5(6)-Carboxyeosin

Product ID: M1300



Unit SizePriceQuantity 
100mg
$150.17
  • Buy 5 for $120.14 each and save 20%

Availability: In stock


Description

Brominated analog of carboxyfluorescein that is a useful photosensitizer and singlet oxygen generator.

Carboxyeosin has a singlet oxygen yield that is approximately 19 times greater than that of fluorescein. Using this property, CE has been found to be useful for photoconverting diaminobenzidine (DAB) as a method for improving resolution for immunoprecipitation or in situ hybridization techniques in light and electron microscopy. Upon excitation, carboxyeosin labeled probes can be used to generate singlet oxygen, which in turn will oxidize DAB into an opaque precipitate within cells. The resulting DAB reaction provides a nondiffusible staining method for monitoring hybridization or antibody localization in cells and tissues. Carboxyeosin has also been found to be a sensitive, non-covalently bound fluorescent probe for monitoring conformational changes in detergent-solubilized Na,K-ATPase as well as plasma membrane Ca+2 ATPase activity. Finally, carboxyeosin is also a well-known, specific PMCA (plasma membrane calcium pump) inhibitor.

Technical Data
SKU M1300
CAS Number 132201-84-4
Unit Size 100mg
Alternative Names 2',4',5',7'-tetrabromo-5(6)-carboxyfluorescein, CE
Absorption 519nm
Emission Wavelength 542
Detection Method Fluorescence
Molecular Formula C₂₁H₈Br₄O₇
Molecular Weight 691.9
Soluble In DMF, DMSO, water > pH 6
Storage Conditions 2-8C, Desiccated, Protect From Light

References and Citations

Citations:

  • Ewart MA, Kennedy S, Macmillan D, Raja AL, Watt IM, Currie S. (2014) "Altered vascular smooth muscle function in the ApoE knockout mouse during the progression of atherosclerosis." Atherosclerosis. 234(1):154-61.
  • Johnson GA, Ellis EA, Kim H, Muthukrishnan N, Snavely T, Pellois JP. (2014) "Photoinduced membrane damage of E. coli and S. aureus by the photosensitizer-antimicrobial peptide conjugate eosin-(KLAKLAK)2." PLoS One. 9(3):e91220.
  • Meerovich I, Muthukrishnan N, Johnson GA, Erazo-Oliveras A, Pellois JP. (2014) "Photodamage of lipid bilayers by irradiation of a fluorescently labeled cell-penetrating peptide." Biochim Biophys Acta. 1840(1):507-15.
  • Johnson GA, Muthukrishnan N, Pellois JP. (2013) "Photoinactivation of Gram positive and Gram negative bacteria with the antimicrobial peptide (KLAKLAK)(2) conjugated to the hydrophilic photosensitizer eosin Y." Bioconjug Chem. 24(1):114-23.
  • Desai-Shah M, Papoy AR, Ward M, and Cooper RL. (2010) "Roles of the sarcoplasmic/endoplasmic reticulum Ca2+-ATPase, plasma membrane Ca2+-ATPase and Na+/Ca2+ exchanger in regulation of heart rate in larval Drosophila." Open Physio J 3: 16-36.
  • Desai-Shah M, Cooper RL. (2010) "Actions of NCX, PMCA and SERCA on Short-Term Facilitation and Maintenance of Transmission in Nerve Terminals" The Open Physiology Journal, v. 3, p. 37-50.
  • Desai-Shah M, Cooper RL. (2009) "Different mechanisms of Ca2+ regulation that influence synaptic transmission: comparison between crayfish and Drosophila neuromuscular junctions." Synapse. 63(12):1100-21.
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References:

  • Kurnellas MP, Nicot A, Shull GE, Elkabes S. (2005) "Plasma membrane calcium ATPase deficiency causes neuronal pathology in the spinal cord: a potential mechanism for neurodegeneration in multiple sclerosis and spinal cord injury" FASEB J 19:298-300.
  • Sedova M, Blatter LA. (1999) "Dynamic regulation of [Ca2+] by plasma membrane Ca2+-ATPase and Na+/Ca2+ exchange during capacitative Ca2+ entry in bovine vascular endothelial cells." Cell Calcium 25: 333-343.
  • Shmigol A, Eisner DA, Wray S. (1998) "Carboxyeosin decreases the rate of decay of the [Ca2+]i transient in uterine smooth muscle cells isolated from pregnant rats." Pflugers Arch 437: 158-60.
  • Fierro L, DiPolo R, Llano I. (1998) "Intracellular calcium clearance in Purkinje cell somata from rat cerebellar slices." J Physiol 510: 499-512.
  • Deerinck TJ, Martone ME, Lev-Ram V, Green DP, Tsien RY, Spector DL, Huang S, Ellisman MH. (1994) "Fluorescence photooxidation with eosin: a method for high resolution immunolocalization and in situ hybridization detection for light and electron microscopy." J Cell Biol 126: 901-910.
  • Deerinck TJ, Martone ME, Lev-Ram V, Green DP, Tsien RY, Spector DL, Huang S, Ellisman MH. (1994) "Fluorescence photooxidation with eosin: a method for high resolution immunolocalization and in situ hybridization detection for light and electron microscopy." J Cell Biol 126: 901-910.
  • Gatto C, Milanick MA. (1993) "Inhibition of the red blood cell calcium pump by eosin and other fluorescein analogues" Am J Physiol 264: C1577-C1586.
  • Neckers DC, Valdes-Aguilera OM. "Photochemistry of the xanthene dyes." (1993) Adv Photochem 18: 315.
  • Esmann M. (1991) "Conformational transitions of detergent-solubilized sodium-potassium-ATPase are conveniently monitored by the fluorescent probe 6-carboxy-eosin." Biochem Biophys Res Commun 174(1): 63-9.
  • Gandin E, Lion Y, Van de Vorst A. (1983) "Quantum yield of singlet oxygen production by xanthene derivatives." Photochem Photobiol 37: 271.
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