Low-Symmetry Mixed Fluorinated Subphthalocyanines as Fluorescence Imaging Probes in MDA-MB-231 Breast Tumor Cells.
| Autor: | McAuliffe KJ; Department of Chemistry, Oakland University, Rochester, MI 48309, USA. kjmcauliffe@oakland.edu., Kaster MA; Department of Chemistry, Oakland University, Rochester, MI 48309, USA. makaster@oakland.edu., Szlag RG; Department of Chemistry, Oakland University, Rochester, MI 48309, USA. rgszlag@oakland.edu., Trivedi ER; Department of Chemistry, Oakland University, Rochester, MI 48309, USA. trivedi@oakland.edu. |
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| Jazyk: | angličtina |
| Zdroj: | International journal of molecular sciences [Int J Mol Sci] 2017 Jun 01; Vol. 18 (6). Date of Electronic Publication: 2017 Jun 01. |
| DOI: | 10.3390/ijms18061177 |
| Abstrakt: | Boron subphthalocyanines (SPcs) are aromatic macrocycles that possess a combination of physical and optical properties that make them excellent candidates for application as fluorescent imaging probes. These molecules have intense electronic absorption and emission, and structural versatility that allows for specific tuning of physical properties. Herein, we report the synthesis of a series of low-symmetry fluorinated SPcs and compare them to analogous compounds with varying numbers of peripheral fluorine atoms and varied aromaticity. Across the series, with increasing addition of fluorine atoms to the periphery of the ring, a downfield chemical shift in 19 F NMR and a bathochromic shift of electronic absorption were observed. Expanding the size of the aromatic ring by replacing peripheral benzo- groups with naphtho- groups prompted a far more drastic bathochromic shift to absorption and emission. Fluorescence quantum yields (Φ Competing Interests: The authors declare no conflict of interest. |
| Databáze: | MEDLINE |
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