Analytical Chemistry,
Год журнала:
2022,
Номер
94(27), С. 9819 - 9825
Опубликована: Июнь 28, 2022
Protein
footprinting
with
mass
spectrometry
is
an
established
structural
biology
technique
for
mapping
solvent
accessibility
and
assessing
molecular-level
interactions
of
proteins.
In
hydroxyl
radical
protein
(HRPF),
(OH)
radicals
generated
by
water
radiolysis
or
other
methods
covalently
label
side
chains.
Because
the
wide
dynamic
range
OH
reactivity,
not
all
chains
are
easily
detected
in
a
single
experiment.
Novel
reagent
development
use
chain
reactions
labeling,
including
trifluoromethyl
radicals,
potential
approach
to
normalize
labeling
across
diverse
set
residues.
HRPF
presence
trifluoromethylation
under
right
conditions
could
provide
"one-pot"
reaction
multiplex
Toward
this
goal,
we
have
systematically
evaluated
amino
acid
recently
investigated
Langlois'
(LR)
activated
X-ray-mediated
radiolysis,
followed
three
different
methods.
We
compared
reactivity
CF3
20
competition-free
environment.
found
that
acids
exhibited
LR.
Our
investigations
evidence
knowledge
perfect
radical-activated
chemistry
as
achieve
higher
resolution
HRPF.
Angewandte Chemie,
Год журнала:
2020,
Номер
132(50), С. 22759 - 22765
Опубликована: Сен. 24, 2020
Abstract
The
application
of
piezoelectricity
for
the
generation
trifluoromethyl
(CF
3
)
radicals
is
reported
together
with
development
a
method
mechanochemical
C−H
trifluoromethylation
aromatic
compounds.
As
compared
to
conventional
solution‐based
approaches,
this
mechanoredox
enables
cleaner
and
more
sustainable
access
wide
range
trifluoromethylated
N‐heterocycles
peptides,
which
are
important
structural
motifs
in
modern
drug
discovery.
This
study
thus
represents
an
milestone
future
applications
systems
medicinal
pharmaceutical
science.
Angewandte Chemie International Edition,
Год журнала:
2021,
Номер
61(5)
Опубликована: Ноя. 30, 2021
Site-selective
peptide
functionalization
provides
a
straightforward
and
cost-effective
access
to
diversify
peptides
for
biological
studies.
Among
many
existing
non-invasive
conjugations
methodologies,
photoredox
catalysis
has
emerged
as
one
of
the
powerful
approaches
site-specific
manipulation
on
native
peptides.
Herein,
we
report
highly
N-termini-specific
method
rapidly
itaconated
their
derivatives
through
combination
transamination
conditions.
This
strategy
exploits
facile
reactivity
peptidyl-dihydropyridine
in
complex
settings,
complementing
bioconjugations
with
excellent
selectivity
under
mild
Distinct
from
conventional
methods,
this
utilizes
reactive
carbamoyl
radical
derived
peptidyl-dihydropyridine.
In
addition,
can
be
further
functionalized
Michael
acceptor
corresponding
peptide-protein
conjugate.
Asian Journal of Organic Chemistry,
Год журнала:
2020,
Номер
9(6), С. 898 - 909
Опубликована: Май 4, 2020
Abstract
Site‐selective
chemical
modifications
that
target
proteinogenic
amino
acid
residues
complement
the
methods
entailing
genetic
manipulation,
thereby
allowing
straightforward
and
rapid
access
to
engineered
proteins.
The
incorporation
of
trifluoromethyl
group
into
acids
within
a
peptide
sequence
results
in
relevant
peptidomimetics
with
unique
biomedicinal
properties.
As
result,
last
decade
has
witnessed
development
powerful
set
protocols
toward
selective
trifluoromethylation
small‐to‐medium
size
peptides
proteins
late‐stage
fashion.
This
minireview
seeks
highlight
those
particularly
compelling
cases
published
years.
Analytical Chemistry,
Год журнала:
2022,
Номер
94(27), С. 9819 - 9825
Опубликована: Июнь 28, 2022
Protein
footprinting
with
mass
spectrometry
is
an
established
structural
biology
technique
for
mapping
solvent
accessibility
and
assessing
molecular-level
interactions
of
proteins.
In
hydroxyl
radical
protein
(HRPF),
(OH)
radicals
generated
by
water
radiolysis
or
other
methods
covalently
label
side
chains.
Because
the
wide
dynamic
range
OH
reactivity,
not
all
chains
are
easily
detected
in
a
single
experiment.
Novel
reagent
development
use
chain
reactions
labeling,
including
trifluoromethyl
radicals,
potential
approach
to
normalize
labeling
across
diverse
set
residues.
HRPF
presence
trifluoromethylation
under
right
conditions
could
provide
"one-pot"
reaction
multiplex
Toward
this
goal,
we
have
systematically
evaluated
amino
acid
recently
investigated
Langlois'
(LR)
activated
X-ray-mediated
radiolysis,
followed
three
different
methods.
We
compared
reactivity
CF3
20
competition-free
environment.
found
that
acids
exhibited
LR.
Our
investigations
evidence
knowledge
perfect
radical-activated
chemistry
as
achieve
higher
resolution
HRPF.
