3-Hydroxybenzo[g]chromones: Fluorophores with red-shifted absorbance and highly sensitive to polarity emission
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F18%3A00490346" target="_blank" >RIV/61388963:_____/18:00490346 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1016/j.snb.2018.03.058" target="_blank" >http://dx.doi.org/10.1016/j.snb.2018.03.058</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.snb.2018.03.058" target="_blank" >10.1016/j.snb.2018.03.058</a>
Alternative languages
Result language
angličtina
Original language name
3-Hydroxybenzo[g]chromones: Fluorophores with red-shifted absorbance and highly sensitive to polarity emission
Original language description
Solvatochromic probes based on 3-hydroxychromones are often used to study interactions of biomolecules in spectroscopy and microscopy setups. However, due to their UV or violet absorbance these probes have limited application for live-cell imaging. In this work, we developed a series of benzochromones with red-shifted absorbance by introducing a fused benzene ring and substituents with extended pi-electron conjugated system in the position 2. Developed 3-hydroxybenzo[g]chromones demonstrated improved sensitivity to the polarity of local environment when compared to other known solvatochromic dyes absorbing in the same spectral region. We tuned the fluorescence properties of benzochromones by varying the substituents in the position 2. Thus 2-(6'-dimethylaminobenzofury1)-3-hydroxybenzochromone (BFBC) showed two emission bands in hydrophobic environments due to the ESIPT reaction and providing a ratiometric response highly sensitive to the polarity of the dye environment. We found that BFBC is a suitable dye for fluorescence microscopy and in contrast to other known 3-hydroxychromones, BFBC possesses a convenient excitation with a common 488 nm argon laser. Together with high solvatochromism and ratiometric response it makes BFBC a prospective fluorophore for probe development and application in biological research.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10608 - Biochemistry and molecular biology
Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Sensors and Actuators B - Chemical
ISSN
0925-4005
e-ISSN
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Volume of the periodical
265
Issue of the periodical within the volume
Jul 15
Country of publishing house
CH - SWITZERLAND
Number of pages
8
Pages from-to
691-698
UT code for WoS article
000430232500083
EID of the result in the Scopus database
2-s2.0-85044129528