Luminescence,
Journal Year:
2024,
Volume and Issue:
39(9)
Published: Sept. 1, 2024
Abstract
Herein,
we
describe
the
design
and
development
of
a
new
cell‐permeable
aggregation‐induced
emission
(AIE)
active
3
‐ethoxysalicylaldimine‐based
symmetrical
azine
molecule
HDBE
.
The
synthesized
compound
underwent
comprehensive
investigation
different
spectroscopic
methods,
like
NMR,
mass
single
crystal
X‐ray
diffraction
analysis.
fluorophore
exhibited
bright
orange
colour
AIE
behaviour
in
THF–H
2
O
mixture.
drastic
enhancement
was
achieved
upon
adding
water
to
THF
solution
,
with
concentration
90%.
Along
dynamic
light
scattering
(DLS)
quantum
yield
measurements,
formation
aggregates
also
verified
by
scanning
electron
microscopy
(SEM)
transmission
(TEM)
Further,
demonstrated
excited
state
intramolecular
proton
transfer
(ESIPT)
characteristics
polarity
solvents,
which
corroborated
absorption,
lifetime
spectroscopical
investigations.
detailed
scrutiny
structure
displayed
two
strong
hydrogen
bonding
interactions,
while
solid‐state
fluorescent
spectra
showed
dual
that
corresponds
enol
keto
form
confirming
ESIPT
feature.
non‐toxic
cell‐permeable,
making
it
easy
label
as
biomarker
live
HeLa
cells
via
bioimaging.
These
studies
offer
quick
way
develop
both
ESIPT‐coupled
molecules
for
cell
bioimaging
applications.
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(49)
Published: Aug. 16, 2024
Abstract
Selective
detection
of
reactive
oxygen
species
(ROS)
is
vital
for
studying
their
role
in
brain
diseases.
Fluorescence
probes
can
distinguish
ONOO
−
from
other
ROS;
however,
selectivity
toward
depends
on
the
recognition
group.
Aryl‐boronic
acids
and
esters,
which
are
common
groups,
not
selective
over
H
2
O
.
In
this
study,
we
developed
a
diaminonaphthalene
(DAN)‐protected
boronic
acid
as
new
group
that
selectively
reacts
with
ROS.
Three
DAN‐protected
(DANBA)‐based
fluorophores
emit
fluorescence
visible
to
near‐infrared
(NIR)
regions,
Cou‐BN
,
BVP‐BN
HDM‐BN
aryl‐boronic
acid‐based
counterparts
(
Cou‐BO
BVP‐BO
HDM‐BO
),
were
developed.
The
DANBA‐based
exhibited
enhanced
control
group,
well
universality
solution
assays
vitro
experiments
PC12
cells.
NIR‐emissive
was
optimized
delineate
vivo
levels
mouse
brains
Parkinson's
disease.
This
belongs
generation
groups
developing
probes,
strategy
could
be
extended
hydroxyl‐containing
dyes
detect
complex
biological
systems
processes.
Luminescence,
Journal Year:
2024,
Volume and Issue:
39(9)
Published: Sept. 1, 2024
Abstract
Herein,
we
describe
the
design
and
development
of
a
new
cell‐permeable
aggregation‐induced
emission
(AIE)
active
3
‐ethoxysalicylaldimine‐based
symmetrical
azine
molecule
HDBE
.
The
synthesized
compound
underwent
comprehensive
investigation
different
spectroscopic
methods,
like
NMR,
mass
single
crystal
X‐ray
diffraction
analysis.
fluorophore
exhibited
bright
orange
colour
AIE
behaviour
in
THF–H
2
O
mixture.
drastic
enhancement
was
achieved
upon
adding
water
to
THF
solution
,
with
concentration
90%.
Along
dynamic
light
scattering
(DLS)
quantum
yield
measurements,
formation
aggregates
also
verified
by
scanning
electron
microscopy
(SEM)
transmission
(TEM)
Further,
demonstrated
excited
state
intramolecular
proton
transfer
(ESIPT)
characteristics
polarity
solvents,
which
corroborated
absorption,
lifetime
spectroscopical
investigations.
detailed
scrutiny
structure
displayed
two
strong
hydrogen
bonding
interactions,
while
solid‐state
fluorescent
spectra
showed
dual
that
corresponds
enol
keto
form
confirming
ESIPT
feature.
non‐toxic
cell‐permeable,
making
it
easy
label
as
biomarker
live
HeLa
cells
via
bioimaging.
These
studies
offer
quick
way
develop
both
ESIPT‐coupled
molecules
for
cell
bioimaging
applications.
