A rhodamine-cyanobenzene conjugate, (E)-4-((2-(3',6'-bis(diethylamino)-3-oxospiro[isoindoline-1,9'-xanthene]-2-yl)ethylimino)methyl)benzonitrile (1), which structure has been elucidated by single crystal X-ray diffraction, was synthesized for selective fluorescent "turn-on" and colorimetric recognition of hydrazine at physiological pH 7.4. It was established that 1 detects hydrazine up to 58 nM. The probe is useful for the detection of intracellular hydrazine in the human breast cancer cells MCF-7 using a fluorescence microscope. Spirolactam ring opening of 1, followed by its hydrolysis, was established as a probable mechanism for the selective sensing of hydrazine.
- "Turn-on" fluorescence
- Cell imaging
- Chemodosimetric probe
Nandi, S., Sahana, A., Mandal, S., Sengupta, A., Chatterjee, A., Safin, D. A., Babashkina, M. G., Tumanov, N. A., Filinchuk, Y., & Das, D. (2015). Hydrazine selective dual signaling chemodosimetric probe in physiological conditions and its application in live cells. Analytica chimica acta, 893, 84-90. https://doi.org/10.1016/j.aca.2015.08.041