Design And Synthesis Of Combination Of Cys Fluorescent Probe And Later Co Photo-Releasing And Its Applications

Cysteinine(Cys)and carbon monoxide(CO)are both indispensable and important substances for living organisms.Cys plays an indispensable role in the physiological process of regulating physiological metabolism and cell homeostasis.For early diagnosis of these related diseases and maintenance of the physiological functions of the organism,precise and rapid detection of Cys in biological systems is of critical significance.Biogenic CO produced endogenously in cells is also found an important endogenous gaseous signaling molecule in human body.A trace amount of CO gas was found to have some beneficial or therapeutic effects for human health and disease control.Therefore,it is of great significance to investigate the combination of Cys fluorescent probes and photoCORMs.Our probe is designed based on the idea that the B-phenyl ring extended(to biphenyle)-flavonol was selected as a fluorophore also as a photoCORMs,the acrylate group as the Cys recognizing center.The fluorescent probe BCA took BHC with photoCORM properties as the fluorophore was designed and synthesized to sense and image Cys.The fluorescent probe BCA that taking B-bph-fla-OH with photoCORM properties as the fluorophore was designed and synthesized to sense and image the endogenous and exogenous Cys.The application of binding probe BCA and photoCORM BHC to biological systems is explored,and the details are as follows:First,our probe BCA could perform a ratiometric(?_em:546/443 nm,?_ex:363 nm)fluorescence sensing for the endogenous and exogenous Cys rapidly(within 45 s),selectively(vs.Hcy/GSH),and sensitively(DL:18.5 n M,3?/k)with a large Stokes shift(183 nm).Second,BCA could also image the endogenous and exogenous Cys in living Hela cells and Zebrafishes.Our probe,fluorophore,and all products are biocompatible(with high membrane penetrability and over 85%cell viability for Hela cells under our experimental conditions).Third,the B-phenyl ring extended(to biphenyl ring)flavonol BHC was designed as a fluorophore also as a photoCORM.BHC could release CO quantitatively by visible light irradiation under O₂.Thus,the location of our photoCORM and the CO releasing process could be able to track in time by bioimaging via its fluorescence,needn't add any additional fluorophore or CO probe into cells.Fourth,the amount of the released CO of BHC could be controlled quantitatively by tuning the light irradiation intensity and time or photoCORM dose.This work is the first case that incorporates B-phenyl ring extended(to biphenyle)-flavonol based Cys ratiometric fluorescent probe and photoCORM.Our research not only will contribute significant insight into further understanding the biological functions of both Cys and CO in organisms but also have potential application outlooks for clinical diagnosis molecular implement and therapeutical pre-drugs fields.