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5-(and-6)-Carboxy SNARF-1 Azide

5-(and-6)-Carboxy SNARF-1 azide is an excellent alkynyl-reactive building block that can be used for developing SNARF-1 pH probes via the well-known click chemistry. It can be readily conjugated to peptides, antibodies and other biomolecules that are modified with an alkyne group. SNARF-1 has pKa of ∼7.5, thus extremely useful for monitoring pH changes in the range of 6.5 and 8.5. It exhibits a significant pH-dependent emission shift from yellow orange to deep red fluorescence under acidic and basic conditions, respectively. The ratioable pH dependent fluorescence intensity change allows the ratio of the fluorescence intensities from the dye at two emission wavelengths - typically 580 nm and 640 nm - to be used for quantitative determinations of pH in cells and other biological media.

References

View all 11 references: Citation Explorer
Mitochondrial matrix pH acidifies during anoxia and is maintained by the F1Fo-ATPase in anoxia-tolerant painted turtle cortical neurons.
Authors: Hawrysh, Peter John and Buck, Leslie Thomas
Journal: FEBS open bio (2019): 571-581
Experimental generation and computational modeling of intracellular pH gradients in cardiac myocytes.
Authors: Swietach, Pawel and Leem, Chae-Hun and Spitzer, Kenneth W and Vaughan-Jones, Richard D
Journal: Biophysical journal (2005): 3018-37
Single-molecule spectroscopy studies of microenvironmental acidity in silicate thin films.
Authors: Fu, Yi and Collinson, Maryanne M and Higgins, Daniel A
Journal: Journal of the American Chemical Society (2004): 13838-44
Direct measurement of acid permeation into rat oesophagus.
Authors: Tanaka, S and Chu, S and Hirokawa, M and Montrose, M H and Kaunitz, J D
Journal: Gut (2003): 775-83
A novel role for carbonic anhydrase: cytoplasmic pH gradient dissipation in mouse small intestinal enterocytes.
Authors: Stewart, A K and Boyd, C A and Vaughan-Jones, R D
Journal: The Journal of physiology (1999): 209-17
Page updated on January 31, 2025

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Physical properties

Molecular weight

521.53

Solvent

DMSO

Storage, safety and handling

H-phraseH303, H313, H333
Hazard symbolXN
Intended useResearch Use Only (RUO)
R-phraseR20, R21, R22

Storage

Freeze (< -15 °C); Minimize light exposure