Design of 2-Pyridone Fluorophores for Brighter Emissions at Longer Wavelengths.
Chemistry
; 30(15): e202303458, 2024 Mar 12.
Article
em En
| MEDLINE
| ID: mdl-38221142
ABSTRACT
The recent discovery of blue fluorophores with high quantum yields based on pyridone structures inspired the development of new low-molecular-weight fluorophores with bright emissions at tunable wavelengths, which are highly attractive for various applications. In this study, we propose a rational design strategy for 2-pyridone-based fluorophores with bright emissions at long wavelengths. With a detailed understanding of the positional substitution effects on each carbon atom of the 2-pyridone core, we developed a bright blue fluorophore (λabs =377â
nm; λem =433â
nm; ϵ=13,200â
M-1 cm-1 ; ÏF =88 %) through C3 -aryl and C4 -ester substitutions followed by cyclization. Furthermore, by applying the intramolecular charge transfer (ICT) principle, we invented a bright green fluorophore through C3 - and C4 -diester and C6 -aryl substitutions. The ICT fluorophore based on the pyridone structure shows large molar absorptivity (ϵ=20,100â
M-1 cm-1 ), longer emission wavelength (λem =539â
nm), high emission quantum yield (ÏF =74 %), and large Stokes shift (Δv=5720â
cm-1 ), which are comparable to those of practical fluorescent probes.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Ano de publicação:
2024
Tipo de documento:
Article