The concentration of certain analytes such as some metal ions, anions, pH, and reactive oxygen species play an important role in maintaining the metabolic processes in biological systems. Of the many analytical techniques, fluorescence is widely applied for the detection and measurement of different analytes, due to its low cost, high sensitivity and high spatiotemporal resolution. The xanthene-based dyes, fluorescein and rhodamine have unique structural and photophysical properties that allow them to act as biosensors; however, their absorption and emission wavelengths are within the window of the background fluorescence of biological samples, which results in low resolution. Thus, the development of NIR emission dyes/fluorophores have been a major advancement to the field of biological sensing and imaging, as their longer absorption and emission wavelength allow for low background cellular autofluorescence and minimum cell damages.<br/>Our group is focused on the synthesis of novel xanthene-based sensory NIR dyes for biosensors. Our probes are based on modifying the xanthene core with a conjugated molecule and investigate the effect on this moiety on the photoluminescence properties as well as the rate of the molecular switching sensing mechanism. In this presentation we will discuss the synthesis of pH sensory molecules by modifying the spirolactam ring and xanthene core of fluorescein, and investigate their photophysical properties as it relates to their molecular switching mechanism. Overall, this sensory model will be a better approach to analyze pH and selected analyte ions in a biological system.

Synthesis of small sensory models for develop as pH probes

2019 Fall National Meeting

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