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

doi:10.1016/j.aca.2015.08.041

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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Résumé

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.

langue originale	Anglais
Pages (de - à)	84-90
Nombre de pages	7
journal	Analytica chimica acta
Volume	893
Les DOIs	https://doi.org/10.1016/j.aca.2015.08.041
Etat de la publication	Publié - 2015
Modification externe	Oui

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10.1016/j.aca.2015.08.041

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CCDC 995593: Experimental Crystal Structure Determination
Nandi, S. (Contributeur), Sahana, A. (Contributeur), Mandal, S. (Contributeur), Sengupta, A. (Contributeur), Chatterjee, A. (Contributeur), Safin, D. A. (Contributeur), Babashkina, M. G. (Contributeur), Tumanov, N. (Contributeur), Filinchuk, Y. (Contributeur) & Das, D. (Contributeur), Cambridge Crystallographic Data Centre, 1 janv. 2015
DOI: 10.5517/cc12dzxc, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc12dzxc&sid=DataCite
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@article{c7bf14e880574775a5dbc4dd9bcf7533,

title = "Hydrazine selective dual signaling chemodosimetric probe in physiological conditions and its application in live cells",

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.",

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",

year = "2015",

doi = "10.1016/j.aca.2015.08.041",

language = "English",

volume = "893",

pages = "84--90",

journal = "Analytica chimica acta",

issn = "0003-2670",

publisher = "Elsevier",

}

TY - JOUR

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

N2 - 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.

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.

KW - "Turn-on" fluorescence

KW - Cell imaging

KW - Chemodosimetric probe

KW - Hydrazine

KW - Rhodamine

U2 - 10.1016/j.aca.2015.08.041

DO - 10.1016/j.aca.2015.08.041

M3 - Article

C2 - 26398426

SN - 0003-2670

VL - 893

SP - 84

EP - 90

JO - Analytica chimica acta

JF - Analytica chimica acta

ER -

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

Résumé

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Ensembles de données

CCDC 995593: Experimental Crystal Structure Determination

Contient cette citation