BCECF AM
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Synomyms: BCECF AM, Bcecf-AM, 2',7'-Ccae Bis(carboxyethyl)carboxyfluorescein acetoxymethyl ester, 2',7'-Bis-(2-carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester, Spiro(isobenzofuran-1(3H)-6'-(2H,6H)pyrano(3,2-b)xanthene)-8'-propanoic acid, 9'-(acetyloxy)-ar-(((acetyloxy)methoxy)carbonyl)-3',4'-dihydro-2',3-dioxo-(acetyloxy)methyl ester
IUPAC Name:
3',6'-bis(Acetyloxy)-5(or 6)-[[(acetyloxy)methoxy]carbonyl]-3
-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7
'-dipropanoic acid 2',7'-bis[(acetyloxy)methyl] ester
BCECF AM is a well known fluorescent probe that enables ratiometric monitoring of cellular pH. Intracellular pH plays an important role in modulating cellular events, including growth, calcium regulation, enzymatic activity, receptor-mediated signal transduction, ion transport, endocytosis, chemotaxis, adhesion and other cellular processes. Once inside, cellular esterases cleave the AM groups yielding a more hydrophilic BCECF trapped inside the cell. Wavelength Maxima: Excitation 505nm, Emission 520nm. Functional Activity:
Technical Data:
M.Wt: 808.7
Formula: C42H40O21
Solubility: Soluble in DMSO
Purity: >97%
Storage: Dessicate at -20°C
CAS No.: 117464-70-7
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References for BCECF AM:
1. Bachmeier, C. J., Trickler, W. J., and Miller, D. W. Drug efflux transport properties of 2',7'-bis(2-carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester (BCECF-AM) and its fluorescent free acid, BCECF. J Pharm Sci, 93: 932-942, 2004.
2. Ozkan, P. and Mutharasan, R. A rapid method for measuring intracellular pH using BCECF-AM. Biochim Biophys Acta, 1572: 143-148, 2002.
3. Olson, D. P., Taylor, B. J., and Ivy, S. P. Detection of MRP functional activity: calcein AM but not BCECF AM as a Multidrug Resistance-related Protein (MRP1) substrate. Cytometry, 46: 105-113, 2001.
4. Franck, P., Petitipain, N., Cherlet, M., Dardennes, M., Maachi, F., Schutz, B., Poisson, L., and Nabet, P. Measurement of intracellular pH in cultured cells by flow cytometry with BCECF-AM. J Biotechnol, 46: 187-195, 1996.
5. Obexer, W., Schmid, C., and Brun, R. A novel in vitro screening assay for trypanocidal activity using the fluorescent dye BCECF-AM. Trop Med Parasitol, 46: 45-48, 1995.
