Angewandte Chemie,
Journal Year:
2021,
Volume and Issue:
133(43), P. 23355 - 23359
Published: Aug. 31, 2021
Abstract
An
automated
continuous
flow
system
capable
of
producing
protected
deoxy‐sugar
donors
from
commercial
material
is
described.
Four
2,6‐dideoxy
and
two
3‐amino‐2,3,6‐trideoxy
sugars
with
orthogonal
protecting
groups
were
synthesized
in
11–32
%
overall
yields
74–131.5
minutes
total
reaction
time.
Several
the
reactions
able
to
be
concatenated
into
a
process,
avoiding
need
for
chromatographic
purification
intermediates.
The
modular
nature
experimental
setup
allowed
streams
split
different
lines
parallel
synthesis
multiple
donors.
Further,
processes
fully
described
through
design
an
open‐source
Python‐controlled
automation
platform.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(22), P. 12413 - 12423
Published: Feb. 26, 2021
Abstract
The
stereoselectivity
and
yield
in
glycosylation
reactions
are
paramount
but
unpredictable.
We
have
developed
a
database
of
acceptor
nucleophilic
constants
(Aka)
to
quantify
the
nucleophilicity
hydroxyl
groups
influenced
by
steric,
electronic
structural
effects,
providing
connection
between
experiments
computer
algorithms.
subtle
reactivity
differences
among
on
various
carbohydrate
molecules
can
be
defined
Aka,
which
is
easily
accessible
simple
convenient
automation
system
assure
high
reproducibility
accuracy.
A
diverse
range
donors
acceptors
with
well‐defined
promoters
were
organized
processed
designed
software
program
“GlycoComputer”
for
prediction
without
involving
sophisticated
computational
processing.
importance
Aka
was
further
verified
random
forest
algorithm,
applicability
tested
synthesis
Lewis
skeleton
show
that
accurately
estimated.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(43), P. 23171 - 23175
Published: Aug. 31, 2021
An
automated
continuous
flow
system
capable
of
producing
protected
deoxy-sugar
donors
from
commercial
material
is
described.
Four
2,6-dideoxy
and
two
3-amino-2,3,6-trideoxy
sugars
with
orthogonal
protecting
groups
were
synthesized
in
11-32
%
overall
yields
74-131.5
minutes
total
reaction
time.
Several
the
reactions
able
to
be
concatenated
into
a
process,
avoiding
need
for
chromatographic
purification
intermediates.
The
modular
nature
experimental
setup
allowed
streams
split
different
lines
parallel
synthesis
multiple
donors.
Further,
processes
fully
described
through
design
an
open-source
Python-controlled
automation
platform.
Beilstein Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
17, P. 1981 - 2025
Published: Aug. 5, 2021
The
sequence,
length
and
substitution
of
a
polysaccharide
influence
its
physical
biological
properties.
Thus,
sequence
controlled
polysaccharides
are
important
targets
to
establish
structure-properties
correlations.
Polymerization
techniques
enzymatic
methods
have
been
optimized
obtain
samples
with
well-defined
patterns
narrow
molecular
weight
distribution.
Chemical
synthesis
has
granted
access
full
control
over
the
length.
Here,
we
review
progress
towards
polysaccharides.
For
each
class
polysaccharides,
discuss
available
synthetic
approaches
their
current
limitations.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(43)
Published: April 30, 2024
Reported
herein
is
a
new
HPLC-based
automated
synthesizer
(HPLC-A)
capable
of
temperature-controlled
synthesis
and
purification
carbohydrates.
The
developed
platform
allows
to
perform
various
protecting
group
manipulations
as
well
the
O-
N-glycosides.
A
fully
was
showcased
in
application
different
carbohydrate
derivatives
including
glycosides,
oligosaccharides,
glycopeptides,
glycolipids,
nucleosides.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(11), P. 2910 - 2920
Published: Jan. 1, 2022
An
automated
machine-aided
solid
phase
synthesis
of
heparan
sulfate
(HS)
has
been
established
for
the
first
time.
With
significantly
reduced
number
synthetic
and
purification
steps,
16
HS
disaccharides
have
readily
assembled.
Chemistry - A European Journal,
Journal Year:
2022,
Volume and Issue:
28(39)
Published: May 6, 2022
Abstract
As
the
21
st
century
unfolds
with
rapid
changes,
new
challenges
in
research
and
development
emerge.
These
prompted
us
to
repurpose
our
HPLC−A
platform
that
was
previously
used
solid
phase
glycan
synthesis
a
solution
batch
described
herein.
The
modular
character
of
HPLC
allows
for
implementing
attachments.
To
enable
sequential
multiple
oligosaccharides
single
press
button,
we
supplemented
system
four‐way
split
valve
an
automated
fraction
collector.
This
enabled
operator
load
all
reagents
reactants
autosampler,
button
start
repetitive
automation
sequence,
leave
lab,
upon
return
find
products
reactions
ready
purification,
analysis,
subsequent
application.
Chinese Journal of Chemistry,
Journal Year:
2022,
Volume and Issue:
40(14), P. 1714 - 1728
Published: April 26, 2022
Abstract
Automated
chemical
solid‐phase
synthesis
is
an
automation
platform
for
rapid
and
reliable
of
glycans.
Since
the
seminal
work
Glycan
Assembly
(AGA)
disclosed
by
Seeberger
in
2001,
AGA
has
evolved
from
a
proof‐of‐concept
to
robust
technology
streamlined
production
various
types
Through
more
than
20
years
unceasing
efforts,
major
breakthroughs
including
linkers,
approved
building
blocks,
synthesizers
have
been
acquired,
numerous
influential
achievements
made
complex
glycan
synthesis.
In
addition,
HPLC‐assisted
automated
emerges
as
promising
access
this
review,
we
highlight
key
advances
field
synthesis,
especially
AGA.
The
representative
glycans
based
on
also
described.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(64)
Published: Aug. 28, 2023
Abstract
Human
milk
oligosaccharides
(HMO)
have
emerged
as
a
very
active
area
of
research
in
glycoscience
and
nutrition.
HMO
are
involved
the
early
development
infants
may
help
to
prevent
certain
diseases.
The
chemical
methods
for
obtaining
individual
aids
global
effort
dedicated
understanding
roles
these
biomolecules.
Reported
herein
is
synthesis
two
common
core
hexasaccharides
found
human
milk,
i.
e.
para
‐lacto‐
N
‐hexaose
(
p
LNH)
‐neohexaose
LNnH).
After
screening
multiple
leaving
groups
temporary
protecting
group
combinations,
3+3
convergent
coupling
strategy
was
work
best
linear
glycans.
