10.1021/jacs.8b10396.s001
Meihui Su
Meihui
Su
Shuoxin Li
Shuoxin
Li
Hao Zhang
Hao
Zhang
Junqing Zhang
Junqing
Zhang
Haoliang Chen
Haoliang
Chen
Changhua Li
Changhua
Li
Nano-Assemblies
from J‑Aggregated Dyes: A Stimuli-Responsive
Tool Applicable To Living Systems
American Chemical Society
2018
RAW 264.7 cells
activates photoinduced singlet oxygen production
BODIPY
photofunctional tools
Living Systems Controlling
core
iodo-substituted boron dipyrromethene
PEG
peroxynitrite
water-stable J-aggregated dye-templated nanoassemblies
cell culture medium
amphiphilic diblock copolymer
nanoplate
Stimuli-Responsive Tool Applicable
mechanism
2018-12-14 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Nano-Assemblies_from_J_Aggregated_Dyes_A_Stimuli-Responsive_Tool_Applicable_To_Living_Systems/7526588
Controlling the packing
arrangements of dyes is a facile way of
tuning their photophysical and/or photochemical properties, thus enabling
new sensing mechanisms for photofunctional tools. Here, we present
a general and robust strategy toward water-stable J-aggregated dye-templated
nanoassemblies by incorporating an amphiphilic diblock copolymer and
a stimuli-responsive dye as the only two building components. An iodo-substituted
boron dipyrromethene (BODIPY) was adopted as a template to direct
the self-assembly of poly(ethylene glycol)-<i>block</i>-polycaprolactone
(PEG–PCL), forming a core–shell nanoplate with slip-stacked
BODIPYs as core surrounded by hydrophilic PEG shell. The self-assembled
nanoplate is stable in cell culture medium and possesses a built-in
stimuli-responsiveness that arises from BODIPY bearing <i>meso</i>-carboxylate protecting group, which is efficiently removed upon
treatment with peroxynitrite. The resulting negative charges lead
to rearrangement of dyes from J-stacking to nonstacking, which activates
photoinduced singlet oxygen production from the nanoassemblies. The
stimuli-activatable photosensitivity has been exploited for specific
photodynamic ablation of activated RAW 264.7 cells with excessive
endogenous peroxynitrite. In light of the generality of the sensing
mechanism, the concept described herein will significantly expand
the palette of design principles to develop diverse photofunctional
tools for biological research and clinical needs.