Controllable Cleavage of C–N Bond-Based Fluorescent
and Photoacoustic Dual-Modal Probes for the Detection of H2S in Living Mice
Posted on 2020-06-11 - 20:07
Hydrogen sulfide
(H2S) has been recognized to influence
a wide range of physiological and pathological processes. Its underlying
molecular events, however, are still poorly understood. An activatable
H2S probe for photoacoustic (PA) imaging is desirable to
further explore the role of H2S in vivo. Nevertheless,
only a few activatable PA probes for H2S detection have
been reported. In particular, examples of dual-modal H2S probes with the combined advantages of fluorescence (high sensitivity
and resolution) and PA imaging (deep penetration) are very rare. Herein
the controllable cleavage of the C–N bond in nitrobenzoxadiazole
(NBD) amine derivatives by H2S is presented for the first
time. The cleavage reactivity was found to be accelerated by the introduction
of an electron-withdrawing group. Through this strategy, a series
of fluorescent and PA dual-modal probes (1–3) were developed for H2S detection. Among them,
probe 3 shows a high fluorescence on–off response
rate (k2 = 4.04 M–1 s–1) and excellent selectivity for H2S over
other biothiols. Moreover, probe 3 can also work as an
activatable PA H2S probe because of the significant shift
of its absorption peak from 468 to 532 nm in the H2S reaction.
Importantly, probe 3 demonstrates its capability for
fluorescence and PA imaging of H2S in living cells and
mice. These results indicate that the controllable cleavage of the
C–N bond can serve as an efficient strategy for designing fluorescent
and PA dual-modal H2S probes.
CITE THIS COLLECTION
DataCite
3 Biotech
3D Printing in Medicine
3D Research
3D-Printed Materials and Systems
4OR
AAPG Bulletin
AAPS Open
AAPS PharmSciTech
Abhandlungen aus dem Mathematischen Seminar der Universität Hamburg
ABI Technik (German)
Academic Medicine
Academic Pediatrics
Academic Psychiatry
Academic Questions
Academy of Management Discoveries
Academy of Management Journal
Academy of Management Learning and Education
Academy of Management Perspectives
Academy of Management Proceedings
Academy of Management Review
Zhang, Jie; Wen, Guohua; Wang, Wanhe; Cheng, Ke; Guo, Qiang; Tian, Shuang; et al. (2020). Controllable Cleavage of C–N Bond-Based Fluorescent
and Photoacoustic Dual-Modal Probes for the Detection of H2S in Living Mice. ACS Publications. Collection. https://doi.org/10.1021/acsabm.0c00413
or
Select your citation style and then place your mouse over the citation text to select it.
SHARE
Usage metrics
Read the peer-reviewed publication
AUTHORS (12)
JZ
Jie Zhang
GW
Guohua Wen
WW
Wanhe Wang
KC
Ke Cheng
QG
Qiang Guo
ST
Shuang Tian
CL
Chao Liu
HH
Hanrong Hu
YZ
Yachao Zhang
HZ
Huatang Zhang
LW
Lidai Wang
HS
Hongyan Sun