4.6 Article

New Red-Shifted 4-Styrylcoumarin Derivatives as Potential Fluorescent Labels for Biomolecules

Journal

MOLECULES
Volume 27, Issue 5, Pages -

Publisher

MDPI
DOI: 10.3390/molecules27051461

Keywords

coumarin; 4-styrylcoumarin derivatives; fluorescent labels; biomolecules labeling; large Stokes shifts

Funding

  1. Portuguese Foundation for Science and Technology (FCT) through National and European Funds, PROBIOMA project [FCT-ALT20-03-0145-FEDER-031577, 0483_PROBIOMA_5_E, EP]
  2. FEDER, through the programme INTERREG VA EspanaPortugal (POCTEP)
  3. City University of Macau endowment to the Sustainable Heritage Chair

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In this study, a simple, low-cost and effective synthetic strategy was developed to produce new red-shifted 4-styrylcoumarin derivatives as inexpensive fluorescent labels for biomolecules. These derivatives demonstrated bathochromic shifts and large Stokes shifts, and their photophysical properties were rationalized using density functional theory and time-dependent density functional theory calculations.
Important scientific areas, such as cellular biology, medicine, pharmacy, and environmental sciences, are dependent on very sensitive analytical techniques to track and detect biomolecules. In this work, we develop a simple, low-cost and effective synthetic strategy to produce new red-shifted 4-styrylcoumarin derivatives as promising inexpensive fluorescent labels for biomolecules. The extension of the delocalized pi-electron system results in bathochromic shifts in these new coumarin derivatives, which also present large Stokes shifts. In addition, density functional theory and time-dependent density functional theory calculations helped to rationalize the photophysical properties observed by the experimental results.

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