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Plasma membrane imaging with a fluorescent benzothiadiazole derivative.

ABSTRACT: This work describes a novel fluorescent 2,1,3-benzothiadiazole derivative designed to act as a water-soluble and selective bioprobe for plasma membrane imaging. The new compound was efficiently synthesized in a two-step procedure with good yields. The photophysical properties were evaluated and the dye proved to have an excellent photostability in several solvents. DFT calculations were found in agreement with the experimental data and helped to understand the stabilizing intramolecular charge-transfer process from the first excited state. The new fluorescent derivative could be applied as selective bioprobe in several cell lines and displayed plasma-membrane affinity during the imaging experiments for all tested models.

SUBMITTER: Carvalho PHPR

PROVIDER: S-EPMC6880836 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Plasma membrane imaging with a fluorescent benzothiadiazole derivative.

Carvalho Pedro H P R PHPR Correa Jose R JR Paiva Karen L R KLR Machado Daniel F S DFS Scholten Jackson D JD Neto Brenno A D BAD

Beilstein journal of organic chemistry 20191106

This work describes a novel fluorescent 2,1,3-benzothiadiazole derivative designed to act as a water-soluble and selective bioprobe for plasma membrane imaging. The new compound was efficiently synthesized in a two-step procedure with good yields. The photophysical properties were evaluated and the dye proved to have an excellent photostability in several solvents. DFT calculations were found in agreement with the experimental data and helped to understand the stabilizing intramolecular charge-t ...[more]

PMID: 31807199

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