Design And Synthesis Of Anion Fluorescent Probe Based On 5-(4-hydroxy-3-substituted Phenyl)-10,15,20-Triphenylporphyrin

Porphyrins,as a fluorescence probe group,is a kind of good near-infrared light group because of its good light stability,high molar absorption coefficient,large Stokes shift,relatively long excitation and emission wavelength excellent optical properties.The porphyrin ring is easy to be combined with metal ions,so the porphyrin fluorescence probes are mostly cationic fluorescent probes,and there are few reports on the anions and the biomolecular fluorescence probes.Compared with the traditional detection method,fluorescence molecular probe has high sensitivity and selectivity,simply and rapidly operation method,real-time monitoring,therefore they are widely used in environmental protection,biology,medicine and other fields.As we all know,the proportion of anions in human beings production is increasing.It is more challenging and meaningful to design and synthesize porphyrin anion probes.By modifying the porphyrin ring,a series of porphyrins anion fluorescent probes are designed.The artical puts 5-（4-hydroxy-3-nitrophenyl）-10,15,20-triphenylporphyrin as a matrix,with 2,4-dinitrobenzene sulfonyl chloride,NBD-Cl for identifying groups,respectively designed and synthesized fluorescence enhanced probes（TM1,TM2）for detecting thiophenol and sulfur ions.Probe TM1 has high selectivity and sensitivity and rapid detection（t=90 s）for phenylthiol.Under the best test conditions,the probe TM1 shows a good concentration linear relationship with phenylthiol in a certain range.The linear range is 5.0×10^-6 mol/L¹3×10^-6mol/L,and the detection limit is 4.88μΜ.Probe TM2 is a near-infrared fluorescent probe used to identify sulfur ion.Under the best experimental conditions,the maximum emission wavelength of the reaction system red shift is 14 nm after adding the sulfur ion.The fluorescence intensity of the probe is significantly enhanced after adding the sulfur ion.In addition,a good linear relationship with sulfur ion concentration is obtained,and the linear range is 1.0×10^-6 mol/L⁷.0×10^-6 mol/L,and the detection limit is 0.25μΜ.The quenching fluorescence probe TM3 is designed and synthesized by 5-（4-hydroxy-3-aminophenyl）-10,15,20-triphenylporphyrin.The probe is used to detect sulfur ion,which can effectively distinguish the sulfur ion and sulfhydryl compounds phenylthiol and cysteine,homocysteine,and reduced glutathione.The probe shows a higher selective specificity and sensitivity,showing a linear range of 3.0×10^-66 mol/L¹8×10^-6 mol/L,and the detection limit is 2.74μΜ.