A naphthalene-thiophene hybrid molecule as a fluorescent and logic gate with Zn2+ and OAc- ions as inputs: Cell imaging and computational studies
(2013) Dalton Transactions — Vol. 42, n° 19, p. 6708-6715 (2013)
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- A naphthalene-thiophene hybrid molecule (Z)-1-((thiophen-2-ylmethylamino) methylene)naphthalen-2(1H)-one (HL) was prepared by condensation of 2-thiophenemethylamine and 2-hydroxy-1-naphthaldehyde. According to FTIR, 1H NMR spectrometry and single crystal X-ray analysis, HL exists in the cis-keto-amine tautomeric form. HL behaves like a molecular AND type binary logic gate with two inputs viz. Zn2+ and OAc- ions whereby the fluorescence of the system turns on. The structures of HL and its zinc acetate complex were also optimized by DFT calculations. HL binds Zn 2+ in a 1 : 1 ratio with an association constant Ka = 2.05 × 104 M-1, and detects Zn2+ as low as 3 × 10-8 M. HL is useful for the detection of intracellular Zn2+ under a fluorescence microscope. © The Royal Society of Chemistry 2013.
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Karak, D., Das, S., Lohar, S., Banerjee, A., Sahana, A., Hauli, I., Mukhopadhyay, S. K., Safin, D. A., Babashkina, M. G., Bolte, M., Garcia, Y., & Das, D. (2013). A naphthalene-thiophene hybrid molecule as a fluorescent and logic gate with Zn2+ and OAc- ions as inputs: Cell imaging and computational studies. Dalton Transactions, 42(19), 6708-6715. https://doi.org/10.1039/c3dt50450f (Original work published 2013)