A Near-Infrared Fluorescent Probe Based on a FRET Rhodamine Donor Linked to a Cyanine Acceptor for Sensitive Detection of Intracellular pH Alternations
| Autor: | Rudy L. Luck, Shuai Xia, Jianheng Bi, Yibin Zhang, Haiying Liu, Shulin Wan, Wafa Mazi, Logan Mikesell |
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| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
Cytoplasm
Intracellular pH Pharmaceutical Science Ethylenediamine rhodamine Biosensing Techniques 02 engineering and technology cyanine dye 010402 general chemistry Photochemistry 01 natural sciences 7. Clean energy Article Analytical Chemistry Rhodamine lcsh:QD241-441 chemistry.chemical_compound lcsh:Organic chemistry fluorescent probes Drug Discovery Fluorescence Resonance Energy Transfer Moiety Physical and Theoretical Chemistry Cyanine Fluorescent Dyes Rhodamines Chemistry Organic Chemistry Carbocyanines Hydrogen-Ion Concentration Ethylenediamines 021001 nanoscience & nanotechnology Acceptor Fluorescence 0104 chemical sciences near-infrared imaging Förster resonance energy transfer Chemistry (miscellaneous) FRET Molecular Medicine 0210 nano-technology |
| Zdroj: | Molecules Volume 23 Issue 10 Molecules, Vol 23, Iss 10, p 2679 (2018) Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry |
| ISSN: | 1420-3049 |
| DOI: | 10.3390/molecules23102679 |
| Popis: | A fluorescence resonance energy transfer (FRET)-based near-infrared fluorescent probe (B+) for double-checked sensitive detection of intracellular pH changes has been synthesized by binding a near-infrared rhodamine donor to a near-infrared cyanine acceptor through robust C-N bonds via a nucleophilic substitution reaction. To demonstrate the double-checked advantages of probe B+, a near-infrared probe (A) was also prepared by modification of a near-infrared rhodamine dye with ethylenediamine to produce a closed spirolactam residue. Under basic conditions, probe B+ shows only weak fluorescence from the cyanine acceptor while probe A displays nonfluorescence due to retention of the closed spirolactam form of the rhodamine moiety. Upon decrease in solution pH level, probe B+ exhibits a gradual fluorescence increase from rhodamine and cyanine constituents at 623 nm and 743 nm respectively, whereas probe A displays fluorescence increase at 623 nm on the rhodamine moiety as acidic conditions leads to the rupture of the probe spirolactam rings. Probes A and B+ have successfully been used to monitor intracellular pH alternations and possess pKa values of 5.15 and 7.80, respectively. |
| Databáze: | OpenAIRE |
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