Nickel(II)-Induced Excimer Formation of a Naphthalene-Based Fluorescent Probe for Living Cell Imaging

• Published in: Inorganic chemistry Vol. 51; no. 10; pp. 5699 - 5704
• Main Authors: Banerjee, Arnab, Sahana, Animesh, Guha, Subarna, Lohar, Sisir, Hauli, Ipsit, Mukhopadhyay, Subhra Kanti, Sanmartín Matalobos, Jesús, Das, Debasis
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 21-05-2012
• Subjects: Cations, Divalent - analysis; Cations, Divalent - chemistry; Fluorescent Dyes - chemical synthesis; Fluorescent Dyes - chemistry; Magnoliopsida - cytology; Microscopy, Fluorescence - methods; Models, Molecular; Naphthalenes - chemical synthesis; Naphthalenes - chemistry; Nickel - analysis; Nickel - chemistry; Pollen - cytology
• ISSN: 0020-1669; 1520-510X
• DOI: 10.1021/ic300130y

Ni2+-induced intramolecular excimer formation of a naphthalene-based novel fluorescent probe, 1-[(naphthalen-3-yl)methylthio]-2-[(naphthalen-6-yl)methylthio]ethane (L), has been investigated for the first time and nicely demonstrated by excitation spectra, a fluorescence lifetime experiment, and 1H NMR titration. The addition of Ni2+ to a solution of L (DMSO:water = 1:1, v/v; λem = 345 nm, λex = 280 nm) quenched its monomer emission, with subsequent enhancement of the excimer intensity (at 430 nm) with an isoemissive point at 381 nm. The fluorescence lifetime of free L (0.3912 ns) is much lower than that of the nickel(2+) complex (1.1329 ns). L could detect Ni2+ as low as 1 × 10–6 M with a fairly strong binding constant, 2.0 × 104 M–1. Ni2+-contaminated living cells of plant origin could be imaged using a fluorescence microscope.