Lanthanide complex-based luminescent probes for highly sensitive time-gated luminescence detection of hypochlorous acid

Yunna Xiao, Run Zhang, Zhiqiang Ye, Zhichao Dai, Huaying An, Jingli Yuan

Research output: Contribution to journalArticleResearchpeer-review

Abstract

Two novel lanthanide complex-based luminescent probes, ANMTTA-Eu 3+ and ANMTTA-Tb3+ {ANMTTA, [4′-(4-amino-3- nitrophenoxy)methylene-2,2′:6′,2â-terpyridine-6,6â-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-Ln3+ 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-Eu3+ and HTTA-Tb3+ {HTTA, (4′-hydroxymethyl-2,2′:6′, 2â-terpyridine-6,6â-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-Eu3+ and ANMTTA-Tb3+, respectively. In addition, the luminescence responses of ANMTTA-Eu3+ and ANMTTA-Tb3+ to HOCl are pH-independent with excellent selectivity to distinguish HOCl from other reactive oxygen/nitrogen species (ROS/RNS). The ANMTTA-Ln3+-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.

LanguageEnglish
Pages10785-10792
Number of pages8
JournalAnalytical Chemistry
Volume84
Issue number24
DOIs
Publication statusPublished - 18 Dec 2012

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Hypochlorous Acid
Lanthanoid Series Elements
Luminescence
Acetic Acid
Macrophages
Nitrogen
Oxygen
Imaging techniques
Electrons

Cite this

Xiao, Yunna ; Zhang, Run ; Ye, Zhiqiang ; Dai, Zhichao ; An, Huaying ; Yuan, Jingli. / Lanthanide complex-based luminescent probes for highly sensitive time-gated luminescence detection of hypochlorous acid. In: Analytical Chemistry. 2012 ; Vol. 84, No. 24. pp. 10785-10792.
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title = "Lanthanide complex-based luminescent probes for highly sensitive time-gated luminescence detection of hypochlorous acid",
abstract = "Two novel lanthanide complex-based luminescent probes, ANMTTA-Eu 3+ and ANMTTA-Tb3+ {ANMTTA, [4′-(4-amino-3- nitrophenoxy)methylene-2,2′:6′,2{\^a}-terpyridine-6,6{\^a}-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-Ln3+ 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-Eu3+ and HTTA-Tb3+ {HTTA, (4′-hydroxymethyl-2,2′:6′, 2{\^a}-terpyridine-6,6{\^a}-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-Eu3+ and ANMTTA-Tb3+, respectively. In addition, the luminescence responses of ANMTTA-Eu3+ and ANMTTA-Tb3+ to HOCl are pH-independent with excellent selectivity to distinguish HOCl from other reactive oxygen/nitrogen species (ROS/RNS). The ANMTTA-Ln3+-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.",
author = "Yunna Xiao and Run Zhang and Zhiqiang Ye and Zhichao Dai and Huaying An and Jingli Yuan",
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Lanthanide complex-based luminescent probes for highly sensitive time-gated luminescence detection of hypochlorous acid. / Xiao, Yunna; Zhang, Run; Ye, Zhiqiang; Dai, Zhichao; An, Huaying; Yuan, Jingli.

In: Analytical Chemistry, Vol. 84, No. 24, 18.12.2012, p. 10785-10792.

Research output: Contribution to journalArticleResearchpeer-review

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AU - Zhang, Run

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AU - An, Huaying

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AB - Two novel lanthanide complex-based luminescent probes, ANMTTA-Eu 3+ and ANMTTA-Tb3+ {ANMTTA, [4′-(4-amino-3- nitrophenoxy)methylene-2,2′:6′,2â-terpyridine-6,6â-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-Ln3+ 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-Eu3+ and HTTA-Tb3+ {HTTA, (4′-hydroxymethyl-2,2′:6′, 2â-terpyridine-6,6â-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-Eu3+ and ANMTTA-Tb3+, respectively. In addition, the luminescence responses of ANMTTA-Eu3+ and ANMTTA-Tb3+ to HOCl are pH-independent with excellent selectivity to distinguish HOCl from other reactive oxygen/nitrogen species (ROS/RNS). The ANMTTA-Ln3+-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.

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