Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(45), P. 8150 - 8155
Published: Nov. 3, 2023
Through
a
strong
oxidant
Pb(OAc)4
promoted
oxidative
nucleophilic
hydrogen
substitution,
site-selective
direct
and
stepwise
cyanation
of
BODIPYs
using
tetrabutylammonium
cyanide
was
developed
to
give
α-cyanated
BODIPY
derivatives.
Characterization
optical
electrochemical
properties
these
dyes
provides
substantial
enhancement
the
electron
affinity,
with
reduction
potential
LUMO
level
as
low
-0.04
V
-4.43
eV,
respectively.
Radical
anions
electron-deficient
3,5-dicyanated
were
characterized
by
absorption
EPR
spectroscopy.
Advanced Materials,
Journal Year:
2023,
Volume and Issue:
36(1)
Published: Aug. 1, 2023
Molecular
fluorophores
emitting
in
the
second
near-infrared
(NIR-II,
1000-1700
nm)
window
with
strong
optical
harvesting
and
high
quantum
yields
hold
great
potential
for
vivo
deep-tissue
bioimaging
high-resolution
biosensing.
Recently,
J-aggregates
are
harnessed
to
engineer
long-wavelength
NIR-II
emitters
show
unique
superiority
tumor
detection,
vessel
mapping,
surgical
navigation,
phototheranostics
due
their
bathochromic-shifted
bands
required
slip-stacked
arrangement
aggregation
state.
However,
despite
preliminary
progress
of
theoretical
study
structure-property
relationships,
further
paradigms
remain
scarce
lack
on
aggregated
fashion.
In
this
effort,
how
utilize
specific
molecular
structure
form
packing
motifs
J-type
exciton
coupling
is
emphatically
elucidated.
First,
several
regulating
strategies
achieve
containing
intermolecular
interactions
external
conditions
positively
summarized
deeply
analyzed.
Then,
recent
reports
theranostics
systematically
provide
a
clear
reference
direction
promoting
development
organic
fluorophores.
Eventually,
prospective
efforts
ameliorating
clinical
practices
outlined.
Chemical Society Reviews,
Journal Year:
2023,
Volume and Issue:
52(20), P. 7197 - 7261
Published: Jan. 1, 2023
In
the
realm
of
biological
research,
invention
super-resolution
microscopy
(SRM)
has
enabled
visualization
ultrafine
sub-cellular
structures
and
their
functions
in
live
cells
at
nano-scale
level,
beyond
diffraction
limit,
which
opened
up
a
new
window
for
advanced
biomedical
studies
to
unravel
complex
unknown
details
physiological
disorders
level
with
unprecedented
resolution
clarity.
However,
most
SRM
techniques
are
highly
reliant
on
personalized
special
photophysical
features
fluorophores.
recent
times,
there
been
an
surge
development
robust
fluorophore
systems
various
imaging
techniques.
To
date,
xanthene,
cyanine,
oxazine
BODIPY
cores
have
authoritatively
utilized
as
basic
units
small-molecule-based
organic
fluorescent
probe
designing
strategies
owing
excellent
characteristics
easy
synthetic
acquiescence.
Since
future
next-generation
will
be
decided
by
availability
probes
these
four
building
blocks
play
important
role
progressive
design,
is
urgent
need
review
advancements
fluorophores
different
methods
based
dye
cores.
This
article
not
only
includes
comprehensive
discussion
about
developments
emphasis
effective
integration
into
cell
bio-imaging
applications
but
also
critically
evaluates
background
each
highlight
merits
demerits
towards
developing
newer
SRM.
Advanced Materials,
Journal Year:
2024,
Volume and Issue:
36(23)
Published: Feb. 15, 2024
Abstract
Photoactivatable
molecules,
with
high‐precision
spatialtemporal
control,
have
largely
promoted
bioimaging
and
phototherapy
applications
of
fluorescent
dyes.
Here,
the
first
photoactivatable
sensor
(
BI
)
is
described
that
can
be
triggered
by
broad
excitation
light
(405–660
nm),
which
further
undergoes
intersystem
crossing
H‐atom
transfer
processes
to
forming
superoxide
anion
radicals
(O
2
−•
carbon
radicals.
Particularly,
photoinduced
gain
carbon‐centered
BI•
allows
for
radical‐radical
coupling
afford
combined
crosslink
product
BI─BI
),
would
oxidized
in
presence
O
produce
an
extended
conjugate
system
near
infrared
emission
(820
nm).
Besides,
photochemically
generated
Cy─BI
possesses
ultra‐high
photothermal
conversion
efficiency
up
90.9%,
optimized
potential.
What′s
more,
Western
Blot
assay
reveals
both
photoproduct
efficiently
inhibit
expression
CHK1,
irradiation
induces
apoptosis
ultimately
enhances
phototherapeutic
effects.
Thus,
combination
cell
cycle
block
inducing
apoptosis,
photodynamic
therapy
treatments
significantly
suppress
solid
tumor
vivo
antitumor
efficacy
explorations.
This
a
novel
finding
developing
as
well
applicability
photoimaging
tumor‐related
areas.
Molecules,
Journal Year:
2024,
Volume and Issue:
29(5), P. 1168 - 1168
Published: March 6, 2024
Many
important
biological
species
have
been
identified
as
cancer
biomarkers
and
are
gradually
becoming
reliable
targets
for
early
diagnosis
late
therapeutic
evaluation
of
cancer.
However,
accurate
quantitative
detection
remains
challenging
due
to
the
complexity
systems
diversity
development.
Fluorescent
probes
extensively
utilized
identifying
substances
their
notable
benefits
being
non-invasive,
quickly
responsive,
highly
sensitive
selective,
allowing
real-time
visualization,
easily
modifiable.
This
review
critiques
fluorescent
used
detecting
imaging
over
last
five
years.
Focuses
made
on
design
strategies
small-molecule
nano-sized
probes,
construction
methods
fluorescence
sensing
platforms,
further
applications
in
multiple
biomarkers,
including
enzymes,
reactive
oxygen
species,
sulfur
microenvironments.
aims
guide
development
excellent
diagnostic
promote
broad
application
analysis
diagnosis.
Inorganic Chemistry,
Journal Year:
2024,
Volume and Issue:
63(7), P. 3402 - 3410
Published: Feb. 8, 2024
An
efficient
synthesis
of
3-pyrrolylBODIPY
dyes
has
been
developed
from
a
rational
mixture
various
aromatic
aldehydes
and
pyrrole
in
straightforward
condensation
reaction,
followed
by
situ
successively
oxidative
nucleophilic
substitution
using
one-pot
strategy.
These
resultant
3-pyrrolylBODIPYs
without
blocking
substituents
not
only
exhibit
the
finely
tunable
photophysical
properties
induced
flexible
meso-aryl
but
also
serve
as
valuable
synthetic
framework
for
further
selective
functionalization.
As
proof
such
potential,
one
dye
(581/603
nm)
through
installation
morpholine
group
is
applicable
lysosome-targeting
imaging.
Furthermore,
an
ethene-bridged
3,3′-dipyrrolylBODIPY
dimer
was
constructed,
which
displayed
near-infrared
(NIR)
emission
extended
to
1200
nm
with
large
fluorescence
brightness
(2840
M–1
cm–1).
The
corresponding
nanoparticles
(NPs)
afforded
high
photothermal
conversion
efficiency
(PCE)
value
72.5%,
eventually
resulting
favorable
photocytotoxicity
(IC50
=
9.4
μM)
vitro
eradication
HeLa
cells
under
808
laser
irradiation,
highlighting
their
potential
application
therapy
NIR
window.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(45), P. 5770 - 5789
Published: Jan. 1, 2024
This
highlight
reviews
various
strategies
for
constructing
BODIPY-based
photocages,
their
photodecaging
mechanisms,
and
applications
in
the
biomedical
field.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(25), P. 17456 - 17473
Published: June 11, 2024
Photomodulable
fluorescent
probes
are
drawing
increasing
attention
due
to
their
applications
in
advanced
bioimaging.
Whereas
photoconvertible
can
be
advantageously
used
tracking,
photoswitchable
constitute
key
tools
for
single-molecule
localization
microscopy
perform
super-resolution
imaging.
Herein,
we
shed
light
on
a
red
and
far-red
BODIPY,
namely,
BDP-576
BDP-650,
which
possess
both
properties
of
conversion
switching.
Our
study
demonstrates
that
these
pyrrolyl-BODIPYs
convert
into
typical
green-
red-emitting
BODIPYs
perfectly
adapted
microscopy.
We
also
showed
this
undergo
Directed
Photooxidation
Induced
Conversion,
photoconversion
mechanism
recently
introduced,
where
the
pyrrole
moiety
plays
central
role.
These
unique
features
were
develop
targeted
toward
different
organelles
or
subcellular
units
(plasma
membrane,
mitochondria,
nucleus,
actin,
Golgi
apparatus,
etc.)
using
chemical
targeting
moieties
Halo
tag.
notably
BDP-650
could
track
intracellular
vesicles
over
more
than
20
min
two-color
imagings
with
laser
scanning
confocal
microscopy,
demonstrating
its
robustness.
The
switching
photoconverters
studied
at
level
then
successfully
live
epithelial
cells
neurons.
Both
membrane-
mitochondria-
decipher
membrane
3D
architecture
mitochondrial
dynamics
nanoscale.
This
builds
bridge
between
photoswitching
undergoing
directed
photooxidation
shows
versatility
efficacy
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: May 31, 2024
Abstract
Controllable
photofluorochromic
systems
with
high
contrast
and
multicolor
in
both
solutions
solid
states
are
ideal
candidates
for
the
development
of
dynamic
artificial
intelligence.
However,
it
is
still
challenging
to
realize
multiple
photochromism
within
one
single
molecule,
not
mention
good
controllability.
Herein,
we
report
an
aggregation-induced
emission
luminogen
TPE-2MO2NT
that
undergoes
oxidation
cleavage
upon
light
irradiation
accompanied
by
tunable
from
orange
blue
time-dependence.
The
photocleavage
mechanism
revealed
self-generation
reactive
oxidants
driving
catalyst-free
oxidative
process.
A
comprehensive
analysis
other
comparative
molecules
demonstrates
molecular
scaffold
can
be
easily
modified
extended.
Further,
microenvironmental
controllability
photoreaction
polymer
matrices
enables
fabrication
fluorescence
images
4D
information
codes,
providing
strategies
advanced
controllable
encryption.
Resources Chemicals and Materials,
Journal Year:
2024,
Volume and Issue:
3(2), P. 103 - 122
Published: Jan. 15, 2024
4,4-Difluoro-4-bora-3a,4a-diaza-sindacene
(BODIPY)
is
a
sort
of
photofunctional
dye
which
possesses
advantages
including
strong
light-capturing
property,
high
photon-resistance,
etc.
Meso-N
substituted
aza-BODIPY
crucial
derivative
BODIPY
scaffold
that
has
the
favorable
optical
properties
and
significant
spectral
redshift.
The
photophysical
can
be
tuned
by
molecular
design,
attenuation
path
excited
state
energy
release
absorbed
light
well
controlled
via
structural
modifications,
enabling
tailored
application.
It
been
extensively
employed
in
life
medicine
fields
fluorescence
imaging
diagnosis,
photodynamic
therapy
photosensitizer
photothermal
reagent
so
forth.
Extensive
research
review
have
performed
these
areas.
However,
BODIPYs/aza-BODIPYs
role
energy,
catalysis,
optoelectronics,
photo-responsive
materials
other
fields.
Nevertheless,
there
are
relatively
few
studies
reviews
on
modification
application
based
BODIPY/aza-BODIPY
scaffold.
Herein,
this
we
summarized
aforementioned
fields,
with
regulation
as
foundation
utilization
above
objective,
intention
providing
inspiration
for
exploration
innovative
field
resource
conversion
functional
materials.