Dual-fluorescence pH probe for bio-labelling
Although seminaphtorhodafluor (SNARF) dyes are already widely used to measure pH in cells and at biofilms, their synthesis has low yield and results in an unspecific position of a carboxy-group. The separation of 5'- and 6'-carboxy-SNARF reveals a pKa difference of 0.15, calling into quest...
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| Veröffentlicht in: | Physical chemistry chemical physics : PCCP 2015-11, Vol.17 (45), p.30590-30597 |
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| container_title | Physical chemistry chemical physics : PCCP |
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| creator | Richter, C Schneider, C Quick, M T Volz, P Mahrwald, R Hughes, J Dick, B Alexiev, U Ernsting, N P |
| description | Although seminaphtorhodafluor (SNARF) dyes are already widely used to measure pH in cells and at biofilms, their synthesis has low yield and results in an unspecific position of a carboxy-group. The separation of 5'- and 6'-carboxy-SNARF reveals a pKa difference of 0.15, calling into question pH measurements with the (commercially available) mixture. Here we replace the bulky external dicarboxyphenyl ring with a propionate group and evaluate the spectral properties of the new derivative. Proceeding to the ethyl-iodoacetamide, covalent linkage to cysteine protein sites is achieved efficiently as shown with a cyanobacterial phytochrome, extending the scarce application of SNARF in bio-labelling in the current literature. Application in fluorescence lifetime imaging is demonstrated both with the lifetime-based and ratiometric-yield method. |
| doi_str_mv | 10.1039/c5cp05454k |
| format | Article |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Amines - chemistry Bacterial Proteins - chemistry Biofilms Covalence Derivatives Dicarboxylic Acids - chemistry Dyes Fluorescence Fluorescent Dyes - chemistry Hydrogen-Ion Concentration Molecular Structure Phytochrome - chemistry Position measurement Propionates - chemistry Protein Kinases - chemistry Quantum Theory Rings (mathematics) Spectra |
| title | Dual-fluorescence pH probe for bio-labelling |
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