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An iminocoumarin based covalent-assembly red-emitting fluorescent probe for detection of β-galactosidase activity in ovarian cancer cells.

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Title: An iminocoumarin based covalent-assembly red-emitting fluorescent probe for detection of β-galactosidase activity in ovarian cancer cells.
Authors: Ku, Ya-Chu1,2 (AUTHOR), Lin, Pin-Han1,3 (AUTHOR), Huang, Chung-Yu3 (AUTHOR), Lee, Chia-Wei3 (AUTHOR), Yu, Chien-Hung1,2 (AUTHOR), Chen, Shih-Cheng1 (AUTHOR) z10903032@ncku.edu.tw, Liu, Wei-Min1,3 (AUTHOR) 133797@mail.fju.edu.tw
Source: Dyes & Pigments. Feb2023, Vol. 210, pN.PAG-N.PAG. 1p.
Subjects: Intramolecular proton transfer reactions, Ovarian cancer, Fluorescent probes, Stokes shift, Detection limit, Cancer cells
Abstract: Upregulation of β-Galactosidase (β-Gal) has been generally found in primary ovarian cancer cells, making the intra-cellular β-Gal as a valuable biomarker for related tumors. In this study, we synthesized an iminocoumarin based covalent-assembly probe, Gal–IC–2, which has been designed to be activated by β-Gal and then rapidly afford to a fluorescent chromophore via a covalent-assembly mechanism with red emission for specific and sensitive detection of β-Gal activity. Gal–IC–2 showed significant fluorescence enhancement and a large Stokes shift in the presence of recombinant β-Gal, and the detection limit of this probe was 1.97 × 10−2 UmL−1. Notably, Gal–IC–2 also exhibits great stability in a broad pH range and is capable of detecting the reactivity of β-Gal in ovarian cancer cells. This is the first report, to the best of our knowledge, describing a covalent-assembly red-emitting probe for the detection and imaging of β-Gal both in vitro and in ovarian cancer cells. The first example of red-emitting covalent-assembly fluorescent probe for β-galactosidase was designed and synthesized. This probe can detect the activity of β-galactosidase both in vitro and in ovarian cancer cells with fast and high fluorescent response. [Display omitted] • A self-covalent-assembly probe for detecting β-Gal is first reported here. • Gal–IC–2 is a red-emitting probe exhibiting great stability in a broad pH range. • In the presence of β-Gal, Gal–IC–2 shows significant fluorescence enhancement. • Gal–IC–2 can be applied to monitor endogenous β-Gal activity. [ABSTRACT FROM AUTHOR]
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Database: Engineering Source
Description
Abstract:Upregulation of β-Galactosidase (β-Gal) has been generally found in primary ovarian cancer cells, making the intra-cellular β-Gal as a valuable biomarker for related tumors. In this study, we synthesized an iminocoumarin based covalent-assembly probe, Gal–IC–2, which has been designed to be activated by β-Gal and then rapidly afford to a fluorescent chromophore via a covalent-assembly mechanism with red emission for specific and sensitive detection of β-Gal activity. Gal–IC–2 showed significant fluorescence enhancement and a large Stokes shift in the presence of recombinant β-Gal, and the detection limit of this probe was 1.97 × 10−2 UmL−1. Notably, Gal–IC–2 also exhibits great stability in a broad pH range and is capable of detecting the reactivity of β-Gal in ovarian cancer cells. This is the first report, to the best of our knowledge, describing a covalent-assembly red-emitting probe for the detection and imaging of β-Gal both in vitro and in ovarian cancer cells. The first example of red-emitting covalent-assembly fluorescent probe for β-galactosidase was designed and synthesized. This probe can detect the activity of β-galactosidase both in vitro and in ovarian cancer cells with fast and high fluorescent response. [Display omitted] • A self-covalent-assembly probe for detecting β-Gal is first reported here. • Gal–IC–2 is a red-emitting probe exhibiting great stability in a broad pH range. • In the presence of β-Gal, Gal–IC–2 shows significant fluorescence enhancement. • Gal–IC–2 can be applied to monitor endogenous β-Gal activity. [ABSTRACT FROM AUTHOR]
ISSN:01437208
DOI:10.1016/j.dyepig.2022.111004