Anilinomethylrhodamines: pH sensitive probes with tunable photophysical properties by substituent effect.
A series of pH dependent rhodamine analogues possessing an anilino-methyl moiety was developed and shown to exhibit a unique photophysical response to pH. These anilinomethylrhodamines (AnMR) maintain a colorless, nonfluorescent spirocyclic structure at high pH. The spirocyclic structures open in mildly acidic conditions and are weakly fluorescent; however, at very low pH, the fluorescence is greatly enhanced. The equilibrium constants of these processes show a linear response to substituent effects, which was demonstrated by the Hammett equation.
Department of Chemistry & Biochemistry, Southern Illinois University , Carbondale, Illinois 62901-4409, United States.
Quinn A
QA
Best
Chuangjun
C
Liu
Paul D
PD
van Hoveln
Matthew E
ME
McCarroll
Colleen N
CN
Scott
D000814:Aniline Compounds / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D012235:Rhodamines / Q000737:chemistry*
D000814:Aniline Compounds; D005456:Fluorescent Dyes; D012235:Rhodamines