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Chemical Compound Review:

Green No. 204 8-hydroxypyrene-1,3,6- trisulfonic acid

Synonyms: NSC97285, CTK1A1134, AC1L1V4X, 27928-00-3, D And C Green 8, ...

Overly, C.C. et al., Oter, O. et al., Beauregard, K.E. et al., Gisel, A. et al., Avnir, Y. et al., et al.

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High impact information on Pyranine

Here we describe the pH-dependence of vacuolar perforation by LLO, using the membrane-impermeant fluorophore 8-hydroxypyrene-1,3,6-trisulfonic acid (HPTS) to monitor the pH and integrity of vacuoles in mouse bone marrow-derived macrophages [1].
Such symplastic domains were visualized within shoot apices of Arabidopsis, by monitoring fluorescent symplastic tracers (HPTS: 8-hydroxypyrene 1,3,6 trisulfonic acid and CF: carboxy fluorescein) [2].
By ratiometric imaging of neurons endocytically labeled with the pH indicator 8-hydroxypyrene-1,3,6-trisulfonic acid (HPTS), we demonstrate a trimodal frequency distribution of endocytic organelle pH in axon shafts, indicating two rapid acidification steps in the progression from endocytosis to the lysosome [3].
Decay of this delta pH was monitored by using the fluorescent pH indicator 8-hydroxy-1,3,6-pyrenetrisulfonic acid entrapped inside the liposome [4].
Pyranine (8-hydroxypyrene-1,3,6-trisulfonic acid) is a water-soluble, membrane-impermeable fluorophore having fluorescent excitation and emission spectra that are highly dependent on medium pH [5].

Associations of Pyranine with other chemical compounds

We describe the characterization of a new optical CO(2) sensor based on the change in the fluorescence signal intensity of 8-hydroxypyrene-1,3,6-trisulfonic acid trisodium salt (HPTS) in green chemistry reagents-room-temperature ionic liquids (RTILs) [6].

References

pH-dependent perforation of macrophage phagosomes by listeriolysin O from Listeria monocytogenes. Beauregard, K.E., Lee, K.D., Collier, R.J., Swanson, J.A. J. Exp. Med. (1997) [Pubmed]
Temporal and spatial regulation of symplastic trafficking during development in Arabidopsis thaliana apices. Gisel, A., Barella, S., Hempel, F.D., Zambryski, P.C. Development (1999) [Pubmed]
Dynamic organization of endocytic pathways in axons of cultured sympathetic neurons. Overly, C.C., Hollenbeck, P.J. J. Neurosci. (1996) [Pubmed]
Temperature jump as a new technique to study the kinetics of fast transport of protons across membranes. Krishnamoorthy, G. Biochemistry (1986) [Pubmed]
pH determination by pyranine: medium-related artifacts and their correction. Avnir, Y., Barenholz, Y. Anal. Biochem. (2005) [Pubmed]
Emission-based optical carbon dioxide sensing with HPTS in green chemistry reagents: room-temperature ionic liquids. Oter, O., Ertekin, K., Topkaya, D., Alp, S. Analytical and bioanalytical chemistry. (2006) [Pubmed]

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