
{H}igh {P}roduct {C}oncentrations},
journal = {Organic process research $\&$ development},
volume = {20},
number = {10},
issn = {1520-586X},
address = {Washington, DC},
publisher = {ACS Publ.},
reportid = {FZJ-2017-00282},
pages = {1744 - 1753},
year = {2016},
abstract = {Biotransformations on larger scale are mostly limited to
cases in which alternative chemical routes lack sufficient
chemo-, regio-, or stereoselectivity. Here, we expand the
applicability of biocatalysis by combining cheap whole cell
catalysts with a microaqueous solvent system. Compared to
aqueous systems, this permits manifoldly higher
concentrations of hydrophobic substrates while maintaining
stereoselectivity. We apply these methods to four different
two-step reactions of carboligation and oxidoreduction to
obtain 1-phenylpropane-1,2-diol (PPD), a versatile building
block for pharmaceuticals, starting from inexpensive
aldehyde substrates. By a modular combination of two
carboligases and two alcohol dehydrogenases, all four
stereoisomers of PPD can be produced in a flexible way.
After thorough optimization of each two-step reaction, the
resulting processes enabled up to 63 g L–1 product
concentration $(98\%$ yield), space-time-yields up to 144 g
L–1 d–1, and a target isomer content of at least $95\%.$
Despite the use of whole cell catalysts, we did not observe
any side product formation of note. In addition, we prove
that, by using 1,5-pentandiol as a smart cosubstrate, a very
advantageous cofactor regeneration system could be applied.},
cin = {IBG-1},
ddc = {540},
cid = {I:(DE-Juel1)IBG-1-20101118},
pnm = {581 - Biotechnology (POF3-581)},
pid = {G:(DE-HGF)POF3-581},
typ = {PUB:(DE-HGF)16},
UT = {WOS:000386188400007},
doi = {10.1021/acs.oprd.6b00232},
url = {https://juser.fz-juelich.de/record/826010},
}