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Diaminoterephthalate‐EDTA and ‐EGTA Conjugates – “Turn on” Fluorescence Sensors for Zinc Ions
Author(s) -
Schröder Nils,
Schmidtmann Marc,
Christoffers Jens
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100641
Subject(s) - chemistry , fluorescence , egta , chelation , zinc , selectivity , ligand (biochemistry) , inorganic chemistry , quantum yield , metal ions in aqueous solution , ion , nuclear chemistry , organic chemistry , calcium , catalysis , biochemistry , physics , receptor , quantum mechanics
A highly effective “turn‐on” fluorescence sensor with high selectivity for Zn 2+ ions is reported. Its constitution simply consists of two units of the fluorescence dye diaminoterephthalate (DAT) and the chelate ligand EDTA. In total, four products (DAT) 2 EDTA and (DAT) 2 EGTA were prepared by conjugation of DATs with chelate ligands EDTA and EGTA as sensors for metal ions in solution. The fluorescence of all four compounds is strongly quenched by coordination of Cu 2+ and Ni 2+ ions. For one EDTA‐derivative, the fluorescence quantum yield is increased by the factor of five with ten equivalents of ScCl 3 . For both EDTA derivatives, the fluorescence quantum yield increased by the factor of five with one equivalent Zn(OAc) 2 . Therefore, the (DAT) 2 EDTA structures constitute fluorescence sensors with a high selectivity for Zn 2+ accompanied by a strong “turn‐on” effect with Zn 2+ ions. Furthermore, the coordination geometry of (DAT) 2 EDTA with Zn 2+ was elucidated by X‐ray single crystal structure analysis of the trinuclear complex [ZnCl 2 ]{Zn(OH 2 )[(DAT) 2 EDTA – 2 H]} 2 ⋅ 6.5 H 2 O.