A near-infrared fluorescent probe for rapid colorimetric/fluorescent detection of SO₂ derivatives and its application and imaging

doi:10.6023/cjoc202604027

Chinese Journal of Organic Chemistry

ARTICLE

一种比色/荧光快速检测SO₂衍生物的近红外荧光探针及其应用与成像

尹婕^a, 田利^a, 梁天宇^a, 钟克利^a,*, 燕小梅^b, 汤立军^a,*

^a渤海大学化学学院,辽宁省高等学校应用化学重点实验室,锦州 121013;
^b大连医科大学检验医学院大连 116044

收稿日期:2026-04-18 修回日期:2026-06-03
基金资助:
国家自然科学基金（No. 22278038）、渤海大学海洋研究所开放项目（No. BDHYYJY2025003, BDHYYJY2025008）、辽宁省教育厅科研基金项目（Nos. JTTMS1618）资助.

A near-infrared fluorescent probe for rapid colorimetric/fluorescent detection of SO₂ derivatives and its application and imaging

Yin Jie^a, Tian Li^a, Liang Tianyu^a, Zhong Keli^a,*, Yan Xiaomei^b, Tang Lijun^a,*

^aCollege of Chemistry, Liaoning Provincial Key Laboratory of Applied Chemistry for Institutions of Higher Education, Bohai University, Jinzhou 121013;
^bCollege of Medical Laboratory, Dalian Medical University, Dalian, 116044

Received:2026-04-18 Revised:2026-06-03
Contact: ^* E-mail: zhongkeli2000@bhu.edu.cn ; ljtang@bhu.edu.cn.
Supported by:
National Natural Science Foundation of China (No. 22278038); the Open Fund of Institute of Ocean Research of Bohai University (No. BDHYYJY2025003, BDHYYJY2025008); Scientific Research Project of Liaoning Provincial Department of Education (Nos. JTTMS1618).

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Abstract

A novel near-infrared (NIR) fluorescent probe Did with an emission wavelength of 720 nm, was synthesized via the nucleophilic addition reaction between 6-(diethylamino)-1,2-dihydrocyclopenta[b] chromen-1-carbaldehyde and 1,3-indanedione. In DMF/PBS (5/5, v/v) solution, the probe exhibited rapid recognition (40 s) towards sulfur dioxide derivatives, featuring excellent selectivity, strong anti-interference ability, and a low detection limit of 5.29 μmol/L. Meanwhile, a distinct color change from cyan to colorless could be visually observed by the naked eye, enabling naked-eye identification. Furthermore, probe Did was successfully applied to detect HSO₃⁻ in real food samples such as white sugar, red wine, biscuits, and also realized fluorescent imaging of HSO₃⁻ in living cells. These results demonstrate that probe Did has great potential application prospects in the fields of food safety, and biological imaging.

Key words: NIR emission, Fluorescence probe, Bisulfite, Bioimaging, Food sample

Cite this article

Yin Jie, Tian Li, Liang Tianyu, Zhong Keli, Yan Xiaomei, Tang Lijun. A near-infrared fluorescent probe for rapid colorimetric/fluorescent detection of SO₂ derivatives and its application and imaging[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202604027.

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一种比色/荧光快速检测SO₂衍生物的近红外荧光探针及其应用与成像

A near-infrared fluorescent probe for rapid colorimetric/fluorescent detection of SO₂ derivatives and its application and imaging

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