Abstract
Adenine is an important bio-molecule that plays many crucial roles in food safety and biomedical diagnostics. Differentiating adenine from a mixture of adenosine and other nucleic bases (guanine, thymine, cytosine, and uracil) is particularly important for both biological and clinical applications. A neutral ZnII metallosupramolecular polymer based on acyl hydrazone derived coordination centres (P1) were generated through self-assembly polymerization. It is a linear coordination polymer that behaves like self-standing film. The synthesis, 1H-NMR characterization, and spectroscopic properties of this supramolecular material are reported. P1 was found to be a chemosensor specific to adenine, with a luminescent enhancement. The binding properties of P1 with common nucleic bases and nucleosides reveal that this supramolecular polymer is very selective to adenine molecules (~20 to 420 times more selectivity than other nucleic bases). The formation constant (K) of P1 to adenine was found to be log K = 4.10 ± 0.02. This polymeric chemosensor produces a specific response to adenine down to 90 ppb. Spectrofluorimetric and 1H-NMR titration studies showed that the P1 polymer allows each ZnII coordination centre to bind to two adenine molecules through hydrogen bonding with their imine and hydrazone protons.
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Acknowledgements
This work was financially support by the Hong Kong Institute of Education (Project No. R6389 and RG65/2010-2011). I am indebted to Dr. Michael Lam Hon-Wah at the City University of Hong Kong for his assistance with the 1H-NMR studies.
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Chow, CF. Supramolecular Polymeric Chemosensor for Biomedical Applications: Design and Synthesis of a Luminescent Zinc Metallopolymer as a Chemosensor for Adenine Detection. J Fluoresc 22, 1539–1546 (2012). https://doi.org/10.1007/s10895-012-1092-7
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DOI: https://doi.org/10.1007/s10895-012-1092-7