Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(36)
Опубликована: Июнь 5, 2024
Previous
N-glycosylation
approaches
have
predominately
involved
acidic
conditions,
facing
challenges
of
low
stereoselectivity
and
limited
scope.
Herein,
we
introduce
a
radical
activation
strategy
that
enables
versatile
stereoselective
using
readily
accessible
glycosyl
sulfinate
donors
under
basic
conditions
exhibits
exceptional
tolerance
towards
various
N-aglycones
containing
alkyl,
aryl,
heteroaryl
nucleobase
functionalities.
Preliminary
mechanistic
studies
indicate
pivotal
role
iodide,
which
orchestrates
the
formation
from
subsequent
generation
key
intermediate,
configurationally
well-defined
is
subsequently
attacked
by
an
N-aglycone
in
stereospecific
S
ACS Nano,
Год журнала:
2024,
Номер
18(19), С. 12412 - 12426
Опубликована: Май 2, 2024
Glycans
play
vital
roles
in
nearly
all
life
processes
of
multicellular
organisms,
and
understanding
these
activities
is
inseparable
from
elucidating
the
biological
significance
glycans.
However,
glycan
research
has
lagged
behind
that
DNA
protein
due
to
challenges
posed
by
structural
heterogeneity
isomerism
(i.e.,
structures
with
equal
molecular
weights)
lack
high-efficiency
analysis
techniques.
Nanopore
technology
emerged
as
a
sensitive
single-molecule
biosensor,
shining
light
on
analysis.
significant
number
glycans
are
small
uncharged,
making
it
challenging
elicit
identifiable
nanopore
signals.
Here
we
introduce
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(28), С. 18866 - 18872
Опубликована: Июль 5, 2024
C-Glycosides
are
important
structures
that
common
to
natural
products
and
pharmaceutical
agents.
Established
methods
for
their
synthesis
involve
the
reaction
of
an
activated
anomeric
carbon.
In
this
study,
we
report
a
conceptually
new
approach
involves
stereoselective
Ni-catalyzed
carboboration
glycals.
these
reactions,
not
only
is
C–C
bond
formed
at
carbon,
but
synthetically
useful
C–B
also
installed.
Upon
oxidation,
differentially
protected
C-glycosides
be
formed.
addition,
stereospecific
manipulation
leads
diverse
C-glycosides.
Finally,
application
method
in
established
C-glycosides,
such
as
C-glycosyl
amino
acids,
well
strategy
make
all
possible
diastereomers
C1
C2.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
unknown
Опубликована: Сен. 28, 2024
Multivalent
interactions
between
receptors
and
glycans
play
an
important
role
in
many
different
biological
processes,
including
pathogen
infection,
self-recognition,
the
immune
response.
The
growth
number
of
tools
techniques
toward
assembly
multivalent
glycoconjugates
means
it
is
possible
to
create
synthetic
systems
that
more
closely
resemble
diversity
complexity
we
observe
nature.
In
this
Perspective
present
background
recognition
binding
enabled
by
nature,
discuss
strategies
used
construct
glycoconjugate
equivalents.
We
highlight
key
discoveries
current
state
art
their
applications
glycan
arrays,
vaccines,
other
therapeutic
diagnostic
tools,
with
outlook
some
areas
believe
are
most
interest
for
future
work
area.
Molbank,
Год журнала:
2025,
Номер
2025(2), С. M1985 - M1985
Опубликована: Март 27, 2025
Gold
nanoparticles
(AuNPs)
are
a
promising
tool
for
drug
delivery
due
to
their
unique
chemical
properties
that
make
them
biocompatible
and
easy
functionalize.
However,
when
AuNPs
introduced
into
biological
systems,
they
coated
by
the
so-called
protein
corona
(PC),
which
affects
biodistribution
limits
therapeutic
efficacy.
The
functionalization
of
with
endogenous
carbohydrates
can
be
possible
strategy
reduce
immune
recognition,
thus
enhancing
biocompatibility
circulation
time.
Suitable
candidates
this
approach
ABO
blood
sugar
antigens,
di-
tri-saccharides
represent
terminal
portion
some
glycolipids
glycoproteins
present
on
surface
human
red
cells
other
tissues.
In
work,
we
illustrate
synthesis
trisaccharide
antigen
A
derivative,
whose
last
step
is
worthy
investigation.
During
final
hydrogenolysis
reaction,
intended
remove
protecting
groups,
an
unexpected
side
reaction
occurred,
isolated
product
bearing
N,N-dimethyl
moiety
anomeric
propyl
linker.
This
might
ascribed
in
situ
formation
formaldehyde
successive
imine
reduction.
obtained
compound
used
as
monomeric
control
biochemical
structural
biology
studies
involving
antigens.
ACS Infectious Diseases,
Год журнала:
2024,
Номер
10(6), С. 2089 - 2100
Опубликована: Май 31, 2024
Cryptococcus
neoformans
is
a
fungus
classified
by
the
World
Health
Organization
as
critically
important
pathogen,
which
poses
significant
threat
to
immunocompromised
individuals.
In
this
study,
we
present
chemical
synthesis
and
evaluation
of
two
semisynthetic
vaccine
candidates
targeting
capsular
polysaccharide
glucuronoxylomannan
(GXM)
C.
neoformans.
These
glycoconjugate
vaccines
contain
an
identical
synthetic
decasaccharide
(M2
motif)
antigen.
This
antigen
in
serotype
A
strains,
constitute
95%
clinical
cryptococcosis
cases.
oligosaccharide
was
conjugated
proteins
(CRM197
Anthrax
63
kDa
PA)
tested
for
immunogenicity
mice.
The
conjugates
elicited
specific
antibody
response
that
bound
M2
motif
but
also
exhibited
additional
cross-reactivity
toward
M1
M4
GXM
motifs.
Both
glycoconjugates
produced
antibodies
ELISA
assays
live
fungal
cells.
Mice
immunized
with
CRM197
weakly
opsonic
displayed
trends
increased
median
survival
relative
mice
given
mock
PBS
injection
(18
vs
15
days,
p
=
0.06).
findings
indicate
promise,
achieving
successful
demands
further
optimization
glycoconjugate.
could
serve
component
multivalent
vaccine.
Current Opinion in Chemical Biology,
Год журнала:
2024,
Номер
80, С. 102456 - 102456
Опубликована: Май 4, 2024
Glycans
decorate
all
cells
and
are
critical
mediators
of
cellular
processes
through
recognition
by
glycan-binding
proteins
(GBPs).
While
targeting
glycan–protein
interactions
has
great
therapeutic
potential,
these
challenging
to
study
as
they
generally
transient
exhibit
low
binding
affinities.
Glycan-based
photo-crosslinkable
probes
have
enabled
covalent
capture
identification
unknown
GBP
receptors
glycoconjugate
ligands.
Here,
we
review
recent
progress
in
photo-crosslinking
approaches
glycan-mediated
interactions.
We
discuss
two
prominent
emerging
strategies:
1)
development
oligosaccharide
ligands
identify
receptors;
2)
cell-surface
glyco-engineering
GBPs.
Overall,
photoaffinity
labeling
affords
valuable
insights
into
complex
networks
is
poised
help
elucidate
the
interactome,
providing
novel
targets
for
intervention.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(27), С. 18320 - 18330
Опубликована: Июнь 25, 2024
Fucoidan,
a
sulfated
polysaccharide
found
in
algae,
plays
central
role
marine
carbon
sequestration
and
exhibits
wide
array
of
bioactivities.
However,
the
molecular
diversity
structural
complexity
fucoidan
hinder
precise
structure–function
studies.
To
address
this,
we
present
an
automated
method
for
generating
well-defined
linear
branched
α-fucan
oligosaccharides.
Our
syntheses
include
oligosaccharides
with
up
to
20
cis-glycosidic
linkages,
diverse
branching
patterns,
11
sulfate
monoesters.
In
this
study,
demonstrate
utility
these
by
(i)
characterizing
two
endo-acting
glycoside
hydrolases
(GH107),
(ii)
utilizing
them
as
standards
NMR
studies
confirm
suggested
structures
algal
fucoidans,
(iii)
developing
microarray.
This
microarray
enabled
screening
specificity
four
monoclonal
antibodies
(mAb)
targeting
fucoidan.
It
was
that
mAb
BAM4
has
cross-reactivity
β-glucans,
while
BAM2
reactivity
fucoidans
4-O-sulfate
esters.
Knowledge
epitope
provided
evidence
globally
abundant
diatom,
Thalassiosira
weissflogii,
synthesizes
homology
those
brown
algae.
Automated
glycan
assembly
provides
access
These
provide
basis
level
investigations
into
fucoidan's
roles
medicine
sequestration.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(30)
Опубликована: Март 28, 2024
Abstract
The
chemical
synthesis
of
complex
oligosaccharides
relies
on
efficient
and
highly
reproducible
glycosylation
reactions.
outcome
a
is
contingent
upon
several
environmental
factors,
such
as
temperature,
acidity,
the
presence
residual
moisture,
well
steric,
electronic,
conformational
aspects
reactants.
Each
proceeds
rapidly
with
high
yield
within
rather
narrow
temperature
range.
For
better
control
over
glycosylations
to
ensure
fast
reliable
reactions,
systematic
analysis
18
glycosyl
donors
revealed
effect
reagent
concentration,
water
content,
protecting
groups,
structure
activation
temperature.
With
these
insights,
we
parametrize
first
step
reaction
be
executed
reliably
efficiently.
Advanced Materials,
Год журнала:
2023,
Номер
36(5)
Опубликована: Ноя. 9, 2023
Synthetic
biology
is
touted
as
the
next
industrial
revolution
it
promises
access
to
greener
biocatalytic
syntheses
replace
many
organic
chemistries.
Here,
shown
what
synthetic
can
offer
in
form
of
multienzyme
cascades
for
synthesis
most
basic
new
materials-chemicals,
including
especially
designer
chemical
products
and
their
analogs.
Since
achieving
this
predicated
on
dramatically
expanding
space
that
enzymes
access,
such
chemistry
will
probably
be
undertaken
cell-free
or
minimalist
formats
overcome
inherent
toxicity
non-natural
substrates
living
cells.
Laying
out
relevant
aspects
need
considered
design
multi-enzymatic
these
purposes
begun.
Representative
multienzymatic
are
critically
reviewed,
which
have
been
specifically
developed
compounds
either
made
only
by
traditional
along
with
those
utilized
novel
compound
syntheses.
Lastly,
an
overview
strategies
look
toward
exploiting
bio/nanomaterials
accessing
channeling
other
nanoscale
materials
phenomena
vitro
direct
enzymatic
biosynthesis
improve
catalytic
efficiency
provided.
Finally,
a
perspective
needed
field
develop
short
long
term
presented.
