A new far-red naphthorhodamine dye: Synthesis, fluorescent probe and bioimaging applications
| Autor: | Taihe Han, Yun Zhao, Yuehong Ren, Wei Guo, Haoyang Li, Huanhuan Chen |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Fluoran
010405 organic chemistry Process Chemistry and Technology General Chemical Engineering Hydrazine 010402 general chemistry Hydrazide Photochemistry 01 natural sciences Fluorescence 0104 chemical sciences chemistry.chemical_compound chemistry Reagent Rhodamine B Selectivity Derivative (chemistry) |
| Zdroj: | Dyes and Pigments. 132:255-261 |
| ISSN: | 0143-7208 |
| DOI: | 10.1016/j.dyepig.2016.05.012 |
| Popis: | A new extended-π-conjugated naphthorhodamine dye, 9′-diethylamino-2′-hydroxyl-benzo[a]fluoran (1) with a carboxylic acid-functional group was designed and synthesized. Compared to Rhodamine B, the emission wavelength of 1 was extended to ca. 600 nm, and its fluorescence properties could be controlled by the key carboxylic acid-functional group. By taking advantage of 1, we synthesized a new far-red bioimaging dye 2-ethyl-9′-diethylimino-2′-hydroxyl- benzo[a]fluoran (2) by esterification of 1, which could selectively stain mitochondria. Moreover, encouraged by the spirocyclization switching mechanism platform, we successfully constructed a new fluorescent probe 9′-diethylamino-2′-hydroxyl-benzo[a]fluoran hydrazine (3), the hydrazide derivative of 1, for Hg2+ with good selectivity. These results suggest that the new naphthorhodamine dye could be used as a platform to construct fluorescent probes and bioimaging reagents. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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