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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

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10608 - Biochemistry and molecular biology

Result continuities

  • Project

  • 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

  • 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