The Design,Synthesis And Application Of Fluorescent Probes For Detection Of Reactive Sulfur Species

In the physiological environment of the organism,cysteine（Cys）,homocysteine,（Hcy）,glutathione（GSH）,sulfur dioxide（SO₂）,N-acetylcysteine（NAC）and other active sulfur substances have played a very important and crucial role.In addition to SO₂ and H₂S,many bio thiols such as Cys,Hcy,GSH and NAC have similar chemical constitution and characters,but their concentration and biological functions are quite different in biological cells or blood serum.In addition,various biological thiols are interrelated.Sulfur dioxide（SO₂）is an important metabolite of GSH and Cys,which is usually related to symptoms of nervous system diseases,cardiovascular diseases and lung cancer.Therefore,as a simple and reliable detection tool,the fluorescent probe with advantageous function can monitor the production,change,flow,concentration change and metabolic process of these biological thiols in actual time,which is very meaningful for the study of certain physiological activities and related of diseases.The primary coverage of this paper are as below.1.A fluorescent probe X for monitoring SO₂ was designed and synthesized.Based on the nucleophilic addition reaction between SO₂ andα,β-unsaturated carbon-carbon double bonds,probe X can quickly and sensitively detect SO₂ derivatives,emit 488 nm green light at an excitation wavelength of 410 nm,and is successfully used for fluorescence imaging analysis of SO₂ in living cells.2.A dual-signal fluorescent probe M with dual reaction sites was designed and synthesized to distinguish Cys,Hcy/GSH/NAC at the same time.It can distinguish Cys(λ_ex/λ_em=360/450 nm),Hcy/GSH/NAC(λ_ex/λ_em=460/536 nm)at the same time,which is successfully used for distinguishing exogenous and endogenous Cys,Hcy/GSH/NAC and fluorescence imaging analysis at the same time in cells.3.A multi-signal fluorescent probe H was designed and synthesized to simultaneously discover endogenous and exogenous Cys,SO₂,GSH and Hcy in cells and zebrafish.Probe H uses coumarin as the fluorophore and contains 4 active reaction sites with different spatial distances,which achieves high sensitivity and selectivity while distinguishing Cys(λ_ex/λ_em=367/464 nm),SO₂(λ_ex/λ_em=425/520 nm),GSH(λ_ex/λ_em=450/536 nm)and Hcy(λ_ex/λ_em=490/564 nm).Probe H successfully used to simultaneously visualize endogenous and exogenous Cys,SO₂,GSH and Hcy and fluorescence imaging analysis in cells and zebrafish.