I2 catalyzed access of spiro[indoline-3,4′-pyridine] appended amine dyad: new ON–OFF chemosensors for Cu2+ and imaging in living cells
Literature Information
Publication Date
2017-11-30
DOI
10.1039/C7OB02651J
Impact Factor
3.876
Authors
Animesh Mondal, Barnali Naskar, Sanchita Goswami, Chandraday Prodhan, Keya Chaudhuri, Chhanda Mukhopadhyay
View Original
Abstract
An easy access to an amine-appended spiro[indoline-3,4′-pyridine] ON–OFF chemosensor by a one-pot four-component reaction using commercially available and an environmentally benign catalytic amount of molecular I2 (10 mol%) in aqueous ethanol at ambient temperature is described. The generated system could be utilized for the selective detection of Cu2+ as it demonstrated a colorimetric naked eye change along with an ON–OFF fluorescence response towards Cu2+ at physiological pH. The sensors exhibited high selectivity for Cu2+ over other common cations with detection limit in the range of 10−7 (M). Notably, this is the first report of a spiro[indoline-3,4′-pyridine] moiety acting as a sensor for Cu2+via a on–off fluorescence response. In addition, the probe system was successfully applied for imaging Cu2+ in human hepatocellular liver carcinoma cells (HepG2), demonstrating a new avenue for molecular imaging and biomedical applications.
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Source Journal
Organic & Biomolecular Chemistry
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3.4
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10.3%
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.
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2-Amino-2-(4-(pyridin-2-YL)phenyl)acetic acid hydrochloride
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1135818-89-1
Molecular Formula:
C13H13ClN2O2
(4aS,10aS)-7-Isopropyl-1,4a-dimethyl-5,8-dioxo-3,4,4a,5,8,9,10,10a-octahydro-2-phenanthrenecarboxylic acid
CAS Number:
142950-86-5
Molecular Formula:
C20H24O4
methyl 6-bromo-3-formyl-1H-indole-4-carboxylate
CAS Number:
1353636-63-1
Molecular Formula:
C11H8BrNO3
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