Two novel lanthanide complex-based luminescent probes, ANMTTA-Eu(3+) and ANMTTA-Tb(3+) {ANMTTA, [4'-(4-amino-3-nitrophenoxy)methylene-2,2':6',2"-terpyridine-6,6"-diyl] bis(methylenenitrilo) tetrakis(acetic acid)}, have been designed and synthesized for the highly sensitive and selective time-gated luminescence detection of hypochlorous acid (HOCl) in aqueous media. The probes are almost nonluminescent due to the photoinduced electron transfer (PET) process from the 4-amino-3-nitrophenyl moiety to the terpyridine-Ln(3+) moiety, which quenches the lanthanide luminescence effectively. Upon reaction with HOCl, the 4-amino-3-nitrophenyl moiety is rapidly cleaved from the probe complexes, which affords strongly luminescent lanthanide complexes HTTA-Eu(3+) and HTTA-Tb(3+) {HTTA, (4'-hydroxymethyl-2,2':6',2"-terpyridine-6,6"-diyl) bis(methylenenitrilo) tetrakis(acetic acid)}, accompanied by the remarkable luminescence enhancements. The dose-dependent luminescence enhancements show good linearity with detection limits of 1.3 nM and 0.64 nM for HOCl with ANMTTA-Eu(3+) and ANMTTA-Tb(3+), respectively. In addition, the luminescence responses of ANMTTA-Eu(3+) and ANMTTA-Tb(3+) to HOCl are pH-independent with excellent selectivity to distinguish HOCl from other reactive oxygen/nitrogen species (ROS/RNS). The ANMTTA-Ln(3+)-loaded HeLa and RAW 264.7 macrophage cells were prepared, and then the exogenous HOCl in HeLa cells and endogenous HOCl in macrophage cells were successfully imaged with time-gated luminescence mode. The results demonstrated the practical applicability of the probes for the cell imaging application.
Dialkylphosphinic acids were synthesized efficiently under microwave irradiation. The extractants with ethyl or propyl substituents at the β-position showed higher separation efficiency.
The calculational first stability equilibrium constants and experimental extraction equilibrium constants are similar in trend. And the simplified model was used to explore the metal–ligand interactions and effect of alkyl-substituent on extraction.
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