ZP8, a neuronal zinc sensor with improved dynamic range; imaging zinc in hippocampal slices with two-photon microscopy

Christopher J. Chang; Elizabeth M. Nolan; Jacek Jaworski; Ken Ichi Okamoto; Yasunori Hayashi; Morgan Sheng; Stephen J. Lippard

doi:10.1021/ic049293d

ZP8, a neuronal zinc sensor with improved dynamic range; imaging zinc in hippocampal slices with two-photon microscopy

Christopher J. Chang, Elizabeth M. Nolan, Jacek Jaworski, Ken Ichi Okamoto, Yasunori Hayashi, Morgan Sheng, Stephen J. Lippard

Research output: Contribution to journal › Article › peer-review

120 Scopus citations

Abstract

The synthesis of a difluorofluorescein monocarboxaldehyde platform and its use for preparing ZP8, a new member of the Zinpyr family of neuronal Zn ²⁺ sensors, are described. By combining an aniline photoinduced electron transfer (PET) switch and an electron-withdrawing fluorescein scaffold, ZP8 displays reduced background fluorescence and improved dynamic range compared to previous ZP probes. The bright sensor undergoes an 11-fold increase in fluorescence intensity upon Zn²⁺ complexation (Φ = 0.03-0.35) with high selectivity over cellular concentrations of Ca²⁺ and Mg²⁺. In addition, sensors in the ZP family have been utilized for optical imaging in biological samples using two-photon microscopy (TPM). The cell-permeable ZP3 probe is capable of identifying natural pools of labile Zn²⁺ within the mossy fiber synapses of live hippocampal slices using TPM, establishing the application of this technique for monitoring endogenous Zn²⁺ stores.

Original language	English (US)
Pages (from-to)	6774-6779
Number of pages	6
Journal	Inorganic Chemistry
Volume	43
Issue number	21
DOIs	https://doi.org/10.1021/ic049293d
State	Published - Oct 18 2004
Externally published	Yes

All Science Journal Classification (ASJC) codes

Physical and Theoretical Chemistry
Inorganic Chemistry

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@article{9566b64b3df94a95aec7e4bbbbafb7e6,

title = "ZP8, a neuronal zinc sensor with improved dynamic range; imaging zinc in hippocampal slices with two-photon microscopy",

abstract = "The synthesis of a difluorofluorescein monocarboxaldehyde platform and its use for preparing ZP8, a new member of the Zinpyr family of neuronal Zn 2+ sensors, are described. By combining an aniline photoinduced electron transfer (PET) switch and an electron-withdrawing fluorescein scaffold, ZP8 displays reduced background fluorescence and improved dynamic range compared to previous ZP probes. The bright sensor undergoes an 11-fold increase in fluorescence intensity upon Zn2+ complexation (Φ = 0.03-0.35) with high selectivity over cellular concentrations of Ca2+ and Mg2+. In addition, sensors in the ZP family have been utilized for optical imaging in biological samples using two-photon microscopy (TPM). The cell-permeable ZP3 probe is capable of identifying natural pools of labile Zn2+ within the mossy fiber synapses of live hippocampal slices using TPM, establishing the application of this technique for monitoring endogenous Zn2+ stores.",

author = "Chang, \{Christopher J.\} and Nolan, \{Elizabeth M.\} and Jacek Jaworski and Okamoto, \{Ken Ichi\} and Yasunori Hayashi and Morgan Sheng and Lippard, \{Stephen J.\}",

year = "2004",

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doi = "10.1021/ic049293d",

language = "English (US)",

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T1 - ZP8, a neuronal zinc sensor with improved dynamic range; imaging zinc in hippocampal slices with two-photon microscopy

AU - Chang, Christopher J.

AU - Nolan, Elizabeth M.

AU - Jaworski, Jacek

AU - Okamoto, Ken Ichi

AU - Hayashi, Yasunori

AU - Sheng, Morgan

AU - Lippard, Stephen J.

PY - 2004/10/18

Y1 - 2004/10/18

N2 - The synthesis of a difluorofluorescein monocarboxaldehyde platform and its use for preparing ZP8, a new member of the Zinpyr family of neuronal Zn 2+ sensors, are described. By combining an aniline photoinduced electron transfer (PET) switch and an electron-withdrawing fluorescein scaffold, ZP8 displays reduced background fluorescence and improved dynamic range compared to previous ZP probes. The bright sensor undergoes an 11-fold increase in fluorescence intensity upon Zn2+ complexation (Φ = 0.03-0.35) with high selectivity over cellular concentrations of Ca2+ and Mg2+. In addition, sensors in the ZP family have been utilized for optical imaging in biological samples using two-photon microscopy (TPM). The cell-permeable ZP3 probe is capable of identifying natural pools of labile Zn2+ within the mossy fiber synapses of live hippocampal slices using TPM, establishing the application of this technique for monitoring endogenous Zn2+ stores.

AB - The synthesis of a difluorofluorescein monocarboxaldehyde platform and its use for preparing ZP8, a new member of the Zinpyr family of neuronal Zn 2+ sensors, are described. By combining an aniline photoinduced electron transfer (PET) switch and an electron-withdrawing fluorescein scaffold, ZP8 displays reduced background fluorescence and improved dynamic range compared to previous ZP probes. The bright sensor undergoes an 11-fold increase in fluorescence intensity upon Zn2+ complexation (Φ = 0.03-0.35) with high selectivity over cellular concentrations of Ca2+ and Mg2+. In addition, sensors in the ZP family have been utilized for optical imaging in biological samples using two-photon microscopy (TPM). The cell-permeable ZP3 probe is capable of identifying natural pools of labile Zn2+ within the mossy fiber synapses of live hippocampal slices using TPM, establishing the application of this technique for monitoring endogenous Zn2+ stores.

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JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 21

ER -

ZP8, a neuronal zinc sensor with improved dynamic range; imaging zinc in hippocampal slices with two-photon microscopy

Abstract

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