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Richter, C. ; Schneider, C. ; Quick, M. T. ; Volz, P. ; Mahrwald, R. ; Hughes, J. ; Dick, Bernhard ; Alexiev, U. ; Ernsting, N. P.

Dual-fluorescence pH probe for bio-labelling

Richter, C., Schneider, C., Quick, M. T., Volz, P., Mahrwald, R., Hughes, J., Dick, Bernhard, Alexiev, U. and Ernsting, N. P. (2015) Dual-fluorescence pH probe for bio-labelling. Phys.Chem.Chem.Phys. 17, pp. 30590-30597.

Date of publication of this fulltext: 08 Feb 2016 14:07
Article
DOI to cite this document: 10.5283/epub.33262


Abstract

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 ...

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.



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Details

Item typeArticle
Journal or Publication TitlePhys.Chem.Chem.Phys.
Publisher:Royal Society of Chemistry (RSC)
Volume:17
Page Range:pp. 30590-30597
Date2015
Additional Information (public)Open Access Komponente aus der Allianzlizenz
InstitutionsChemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie > Chair of Chemistry III - Physical Chemistry (Molecular Spectroscopy and Photochemistry) > Prof. Dr. Bernhard Dick
Identification Number
ValueType
10.1039/C5CP05454KDOI
Dewey Decimal Classification500 Science > 540 Chemistry & allied sciences
StatusPublished
RefereedYes, this version has been refereed
Created at the University of RegensburgYes
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-332624
Item ID33262

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