18371-12-5Relevant articles and documents
APPLICATION OF FLUORESCENT TRIAZOLES TO ANALYTICAL CHEMISTRY. III. FLUORESCENCE CHARACTERISTICS OF 2-PHENYLBENZOTRIAZOLYL-5-AMINE DERIVATIVES AS FLUORESCENT PROBES
Narita, Shigeru,Kitagawa, Takayasu
, p. 1005 - 1008 (2007/10/02)
2-Phenylbenzotriazole derivatives with a COCH3 or NH2 group on the 2-phenyl ring were synthesized and found to be applicable as fluorescent hydrophobic probes.The fluorescence intensities of these compounds, which were intense in non-polar solvents, were dramatically quenched in polar solvents.In particular, 2-(4-acetylphenyl)-2H-benzotriazolyl-5-amine (7) showed a much higher ratio of the fluorescence intensity in the organic solvent to that in water (Fo/Fw) than 8-anilino-1-naphthalenesulfonate (ANS): The Fo/Fw values of 7 were 470 for dioxane and 440 for acetone, while those of ANS were 100 for dioxane and 90 for acetone.We modified compound 7 to obtain water-soluble probes for use in drug-protein binding studies and examined the interaction of these probes with human serum albumin (HSA).All the compounds, which were practically non-fluorescent in the buffer solution, bound to HSA and fluoresced.Keywords: 2-phenylbenzotriazolyl-5-amine; fluorescence characteristies; solvent effect; fluorescent probe; protein binding
