Substitution nitrogen for chlorine of heptamethine cyanines for large Stokes shift fluorescent probes
| Autor: | Shaobo Qiu, Liu Xuelong, Qi Sun, Liqiu Wang, Pengjun Wang, Zhang Xiaobo, Lihui Zheng |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Indole test
Carboxybenzyl 010405 organic chemistry Chemistry Butylamine Organic Chemistry chemistry.chemical_element 010402 general chemistry Photochemistry 01 natural sciences Biochemistry Fluorescence 0104 chemical sciences symbols.namesake chemistry.chemical_compound Benzylamine Stokes shift Drug Discovery symbols Proton NMR Chlorine |
| Zdroj: | Tetrahedron Letters. 57:932-936 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2016.01.057 |
| Popis: | On the basis of syntheses of three heptamethine indocyanines with methyl, ethyl, or p -carboxybenzyl groups on N atoms in the indole rings, nine novel aminoderivatives were designed and synthesized by butylamine, taurine, or benzylamine reacting with the indocyanines for substitution nitrogen for chlorine. The obtained products were purified by SiO 2 column chromatography, and confirmed by ESI-MS and 1 H NMR. Compared to the parents, the aminoderivatives showed blue shifts, larger Stokes shifts, and stronger fluorescence intensity, which were mainly related to the electron-donating ability of the amino substituents in the aminoderivatives. The stronger electron-donating ability of the amino substituents made the maximum absorption wavelengths show greater blue shifts. |
| Databáze: | OpenAIRE |
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