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

Fingerprint

hydrazine
hydrolysis
cancer
fluorescence
X-ray diffraction
probe
crystal
Xanthenes
Rhodamines
MCF-7 Cells
X-Ray Diffraction
Hydrolysis
Microscopes
Fluorescence
Cells
Single crystals
Breast Neoplasms
X ray diffraction
detection

Keywords

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

Cite this

Nandi, Sandip ; Sahana, Animesh ; Mandal, Sandip ; Sengupta, Archya ; Chatterjee, Ansuman ; Safin, Damir A. ; Babashkina, Maria G. ; Tumanov, Nikolay A. ; Filinchuk, Yaroslav ; Das, Debasis. / Hydrazine selective dual signaling chemodosimetric probe in physiological conditions and its application in live cells. In: Analytica chimica acta. 2015 ; Vol. 893. pp. 84-90.
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keywords = "{"}Turn-on{"} fluorescence, Cell imaging, Chemodosimetric probe, Hydrazine, Rhodamine",
author = "Sandip Nandi and Animesh Sahana and Sandip Mandal and Archya Sengupta and Ansuman Chatterjee and Safin, {Damir A.} and Babashkina, {Maria G.} and Tumanov, {Nikolay A.} and Yaroslav Filinchuk and Debasis Das",
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Nandi, S, Sahana, A, Mandal, S, Sengupta, A, Chatterjee, A, Safin, DA, Babashkina, MG, Tumanov, NA, Filinchuk, Y & Das, D 2015, 'Hydrazine selective dual signaling chemodosimetric probe in physiological conditions and its application in live cells', Analytica chimica acta, vol. 893, pp. 84-90. https://doi.org/10.1016/j.aca.2015.08.041

Hydrazine selective dual signaling chemodosimetric probe in physiological conditions and its application in live cells. / Nandi, Sandip; Sahana, Animesh; Mandal, Sandip; Sengupta, Archya; Chatterjee, Ansuman; Safin, Damir A.; Babashkina, Maria G.; Tumanov, Nikolay A.; Filinchuk, Yaroslav; Das, Debasis.

In: Analytica chimica acta, Vol. 893, 2015, p. 84-90.

Research output: Contribution to journalArticle

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T1 - Hydrazine selective dual signaling chemodosimetric probe in physiological conditions and its application in live cells

AU - Nandi, Sandip

AU - Sahana, Animesh

AU - Mandal, Sandip

AU - Sengupta, Archya

AU - Chatterjee, Ansuman

AU - Safin, Damir A.

AU - Babashkina, Maria G.

AU - Tumanov, Nikolay A.

AU - Filinchuk, Yaroslav

AU - Das, Debasis

PY - 2015

Y1 - 2015

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AB - 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.

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KW - Chemodosimetric probe

KW - Hydrazine

KW - Rhodamine

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DO - 10.1016/j.aca.2015.08.041

M3 - Article

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