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Molecules, volume 26, issue 9, pages 2679

Human Serum Albumin Labelling with a New BODIPY Dye Having a Large Stokes Shift

Publication typeJournal Article
Publication date2021-05-03
Journal: Molecules
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor4.6
ISSN14203049
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract

BODIPY dyes are photostable neutral derivatives of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene. These are widely used as chemosensors, laser materials, and molecular probes. At the same time, BODIPY dyes have small or moderate Stokes shifts like most other fluorophores. Large Stokes shifts are preferred for fluorophores because of higher sensitivity of such probes and sensors. The new boron containing BODIPY dye was designed and synthesized. We succeeded to perform an annulation of pyrrole ring with coumarin heterocyclic system and achieved a remarkable difference in absorption and emission maximum of obtained fluorophore up to 100 nm. This BODIPY dye was equipped with linker arm and was functionalized with a maleimide residue specifically reactive towards thiol groups of proteins. BODIPY residue equipped with a suitable targeting protein core can be used as a suitable imaging probe and agent for Boron Neutron Capture Therapy (BNCT). As the most abundant protein with a variety of physiological functions, human serum albumin (HSA) has been used extensively for the delivery and improvement of therapeutic molecules. Thiolactone chemistry provides a powerful tool to prepare albumin-based multimodal constructions. The released sulfhydryl groups of the homocysteine functional handle in thiolactone modified HSA were labeled with BODIPY dye to prepare a labeled albumin-BODIPY dye conjugate confirmed by MALDI-TOF-MS, UV-vis, and fluorescent emission spectra. Cytotoxicity of the resulting conjugate was investigated. This study is the basis for a novel BODIPY dye-albumin theranostic for BNCT. The results provide further impetus to develop derivatives of HSA for delivery of boron to cancer cells.

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Raskolupova V. I. et al. Human Serum Albumin Labelling with a New BODIPY Dye Having a Large Stokes Shift // Molecules. 2021. Vol. 26. No. 9. p. 2679.
GOST all authors (up to 50) Copy
Raskolupova V. I., Popova T. V., Zakharova O. D., Nikotina A. E., ABRAMOVA T., Sil’nikov V. N. Human Serum Albumin Labelling with a New BODIPY Dye Having a Large Stokes Shift // Molecules. 2021. Vol. 26. No. 9. p. 2679.
RIS |
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RIS Copy
TY - JOUR
DO - 10.3390/molecules26092679
UR - https://doi.org/10.3390%2Fmolecules26092679
TI - Human Serum Albumin Labelling with a New BODIPY Dye Having a Large Stokes Shift
T2 - Molecules
AU - Raskolupova, Valeria I
AU - Popova, Tatyana V
AU - Nikotina, Anastasia E
AU - Sil’nikov, Vladimir N
AU - Zakharova, Olga D
AU - ABRAMOVA, TATYANA
PY - 2021
DA - 2021/05/03 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 2679
IS - 9
VL - 26
SN - 1420-3049
ER -
BibTex |
Cite this
BibTex Copy
@article{2021_Raskolupova
author = {Valeria I Raskolupova and Tatyana V Popova and Anastasia E Nikotina and Vladimir N Sil’nikov and Olga D Zakharova and TATYANA ABRAMOVA},
title = {Human Serum Albumin Labelling with a New BODIPY Dye Having a Large Stokes Shift},
journal = {Molecules},
year = {2021},
volume = {26},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {may},
url = {https://doi.org/10.3390%2Fmolecules26092679},
number = {9},
pages = {2679},
doi = {10.3390/molecules26092679}
}
MLA
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MLA Copy
Raskolupova, Valeria I., et al. “Human Serum Albumin Labelling with a New BODIPY Dye Having a Large Stokes Shift.” Molecules, vol. 26, no. 9, May. 2021, p. 2679. https://doi.org/10.3390%2Fmolecules26092679.
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