Cell permeable fluorescent receptor for detection of H2PO4− in aqueous solvent

Supriti Sen; Manjira Mukherjee; Kuheli Chakrabarty; Ipsit Hauli; Subhra Kanti Mukhopadhyay; Pabitra Chattopadhyay

doi:10.1039/C2OB27201F

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Organic & Biomolecular Chemistry

Issue 9, 2013

The international home of synthetic, physical and biomolecular organic chemistry.

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Paper

Cell permeable fluorescent receptor for detection of H₂PO₄⁻ in aqueous solvent

Supriti Sen,^a Manjira Mukherjee,^a Kuheli Chakrabarty,^b Ipsit Hauli,^c Subhra Kanti Mukhopadhyay^c and Pabitra Chattopadhyay*^a

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Corresponding authors

Department of Chemistry, The University of Burdwan, Golapbag, Burdwan-713104, India
E-mail: pabitracc@yahoo.com ;
Tel: +91-9434473741

Department of Chemistry, Visva-Bharati, Santiniketan, India

Department of Microbiology, The University of Burdwan, Golapbag, Burdwan-713104, India

Org. Biomol. Chem., 2013,11, 1537-1544

DOI: 10.1039/C2OB27201F
Received 19 Oct 2012, Accepted 19 Dec 2012
First published online 20 Dec 2012

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Abstract
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A new colorimetric fluorescent receptor for H₂PO₄⁻ is reported in this communication. The receptor can detect dihydrogen phosphates optically by developing a color change from yellow to green. Acute spectral responses to H₂PO₄⁻ in HEPES buffer (DMSO–HEPES 1:9) have been observed. The selectivity zone in terms of pH of the receptor for H₂PO₄⁻ is attributed to the fitness in the acidity (pK_a) of receptor with H₂PO₄⁻. Hydrogen bonding plays the key role here which is confirmed by ¹H NMR titration. The receptor also has good potential for bio-imaging. The mode of interaction has also been established by ab initio calculation.