His126 Substitution Shifts Perakine Reductase Activity from Carbonyl Reduction to Ene Reduction
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 11, 2025
Perakine
reductase
(PR)
is
an
aldo-keto
(AKR)
carbonyl
reductase.
His126
one
of
the
AKR
catalytic
tetrads
in
PR.
Substitution
with
any
other
amino
acids
except
Gln
switched
PR
to
ene
Molecular
simulation
suggested
that
substrate-binding
pose
and
properties
126
residue
determined
chemoselectivity.
Given
strict
conservation
superfamily
reductases,
modification
corresponding
site
a
feasible
strategy
design
AKR-derived
novel
reductases.
Язык: Английский
Ene‐Reductase‐Catalysed Oxidation Reactions
ChemCatChem,
Год журнала:
2024,
Номер
unknown
Опубликована: Сен. 23, 2024
Abstract
Ene‐reductases
from
the
old
yellow
enzyme
(OYE)
family
have
been
traditionally
employed
in
reduction
of
conjugated
C═C
double
bonds.
This
study
explores
underutilized
oxidative
potential
OYEs,
demonstrating
their
capability
to
catalyze
enantioselective
desaturation
carbonyl
compounds.
Utilizing
a
deprotonated
tyrosine
residue
as
catalytic
base,
we
developed
method
enable
OYE‐catalyzed
at
ambient
temperature
and
alkaline
pH
without
need
for
high‐temperature
conditions.
Through
screening
various
OYE
enzymes,
identified
several
candidates
different
genera
with
enhanced
desaturase
activity
across
substrates.
work
broadens
scope
biocatalytic
applications
introducing
novel
approach
synthesis
chiral
α,β‐unsaturated
Язык: Английский
Hot off the Press
Natural Product Reports,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
A
personal
selection
of
32
recent
papers
is
presented
covering
various
aspects
current
developments
in
bioorganic
chemistry
and
novel
natural
products
such
as
asperochone
from
Язык: Английский
From gem‐Dichlorocyclobutenones to Cyclobutenols: Unveiling a Ruthenium‐Catalyzed Allylic Reduction‐Asymmetric Transfer Hydrogenation Cascade
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 28, 2024
Abstract
Cyclobutenones
constitute
an
appealing
class
of
substrates
in
catalytic
asymmetric
transformations
leading
to
diversely
substituted
enantioenriched
four‐membered
carbocycles,
which
are
eliciting
a
growing
interest
medicinal
chemistry.
Whilst
several
synthetically
useful
enantioselective
conjugate
addition
reactions
have
been
reported,
the
reduction
carbonyl
group
simple
cyclobutenones
remains
elusive
transformation.
Herein,
we
disclose
discovery
novel
allylic
reduction‐asymmetric
transfer
hydrogenation
cascade,
catalyzed
by
Noyori‐Ikariya
ruthenium
complex,
from
readily
available
gem
‐dichlorocyclobutenones,
2‐chlorocyclobutenols
with
high
optical
purities,
can
be
engaged
postfunctionalization
enabling
access
rings.
Язык: Английский