Bright Zinc Probes with Thiomorpholine Monoxide Auxochromes for Imaging Insulin Secretion

Zinc biology significantly impacts human physiological and pathological processes, especially for β-cell endocrinology. In 2021, our group reported the <b>PKZnR</b> family with minimal phototoxicity and μM affinities for monitoring Zn<sup>2+</sup>/insulin corelease during vesicular secretory events on β-cells (Zhang et al. Angew. Chem. Int. Ed.2021, 60 (49), 25846-25855). Here, we synthesized a series of Zn<sup>2+</sup> probes (<b>PKZnBR</b>) featuring thiomorpholine monoxide auxochromes with <i>K</i> <sub>d</sub> values ranging from 160 nM to 94 μM. By inhibiting the twisted intramolecular charge transfer (TICT) state, the fluorescence quantum yields of <b>PKZnBRs</b> can be effectively increased to ∼7 times those of <b>PKZnRs</b>. A privileged candidate, <b>PKZnBR-3</b>, has a high turn-on ratio (∼134), appropriate affinity (340 nM), and excellent hydrophilicity, making it a powerful tool for long-term <i>ex vivo</i> recording of insulin secretion in mouse islets with minimal phototoxicity.

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Publication Details

Journal
Chemical & Biomedical Imaging
Published
2025-03-04
DOI
https://doi.org/10.1021/cbmi.4c00116
Primary Topic
Lipid Membrane Structure and Behavior
Type
article
Field-Weighted Citation Impact
0.00

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article

Bright Zinc Probes with Thiomorpholine Monoxide Auxochromes for Imaging Insulin Secretion

Xiaohong Peng, Zhixing Chen, Junwei Zhang, Rundong Yu
Chemical & Biomedical Imaging
Lipid Membrane Structure and Behavior
article

Bright Zinc Probes with Thiomorpholine Monoxide Auxochromes for Imaging Insulin Secretion

Xiaohong Peng, Zhixing Chen, Junwei Zhang, Rundong Yu
article en

Abstract

Zinc biology significantly impacts human physiological and pathological processes, especially for β-cell endocrinology. In 2021, our group reported the <b>PKZnR</b> family with minimal phototoxicity and μM affinities for monitoring Zn<sup>2+</sup>/insulin corelease during vesicular secretory events on β-cells (Zhang et al. Angew. Chem. Int. Ed.2021, 60 (49), 25846-25855). Here, we synthesized a series of Zn<sup>2+</sup> probes (<b>PKZnBR</b>) featuring thiomorpholine monoxide auxochromes with <i>K</i> <sub>d</sub> values ranging from 160 nM to 94 μM. By inhibiting the twisted intramolecular charge transfer (TICT) state, the fluorescence quantum yields of <b>PKZnBRs</b> can be effectively increased to ∼7 times those of <b>PKZnRs</b>. A privileged candidate, <b>PKZnBR-3</b>, has a high turn-on ratio (∼134), appropriate affinity (340 nM), and excellent hydrophilicity, making it a powerful tool for long-term <i>ex vivo</i> recording of insulin secretion in mouse islets with minimal phototoxicity.

Chemical & Biomedical ImagingVol. 3(7)
Shenzhen University (CN), Peking University (CN), Beijing National Laboratory for Molecular Sciences (CN), Institute of Molecular Medicine (IN), Center for Life Sciences (CN), Imaging Center (US)
National Natural Science Foundation of China, Beijing Municipal Natural Science Foundation, National Key Research and Development Program of China
Openalex Percentile: Top 96%
Lipid Membrane Structure and Behavior
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Bright Zinc Probes with Thiomorpholine Monoxide Auxochromes for Imaging Insulin Secretion — Xiaohong Peng, Zhixing Chen, et al. · Chemical & Biomedical Imaging (2025) | TGRS Research Map | TGRS