A Red-Emitting Fluorescence Sensor for Detecting Boronic Acid-Containing Agents in Cells

The amount and localization of boron-10 atoms delivered into tumor cells determines the therapeutic effect of boron neutron capture therapy (BNCT) and, consequently, efforts have been directed to develop fluorescence sensors to detect intracellular boronic acid compounds. Currently, these sensors ar...

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Main Authors: Naoya Kondo, Erika Aoki, Shinya Takada, Takashi Temma
Format: Article
Language:English
Published: MDPI AG 2022-10-01
Series:Sensors
Subjects:
Online Access:https://www.mdpi.com/1424-8220/22/19/7671
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author Naoya Kondo
Erika Aoki
Shinya Takada
Takashi Temma
author_facet Naoya Kondo
Erika Aoki
Shinya Takada
Takashi Temma
author_sort Naoya Kondo
collection DOAJ
description The amount and localization of boron-10 atoms delivered into tumor cells determines the therapeutic effect of boron neutron capture therapy (BNCT) and, consequently, efforts have been directed to develop fluorescence sensors to detect intracellular boronic acid compounds. Currently, these sensors are blue-emitting and hence are impracticable for co-staining with nucleus staining reagents, such as DAPI and Hoechst 33342. Here, we designed and synthesized a novel fluorescence boron sensor, BS-631, that emits fluorescence with a maximum emission wavelength of 631 nm after reaction with the clinically available boronic acid agent, 4-borono-<span style="font-variant: small-caps;">l</span>-phenylalanine (BPA). BS-631 quantitatively detected BPA with sufficiently high sensitivity (detection limit = 19.6 µM) for evaluating BNCT agents. Furthermore, BS-631 did not emit fluorescence after incubation with metal cations. Notably, red-emitting BS-631 could easily and clearly visualize the localization of BPA within cells with nuclei co-stained using Hoechst 33342. This study highlights the promising properties of BS-631 as a versatile boron sensor for evaluating and analyzing boronic acid agents in cancer therapy.
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spelling doaj.art-1643b718a2094f93ab9b7fbe02e59e722023-11-23T21:52:56ZengMDPI AGSensors1424-82202022-10-012219767110.3390/s22197671A Red-Emitting Fluorescence Sensor for Detecting Boronic Acid-Containing Agents in CellsNaoya Kondo0Erika Aoki1Shinya Takada2Takashi Temma3Department of Biofunctional Analysis, Graduate School of Pharmaceutical Sciences, Osaka Medical and Pharmaceutical University, 4-20-1 Nasahara, Takatsuki 569-1094, Osaka, JapanDepartment of Biofunctional Analysis, Graduate School of Pharmaceutical Sciences, Osaka Medical and Pharmaceutical University, 4-20-1 Nasahara, Takatsuki 569-1094, Osaka, JapanDepartment of Biofunctional Analysis, Graduate School of Pharmaceutical Sciences, Osaka Medical and Pharmaceutical University, 4-20-1 Nasahara, Takatsuki 569-1094, Osaka, JapanDepartment of Biofunctional Analysis, Graduate School of Pharmaceutical Sciences, Osaka Medical and Pharmaceutical University, 4-20-1 Nasahara, Takatsuki 569-1094, Osaka, JapanThe amount and localization of boron-10 atoms delivered into tumor cells determines the therapeutic effect of boron neutron capture therapy (BNCT) and, consequently, efforts have been directed to develop fluorescence sensors to detect intracellular boronic acid compounds. Currently, these sensors are blue-emitting and hence are impracticable for co-staining with nucleus staining reagents, such as DAPI and Hoechst 33342. Here, we designed and synthesized a novel fluorescence boron sensor, BS-631, that emits fluorescence with a maximum emission wavelength of 631 nm after reaction with the clinically available boronic acid agent, 4-borono-<span style="font-variant: small-caps;">l</span>-phenylalanine (BPA). BS-631 quantitatively detected BPA with sufficiently high sensitivity (detection limit = 19.6 µM) for evaluating BNCT agents. Furthermore, BS-631 did not emit fluorescence after incubation with metal cations. Notably, red-emitting BS-631 could easily and clearly visualize the localization of BPA within cells with nuclei co-stained using Hoechst 33342. This study highlights the promising properties of BS-631 as a versatile boron sensor for evaluating and analyzing boronic acid agents in cancer therapy.https://www.mdpi.com/1424-8220/22/19/7671fluorescence sensorboron neutron capture therapyboronic acid compounds4-borono-<span style="font-variant: small-caps">l</span>-phenylalanine
spellingShingle Naoya Kondo
Erika Aoki
Shinya Takada
Takashi Temma
A Red-Emitting Fluorescence Sensor for Detecting Boronic Acid-Containing Agents in Cells
Sensors
fluorescence sensor
boron neutron capture therapy
boronic acid compounds
4-borono-<span style="font-variant: small-caps">l</span>-phenylalanine
title A Red-Emitting Fluorescence Sensor for Detecting Boronic Acid-Containing Agents in Cells
title_full A Red-Emitting Fluorescence Sensor for Detecting Boronic Acid-Containing Agents in Cells
title_fullStr A Red-Emitting Fluorescence Sensor for Detecting Boronic Acid-Containing Agents in Cells
title_full_unstemmed A Red-Emitting Fluorescence Sensor for Detecting Boronic Acid-Containing Agents in Cells
title_short A Red-Emitting Fluorescence Sensor for Detecting Boronic Acid-Containing Agents in Cells
title_sort red emitting fluorescence sensor for detecting boronic acid containing agents in cells
topic fluorescence sensor
boron neutron capture therapy
boronic acid compounds
4-borono-<span style="font-variant: small-caps">l</span>-phenylalanine
url https://www.mdpi.com/1424-8220/22/19/7671
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