Download A Fluoresc Probe for Specific Detection of Hydrogen

25th Croatian meeting of chemists and chemical engineers, Poreč, 2017.
A Fluorescent Probe for Specific Detection of Hydrogen Sulfide Based on a
Familiar ESIPT Fluorophore bearing AIE Characteristics
Liyan Chen,1 Di Wu, 1* Woolin Lee1 and Juyoung Yoon1*
1
Department of Chemistry and Nano Science, Ewha Womans University, Seoul, 120-750, Korea
E-mail:[email protected]
Hydrogen sulfide (H2S) which has been known as a rotten eggs smell gas has been identified
as the third gasotransmitter following nitric oxide (NO) and carbon monoxide (CO). In quite a
long time, hydrogen sulfide was considered to be an absolute toxic gas and environmental
pollutant. However, this view was modified as H2S was first observed to present as a
neuromodulator in the brain in 1996. As a matter of fact, hydrogen sulfide is also the
smallest member among reactive sulfur species (RSS), making major contributions to the
function of mammalian tissues. For example, the imbalance of hydrogen sulfide in living
system may be harmful to peripheral and central nervous systems, leading to Down’s
syndrome, Huntington’s, Parkinson’s, and Alzheimer’s diseases. Accompanied by the critical
biological function of hydrogen sulfide, the chemical detection method of hydrogen sulfide
in vivo has attracted considerable attention. Consequently, sustained research efforts have
been devoted to the development of efficient strategies for detection of hydrogen sulfide. In
contrast to the electro-chemical methods, gas chromatography, the fluorescent probes
based on small molecules have been more attractive owing to its simplicity, high sensitivity,
noninvasiveness, and real-time detection in living systems. Recently, a large number of
fluorescent probes for H2S have been developed. However, most of these probes are based
on fluorophores which may suffer from small Stokes shift and/or undergo aggregation
caused quenching (ACQ) in aqueous or physiological media. Hydrogen sulfide (H2S) is a
signaling gasotransmitter which fulfills various roles in modulating the functions of different
systems. In this study, we developed a "turn-on" fluorescent probe for H2S based on a
familiar ESIPT fluorophore bearing AIE characteristic. The probe exhibited 80-fold
fluorescent enhancement upon addition of H2S with large Stokes shift. Furthermore, the
probe has been successfully applied to detecting H2S in HeLa cells.
Figure 1: Probe for Detection of H2S Based on ESIPT Fluorophore bearing AIE Characteristics
References
[1] Y. L. Pak, J. Li, K. C. Ko, G. Kim, J. Y. Lee and J. Yoon, Anal. Chem., 88(2016), 5476-5481.
[2] D. Wu, L. Chen, N. Kwon and J. Yoon, Chem, 1 (2016), 674-697.