A smart rhodamine–pyridine conjugate for bioimaging of thiocyanate in living cells
| Autor: | Animesh Sahana, Koen Robeyns, Sjoerd Verkaart, Maria G. Babashkina, Yann Garcia, Joost G. J. Hoenderop, Mariusz P. Mitoraj, Sandip Mandal, Debasis Das, Damir A. Safin, Arnab Banerjee |
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| Rok vydání: | 2015 |
| Předmět: |
Thiocyanate
Hydrogen bond General Chemical Engineering Analytical chemistry Stacking 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry behavioral disciplines and activities 01 natural sciences Fluorescence 0104 chemical sciences 3. Good health Rhodamine chemistry.chemical_compound chemistry mental disorders Naked eye 0210 nano-technology Derivative (chemistry) Conjugate |
| Zdroj: | RSC Advances |
| ISSN: | 2046-2069 |
| DOI: | 10.1039/c5ra21838a |
| Popis: | A rhodamine–pyridine conjugate, REDA-2PC, can selectively detect NCS− in human embryonic kidney 293 (HEK293) cells. DFT calculations suggest that this is due to non-covalent interactions (hydrogen bonding N–H⋯NCS−, π–π stacking) and long range electrostatic forces acting between the sulfur atom of the NCS− anion and the NEt2 unit of REDA-2PC. A visible light excitable probe allows fluorescence and naked eye detection of nanomolar NCS−, much lower than normal NCS− levels in the human body. A “lock” and “key” sensing mechanism is established and compared with the corresponding fluorescein derivative as a model compound. |
| Databáze: | OpenAIRE |
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