"Turn-on" fluorescent chemosensor for zinc(II) dipodal ratiometric receptor: application in live cell imaging.
A dipodal ligand 2,2'-((ethane-1,2-diylbis(azanediyl))bis(ethane-1,1-diyl))diphenol was synthesized through a condensation reaction and was characterized with IR, (1)H NMR, (13)C-NMR, and mass spectroscopy. The receptor 2 has shown marked enhancement in fluorescence intensity (emission signal at 341 nm) on binding with Zn(2+) as compared to other surveyed metal ions. The sensor has shown dramatic changes in dual channel fluorescence emission with λmax at 300 and 341 nm. The successive addition of Zn(2+) to the solution of the sensor led to a blue shift of the peak maxima and interestingly upon addition of higher equivalents of Zn(2+) quenched the fluorescence intensity of the sensor, and ultimately the original fluorescent profile of sensor was restored. The structures of 2 and 3 were optimized with B3LYP/LanL2DZ basis sets. The receptor 2 successfully detect the Zn(2+) ion in HeLa cells cultured in Zn(2+) enriched medium.
School of Chemical Sciences, North Maharashtra University, Jalgaon, 425001 MS, India. kuwaras@gmail.com.
Kundan
K
Tayade
Banashree
B
Bondhopadhyay
Hemant
H
Sharma
Anupam
A
Basu
Vikas
V
Gite
Sanjay
S
Attarde
Narinder
N
Singh
Anil
A
Kuwar
D001713:Biphenyl Compounds / Q000737:chemistry*; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D005029:Ethylenediamines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D008024:Ligands; D018613:Microscopy, Confocal; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D013050:Spectrometry, Fluorescence; D015032:Zinc / Q000737:chemistry*
C000597537:2,2'-((ethane-1,2-diylbis(azanediyl))bis(ethane-1,1-diyl))diphenol; D001713:Biphenyl Compounds; D056831:Coordination Complexes; D005029:Ethylenediamines; D005456:Fluorescent Dyes; D008024:Ligands; D010636:Phenols; D015032:Zinc