Hydrazine selective dual signaling chemodosimetric probe in physiological conditions and its application in live cells

Sandip Nandi, Animesh Sahana, Sandip Mandal, Archya Sengupta, Ansuman Chatterjee, Damir A. Safin, Maria G. Babashkina, Nikolay A. Tumanov, Yaroslav Filinchuk, Debasis Das

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Abstract

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.
Original languageEnglish
Pages (from-to)84-90
Number of pages7
JournalAnalytica chimica acta
Volume893
DOIs
Publication statusPublished - 2015
Externally publishedYes

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Keywords

  • "Turn-on" fluorescence
  • Cell imaging
  • Chemodosimetric probe
  • Hydrazine
  • Rhodamine

Cite this

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