双光子h2s荧光探针的合成及其性能研究-精细化工专业论文.docxVIP

双光子H2S荧光探针的合成及其性能研究Study 双光子H2S荧光探针的合成及其性能研究 Study on Synthesis and Properties of Two-photon Hydrogen Sulfide Fluorescent Probe AbstI‘act Hydrogen sulfide(HzS)has emerged as the third endogenous gaseous signaling compound，which is associated with diverse physiological and pathological processes．The production and metabolism of H2S in mammalian cells are regulated by several enzymes such as cystathionine 7-1yase(CSE)，cystathionine p—synthase(CBS)，cysteine aminotransferase (CAT)and 3-mercaptopyruvate sulfurtransferase(3-MST)．Once these enzymatic reaction imbalances will cause the abnormal level of H2S，leading to various diseases，like Down’S syndrome，Alzheimer’S disease．The traditional technology of H2S detection includes methylene blue method，electrochemical and chromatograpgy methods．However，these methods require the living bio—samples to be post—mortem processed and destructed．By contrast，emerging fluorescence detection technology has incomparable advantages in comparison to the traditional detecting technology．Therefore，it is particularly important to develop H2S fluorescent probe with fast response，high sensitivity／selectivity， non—invasiveness，and aptness for living cells，tissues． Benzhnidazoles are very useful building blocks for the fluorescent probe that is applied to detect biological molecules or ions，in addition to the application of the medicine． 2-(2一hydroxyphenyl)benzimidazole is known to be excited state intramolecular proton transfer(ESIPT)，existing ketone and enol tautomerism．In addition，it has large Stokes shift， high fluorescence quantum yield and can be used for two-photon microscope imaging． However，the fluorescence probe based on benzimidazoles is less reported．In this paper，we choose the 2一(2一hydroxyphenyl)benzimidazole as the fluorophore，piperazine derivatives are introduced to the 5-site．Taking advantage of the strong nucleophilic property,we design and synthesize two novel two-photon H2S fluorescence probes basing on the dinitrophenyl e