Molecular Weight: 691.9
Storage: C, D, L
[C=Cold D=Desiccated F=Frozen L=Light Sensitive RT=Room Temperature]
Soluble: DMF, DMSO, water > pH 6
Absorption: (in nm) 519
Emission: (in nm) 542
Molecular Formula: C21H8Br4O7
CAS Number: [132201-84-4]
Alternative Name: 2',4',6',7'-tetrabromo-5(6)-carboxyfluorescein, CE
Unit Price (USD):
100 mg $64.05
Bulk Price/unit (when you buy 5 or more): $51.24
Description:
Brominated analog of carboxyfluorescein that is a useful photosensitizer and singlet oxygen generator.
Application:
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.
References:
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. 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.
Fierro L, DiPolo R, Llano I. (1998) "Intracellular calcium clearance in Purkinje cell somata from rat cerebellar slices." J Physiol 510: 499-512.
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.
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.
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.
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.
Neckers DC, Valdes-Aguilera OM. "Photochemistry of the xanthene dyes." (1993) Adv Photochem 18: 315.
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.
Gandin E, Lion Y, Van de Vorst A. (1983) "Quantum yield of singlet oxygen production by xanthene derivatives." Photochem Photobiol 37: 271.
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.
Keywords:
Carboxyeosin, tetrabromo carboxyfluorescein, tetrabromo, carboxyfluorescein, CE, Marker Gene
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