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Competition‐Free Fluorogenic Detection of Al 3+ by a Chromone‐Naphthalene Conjugate: A Spectroscopic Exploration Supported by DFT Calculations with Cell Imaging
Author(s) -
Bhattacharyya Arghyadeep,
Makhal Subhash Chandra,
Ghosh Soumen,
Masum Abdulla Al,
Guchhait Nikhil
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201701297
Subject(s) - chromone , naphthalene , conjugate , chemistry , competition (biology) , computational chemistry , stereochemistry , organic chemistry , mathematics , biology , ecology , mathematical analysis
We report a novel probe (12E)‐N′‐((4‐oxo‐4H‐chromen‐3‐yl) methylene)‐2‐naphthohydrazide ( CN ) obtained by the condensation between 3‐formyl chromone and 2‐naphthalene‐carboxyhydrazide. CN can efficiently detect Al 3+ in ethanol: water mixture (ethanol: water =4:6(v/v)) by a sharp increment in emission intensity. Interestingly, the sensing phenomenon is unaffected by any competing cation/anion present in solution alongside Al 3+ . CN is capable of detecting Al 3+ to the lowest limit of ∼10 −8 M. The same shows a 2:1 binding pattern with Al 3+ with an association constant of 6.03×10 4 M −2 . DFT calculations have been performed on CN and CN‐ Al complex. The practical utility of CN has been explored by successful cell imaging of Al 3+ in MDA‐MB 468 cells.