2-((<i>E</i>)-2-((<i>E</i>)-4-Chloro-5-(2-((<i>E</i>)-5-methoxy-3,3-dimethyl-1-(3-phenylpropyl)indolin-2-ylidene) ethylidene)-1,1-dimethyl-1,2,5,6-tetrahydropyridin-1-ium-3-yl)vinyl)-5-methoxy-3,3-dimethyl-1-(3-phenylpropyl)-3<i>H</i>-indol-1-ium

oleh: Emmanuel Ramsey Buabeng, Maged Henary

Format: Article
Diterbitkan: MDPI AG 2021-08-01

Deskripsi

A heptamethine fluorophore, <b>ERB-60</b>, has been synthesized efficiently in four steps in a good yield. The structure of this fluorophore consists of an electron-donating group (methoxy), a hydrophobic moiety (phenylpropyl) with a rotatable bond, a quaternary ammonium fragment, and indolium rings at the terminal ends connected via polymethine chain. All these inherent chemical features fine-tuned the optical properties of the fluorophore. This compound was characterized by both <sup>1</sup>H NMR, <sup>13</sup>C NMR and mass spectra. The optical properties, including molar absorptivity, fluorescence, Stokes’s shift, and quantum yield, were measured in different solvents such as DMSO, DMF, MeCN, <i>i</i>-PrOH, MeOH, and H<sub>2</sub>O. The wavelengths of maximum absorbance of <b>ERB-60</b> were found to be in the range of 745–770 nm based on the solvents used. In decreasing order, the maximum wavelength of absorbance of <b>ERB-60</b> in the tested solvents was DMSO > DMF > <i>i</i>-PrOH > MeOH > MeCN > H<sub>2</sub>O while the decreasing order of the extinction coefficient was found to be MeCN > MeOH > DMSO > <i>i-</i>PrOH > H<sub>2</sub>O > DMF. <b>ERB-60</b> was found to be more photostable than <b>IR-786 iodide</b>, a commercially available dye, and brighter than the FDA-approved dye, indocyanine green (ICG).