C3411
2′,7′-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein
≥90% (HPLC), Fluorescent indicator, powder
Synonym(s):
BCECF
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About This Item
Empirical Formula (Hill Notation):
C27H20O11
CAS Number:
Molecular Weight:
520.44
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
8375770
Product Name
2′,7′-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein, ≥90% (HPLC)
Quality Level
assay
≥90% (HPLC)
form
powder
storage temp.
−20°C
SMILES string
OC(=O)CCc1cc2c(OC3=CC(=O)C(CCC(O)=O)=CC3=C2c4cc(ccc4C(O)=O)C(O)=O)cc1O
InChI
1S/C27H20O11/c28-19-10-21-17(7-12(19)2-5-23(30)31)25(16-9-14(26(34)35)1-4-15(16)27(36)37)18-8-13(3-6-24(32)33)20(29)11-22(18)38-21/h1,4,7-11,28H,2-3,5-6H2,(H,30,31)(H,32,33)(H,34,35)(H,36,37)
InChI key
DKROGDOAOXDINY-UHFFFAOYSA-N
Application
2′,7′-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein has been used in a fluorescence-based screening assay, to determine the pH.
Biochem/physiol Actions
2′,7′-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein (BCECF) is useful to study multidrug resistance-associated protein (MRP) transporter action within the cell. BCECF is known to interfere with drug efflux interactions.
Fluorescent indicator for measurement of cytoplasmic pH in lymphocytes.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Alexander A Tokmakov et al.
Biochemical and biophysical research communications, 517(1), 140-145 (2019-07-20)
Mitogen-activated protein kinases (MAPKs) are involved in the regulation of various cellular processes, including cell survival and apoptosis. Here, we report that Xenopus p42 MAPK becomes phosphorylated in apoptotic eggs, however this modification does not activate the enzyme. Using phosphorylation
Adelaide S M Dennis et al.
Scientific reports, 8(1), 8795-8795 (2018-06-13)
Four hundred structurally diverse drug-like compounds comprising the Medicines for Malaria Venture's 'Pathogen Box' were screened for their effect on a range of physiological parameters in asexual blood-stage malaria (Plasmodium falciparum) parasites. Eleven of these compounds were found to perturb
High-throughput workflow for monitoring and mining bioprocess data: Application to infer E. coli physiological response to perturbations.
Heux S, et al.
Applied and Environmental Microbiology, AEM-05838 (2011)