Near-IR oxime-based solvatochromic perylene diimide probe as a chemosensor for Pd species and Cu2+ ions in water and live cells. Issue 4 (1st April 2020)

• Record Type: Journal Article
• Authors: Sharma, Poonam; Kaur, Sandeep; Kaur, Satwinderjeet; Singh, Prabhpreet
• Is Part Of: Photochemical & photobiological sciences. Volume 19:Issue 4(2020)
• Page Start: 504
• Page End: 514
• Publication Date: 2020-04-01
• Subjects: Photochemistry -- Periodicals; Photobiology -- Periodicals; 541.35
• DOI: 10.1039/c9pp00487d
• Languages: English
• ISSNs: 1474-905X

Abstract

Abstract : A near-IR colorimetric and fluorescent perylene diimide probe for detection of Pd 0 (7.9 × 10 −8 M) and Cu 2+ (3.4 × 10 −7 M) in water and live cells with solvatochromic properties is designed and synthesized. Abstract : A near-IR perylene diimide probe (OPR-PDI ) containing an oxime-propargyl hybrid moiety at the bay position, was designed and synthesized for detection of Pd species and Cu 2+ ions in 90% water, the solid state and MG-63 live cells. The aggregation tendency of OPR-PDI in different polarity solvents transmits solvatochromic and fluorochromic properties to differentiate certain organic solvents. Supramolecular aggregates of OPR-PDI in 90% water act as a dual chemosensor for palladium (Pd) species via de-propargylation or hydrolysis of the Schiff-base and Cu 2+ ions via complexation with the O/N binding site with a low limit of detection (LOD) of the order of 7.9 × 10 −8 M and 3.4 × 10 −7 M respectively. TLC strips coated with OPR-PDI can be applied for sensing of Pd 0 and Cu 2+ ions in the solid state at levels as low as 34.6 ng cm −2 and 10.5 ng cm −2 . OPR-PDI imprinted TLC strips could be used as paper sheets for writing coloured alphabets using Pd 0 and Cu 2+ ions as ink. Moreover, MTT assay showed that OPR-PDI has very low cytotoxicity (IC50 = 230 μM), good permeability, biocompatibility and can be applied for bio-imaging of Pd species and Cu 2+ ions in MG-63 cells. DFT calculations, and cyclic voltammetric (CV) and NMR titration studies have also been discussed.