A coumarin-based fluorescent probe for ratiometric detection of hydrazine and its application in living cells

Peng Qu; Xiaohua Ma; Wansong Chen; Dandan Zhu; Huifei Bai; Xiuhua Wei; Shu Chen; Maotian Xu

doi:10.1016/j.saa.2018.11.007

A coumarin-based fluorescent probe for ratiometric detection of hydrazine and its application in living cells

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Mar 5:210:381-386. doi: 10.1016/j.saa.2018.11.007. Epub 2018 Nov 14.

Authors

Peng Qu¹, Xiaohua Ma², Wansong Chen³, Dandan Zhu¹, Huifei Bai¹, Xiuhua Wei¹, Shu Chen⁴, Maotian Xu⁵

Affiliations

¹ Henan Key Laboratory of Biomolecular Recognition and Sensing, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, Henan, PR China.
² Henan Key Laboratory of Biomolecular Recognition and Sensing, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, Henan, PR China; School of Chemical Engineering and Technology, China University of Mining and Technology, Xuzhou 221116, Jiangsu, PR China.
³ College of Chemistry and Chemical Engineering, Central South University, Changsha 410006, Hunan, PR China. Electronic address: bm_52@126.com.
⁴ Key Laboratory of Theoretical Organic Chemistry and Function Molecule of Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, PR China.
⁵ Henan Key Laboratory of Biomolecular Recognition and Sensing, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, Henan, PR China. Electronic address: xumaotian@sqnc.edu.cn.

PMID: 30502726
DOI: 10.1016/j.saa.2018.11.007

Abstract

A new ratiometric fluorescent probe (1) was developed for the detection of hydrazine. The probe was obtained by incorporating the recognition moiety of acetyl group onto a coumarin fluorophore. Probe 1 displayed a distinct cyan emission in a 100% aqueous phosphate buffer solution. In the presence of hydrazine, probe 1 undergoes a hydrazinolysis process to release the coumarin fluorophore, which exhibited significant hypsochromic shifts in both absorption and emission spectra, and thus achieving a ratiometric response. This ratiometric probe is highly selective and sensitive towards hydrazine detection. The limit of detection (LOD) was calculated to be 34 nM. Moreover, cellular toxicity and imaging experiments suggested that probe 1 is can be used to monitor hydrazine in live cells.

Keywords: Cell imaging; Coumarin; Fluorescent probe; Hydrazine; Ratiometric.

MeSH terms

Acetates / chemistry
Buffers
Chlorides / chemistry
Coumarins / chemistry*
Fluorescent Dyes / chemical synthesis
Fluorescent Dyes / chemistry*
Fluorescent Dyes / toxicity
Fluorometry / methods*
HeLa Cells
Humans
Hydrazines / analysis*
Hydrazines / chemistry
Hydrogen-Ion Concentration
Limit of Detection
Microscopy, Fluorescence / methods
Molecular Imaging / methods
Sensitivity and Specificity

Substances

Acetates
Buffers
Chlorides
Coumarins
Fluorescent Dyes
Hydrazines
hydrazine
coumarin
acetyl chloride