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Issue 53, 2020
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Boron Schiff bases derived from α-amino acids as nucleoli/cytoplasm cell-staining fluorescent probes in vitro

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Abstract

The size, shape, and number of nucleoli in a cell's nucleus might help to distinguish a malignant from a benign tumor. Cellular biology and histopathology often require better visualization to understand nucleoli-related processes, thus organelle-specific fluorescent markers are needed. Here, we report the design, synthesis, and fully chemo-photophysical characterization of fluorescent boron Schiff bases (BOSCHIBAs), derived from α-amino acids (i.e., phenylalanine, tyrosine and tryptophan), with nucleoli- and cytoplasm-specific staining in cells. It is the first time that Boron Schiff bases derived from α-amino acids act as notorious dual (nucleoli and cytoplasm) cell-staining fluorescent probes. The boron derivatives not only showed good photostability and acceptable quantum yields (∼5%) in solution, but also exhibited low cytotoxicity (>90% cell viability at 0.1 and 1 μg mL−1), which make them good candidates to be used in medical diagnosis.

Graphical abstract: Boron Schiff bases derived from α-amino acids as nucleoli/cytoplasm cell-staining fluorescent probes in vitro

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Supplementary files

Article information


Submitted
08 Jul 2020
Accepted
24 Jul 2020
First published
26 Aug 2020

This article is Open Access

RSC Adv., 2020,10, 31748-31757
Article type
Paper

Boron Schiff bases derived from α-amino acids as nucleoli/cytoplasm cell-staining fluorescent probes in vitro

J. A. Lara-Cerón, V. M. Jiménez Pérez, L. Xochicale-Santana, M. E. Ochoa, A. Chávez-Reyes and B. M. Muñoz-Flores, RSC Adv., 2020, 10, 31748
DOI: 10.1039/D0RA05948J

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