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Highly selective detection of Cu2+ based on a thiosemicarbazone triphenylacetylene fluorophore
Authors:Sunisa Boontom  Kanokthorn Boonkitpatarakul  Mongkol Sukwattanasinitt  Nakorn Niamnont
Affiliation:1. Organic Synthesis, Electrochemistry & Natural Product Research Unit, Department of Chemistry, Faculty of Science, King Mongkut''s University of Technology Thonburi, Bangkok, 10140, Thailand;2. Luminescence & Scintillation Materials Research Unit, Faculty of Science, King Mongkut''s University of Technology Thonburi, Bangkok, 10140, Thailand;3. Department of Chemistry, Faculty of Science and Nanotec-CU Center of Excellence on Food and Agriculture, Chulalongkorn University, Bangkok, 10330, Thailand
Abstract:
A novel thiosemicarbazone fluorophore (3) was successfully synthesized in 3 steps via Sonogashira coupling and Knoevenagel condensation using baker's yeast (Saccharomyces cerevisiae) as a biocatalyst. Compound 3 contains triphenylacetylene, which acts as a fluorophore, and thiosemicarbazone, which acts as a copper probe. Compound 3 exhibited highly selective detection of Cu2+ ions based on photoinduced electron transfer (PET) in 10 mM HEPES buffer pH 7.4/propylene glycol (70% (v/v)). A linear relationship was observed for Cu2+ concentrations between 0.1 nM and 10 μM, and the detection limit of the method was 0.14 nM. Additionally, 3 was utilized to detect Cu2+ in wastewater with satisfactory results, which highlighted its potential for real sample applications.
Keywords:Baker's yeast  Copper(II)  Fluorescent probe  Thiosemicarbazone
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