Issue 53, 2020

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

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

Supplementary files

Article information

Article type
Paper
Submitted
08 7月 2020
Accepted
24 7月 2020
First published
26 8月 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 31748-31757

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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