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Far‐Red/Near‐Infrared Emissive (1,3‐Dimethyl)barbituric Acid‐Based AIEgens for High‐Contrast Detection of Metastatic Tumors in the Lung
- Source :
- Chemistry – An Asian Journal. 14:871-876
- Publication Year :
- 2018
- Publisher :
- Wiley, 2018.
-
Abstract
- Despite of the enthusiastic research in aggregation-induced emission luminogens (AIEgens) in recent years, the ones that can be smoothly used for sophisticated biomedical applications such as in vivo bioimaging of pulmonary metastatic tumors during surgery are still limited. Herein, we report the design and synthesis of a new series of far-red/near-infrared (FR/NIR) fluorescent AIEgens that consist of methoxy-substituted tetraphenylethene (TPE) as the electron-donating moiety, (1,3-dimethyl)barbituric acid as the electron-withdrawing moiety, and different π-bridge units. As compared to benzene or 3,4-ethylenedioxythiophene, using thiophene as the π-conjugation unit between the donor and acceptor results in a relatively higher absolute fluorescence quantum yield (14.5 %) in water when formulating the corresponding AIEgens into nanoparticles (AIE dots) with an amphiphilic co-polymer as the doping matrix. The highly FR/NIR-emissive thiophene-based AIE dots are demonstrated to be potent for intraoperative detection of pulmonary metastatic tumors, particularly the micro-sized ones, with excellent signal-to-background ratio.
- Subjects :
- Lung Neoplasms
Transplantation, Heterologous
Nanoparticle
Quantum yield
010402 general chemistry
Photochemistry
01 natural sciences
Biochemistry
Mice
chemistry.chemical_compound
Cell Line, Tumor
Stilbenes
Amphiphile
Thiophene
Animals
Humans
Moiety
Fluorescent Dyes
Mice, Inbred BALB C
Barbituric acid
010405 organic chemistry
Chemistry
Optical Imaging
Organic Chemistry
General Chemistry
Acceptor
Fluorescence
Dynamic Light Scattering
0104 chemical sciences
Spectrometry, Fluorescence
Barbiturates
Nanoparticles
Quantum Theory
Subjects
Details
- ISSN :
- 1861471X and 18614728
- Volume :
- 14
- Database :
- OpenAIRE
- Journal :
- Chemistry – An Asian Journal
- Accession number :
- edsair.doi.dedup.....d88a9c443c340f31a9cba60355fc93f3