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Small molecules based Benzothiazole-pyridinium salts with different anions: Two-photon fluorescence regulation and difference in cell imaging application.
- Source :
-
Dyes & Pigments . Oct2021, Vol. 194, pN.PAG-N.PAG. 1p. - Publication Year :
- 2021
-
Abstract
- A series of benzoxazole-pyridinium salt derivatives with two-photon excited fluorescence performance were synthesized and fully characterized. Among them, compounds 2 , 3 and 4 were the isomers with different positions of pyridine N, while compounds 4N , 4S , 4P , 4F and 4B were derived from compound 4 through anion exchanging reaction. Their photophysical properties had been systematically investigated, and the results indicated that the position of pyridine N and the type of anions had a significant influence on their optical properties and bio-imaging application. Transforming the position of pyridine N could affect their fluorescence quantum obviously; the maximum fluorescence quantum is 0.21 for compound 3 in DMF. Meanwhile, we found that the altering anions might be used to regulate their two-photon fluorescence performance, only compounds 4N , 4P and 4B possessed excellent two-photon excited fluorescence emissions, and the highest two-photon cross-section was 1868.69 GM for compound 4B in DMF. In addition, two-photon fluorescence cell imaging experiment demonstrated the potential bio-application of partial compounds with good photostability and low cytotoxicity. A series of water solubility of benzoxazole-pyridium salt derivatives including compounds 2 , 3 , 4 , 4N , 4F , 4P , 4S and 4B with excellent two-photon excited fluorescence performance were synthesized and applied in biological imaging. The structure-property relationship study showed that the position of pyridine N and the type of anions have a significant influence on their optical properties and bio-imaging application. [Display omitted] •The structure of target compounds was determined by HR MS with positive and negative ion model. •Counter anions had a influence on the two-photon excited fluorescence emissions. •The position isomerization of pyridine N affected their biological imaging performance. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 01437208
- Volume :
- 194
- Database :
- Academic Search Index
- Journal :
- Dyes & Pigments
- Publication Type :
- Academic Journal
- Accession number :
- 151815709
- Full Text :
- https://doi.org/10.1016/j.dyepig.2021.109639