A Protein Cleavage Platform Based on Selective Formylation at Cysteine Residues
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 16, 2025
Site-selective
cleavage
of
the
peptide
backbone
in
proteins
is
an
important
class
post-translational
modification
(PTM)
nature.
However,
organic
chemistry
for
such
site-selective
bond
cleavages
has
yet
to
be
fully
explored.
Herein,
we
report
cysteine
S-formylation
as
a
means
selective
protein
cleavage.
We
developed
N-formyl
sulfonylanilide
cysteine-selective
formylation
reagent
peptides
and
proteins.
Upon
with
reagent,
amide
adjacent
S-formylated
cleaved
by
hydrolysis
under
neutral
aqueous
conditions.
Formylation
probes
bearing
ligand
enabled
affinity-based
target
not
only
test
tube
but
also
biorelevant
conditions
crude
cell
lysate
on
surface.
These
results
demonstrate
high
biocompatibility
this
technology.
A
proof-of-concept
study
cleavage-induced
activation
further
demonstrates
its
utility
platform
functional
regulation
artificial
PTM.
Язык: Английский
Ligand-Enabled Selective Coupling of MIDA Boronates to Dehydroalanine-Containing Peptides and Proteins
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
147(9), С. 7533 - 7544
Опубликована: Фев. 21, 2025
α,β-dehydroalanine
(ΔAla)
is
a
uniquely
reactive
nonproteinogenic
amino
acid
often
employed
for
the
late-stage
functionalization
of
peptides,
natural
products
(NPs),
and
proteins.
The
modification
ΔAla
powerful
method
semisynthetic
engineering
NPs
post-translational
protein
mutagenesis.
Numerous
enabling
techniques
have
been
developed
over
years,
but
most
state-of-the-art
approaches
furnish
product
mixtures
detrimental
in
many
applications.
Here,
we
report
Pd(II)-mediated
coupling
reaction
between
aryl
N-methylimidodiacetic
boronates
ΔAla-containing
peptides
proteins
which
yields
ΔzPhe
with
high
selectivity.
proceeds
water
under
ambient
conditions
(37
°C,
<24
h)
without
exclusion
oxygen
using
fully
unprotected
substrates.
speed
selectivity
enabled
by
use
N,N'-ethylene-bis-Lthreonine
as
Pd(II)
ligand.
We
utilize
this
chemistry
to
selectively
functionalize
variety
oligopeptides,
NP-like
compounds,
intact
Finally,
show
that
can
be
readily
adapted
modify
vitro
translated
devising
platform
chemoribosomal
synthesis
ΔzPhe-containing
structures.
Altogether,
our
provides
tool
selective
Язык: Английский
One-Pot Total Synthesis of a Post-translationally Modified Max Transcription Factor Sheds Light on Ser-Phosphorylation and Lys-Acetylation Crosstalk in DNA Binding
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 31, 2025
We
report
a
one-pot
total
synthesis
of
the
transcription
factor
Max
in
seven
consecutive
steps,
starting
from
three
peptide
segments
and
employing
native
chemical
ligation.
The
developed
facilitates
generation
homogeneous
analogues
bearing
defined
transformations
within
hours
excellent
yields,
enabling
us
to
probe
effect
crosstalk
between
Ser-phosphorylation
Lys-acetylation
on
function.
Our
findings
reveal
that
these
post-translational
modifications
significantly
inhibit
DNA-binding
activity,
potentially
by
disrupting
essential
Max–DNA
interactions.
Язык: Английский
Confined synthesis of ultrafine ZrO2 anchoring composites in switchable and microchannel-like space for fluoride removal
Danqing Shen,
Qian Du,
Pan Wang
и другие.
Chemical Engineering Journal,
Год журнала:
2025,
Номер
unknown, С. 164275 - 164275
Опубликована: Май 1, 2025
Язык: Английский
Transformative protein scaffold designs for dual-modality cancer applications: Advances in therapeutic delivery and molecular imaging of tumor microenvironments
International Journal of Biological Macromolecules,
Год журнала:
2025,
Номер
unknown, С. 144881 - 144881
Опубликована: Июнь 1, 2025
Язык: Английский
Metal‐mediated Protein Engineering within live Cells
Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 30, 2024
Abstract
Metal
mediated
several
organic
reactions
are
known
which
can
be
used
inside
the
cellular
medium
for
protein
modifications,
eventually
targeting
diseases.
Indeed,
due
to
their
ease
of
handling,
rapid
solubility,
and
effective
cell
penetration,
metals
superior
than
any
other
competitor
as
a
stimulus/mediator
in
relevant
with
modifications.
most
chemical
biology
tool
Cu(I)‐catalyzed
azide‐alkyne
cycloaddition(CuAAC)/click
or
Pd
multiple
intra/extra
modifications
etc.
A
few
examples
Au(III),
Ru(III)
also
known.
Among
these,
click
reaction
has
high
potential
management
biomolecules
within
cells,
thus
this
methodology
is
adopted
broadly
chemistry,
towards
therapeutic
applications
pharmacology.
Fast
kinetics
aqueous
at
ambient
normal
temperature
specificity
between
precursors
(e.
g.,
azide
alkyne
bio‐orthogonal
cells)
essential
aspects
behind
success
metal
intracellular
reactions.
This
review
dealt
specifically
live
achievements
challenges.
Язык: Английский