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Merck
CN

14562

2′,7′-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein tetrakis(acetoxymethyl) ester

BioReagent, suitable for fluorescence

Synonym(s):

BCECF-AM

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About This Item

Empirical Formula (Hill Notation):
C39H36O19
Molecular Weight:
808.69
UNSPSC Code:
12352108
NACRES:
NA.32
MDL number:
MFCD01862636

Key Documents

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product line

BioReagent

form

solid

solubility

DMF: soluble, DMSO: soluble, acetonitrile: soluble

fluorescence

λex 482 nm; λem 528 nm in 0.1 M Tris pH 8.0 (esterase)

suitability

suitable for fluorescence

storage temp.

2-8°C

Quality Level

100

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Application

An uncharged, nonfluorescent molecule that is useful for noninvasive bulk loading of cell suspension because it is capable of permeating the cell membrane. Cellular nonspecific esterases cleave its lipophilic blocking groups, resulting in a charged, fluorescent form of the molecule. Compared to the parent compound, this charged derivative leaks out of the cell at a much slower rate. Utilized for pH measurements in perfused tissues, intercellular spaces, mammalian cells, plant cells, bacteria, and yeast. Also, employed to investigate in assays for cellular functional properties such as adhesion, multi-drug resistance, viability and cytotoxicity, apoptosis and chemotaxis.
Cell-permeable ester of BCECF that, on hydrolysis by cytosolic esterases, yields the intracellularly trapped pH-indicator BCECF. Allows simultaneous recording of cell volume changes and intracellular pH in single osteosarcoma cells.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM8644
BCCL5905
BCCJ6520
BCCG5328
BCCC3061

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H W van Veen et al.
The Journal of biological chemistry, 269(47), 29509-29514 (1994-11-25)
The strictly aerobic, polyphosphate-accumulating Acinetobacter johnsonii strain 210A degrades its polyphosphate when oxidative phosphorylation is impaired. The endproducts of this degradation, divalent metal ions and inorganic phosphate, are excreted as a neutral metal-phosphate (MeHPO4) chelate via the electrogenic MeHPO4/H+ symport
M T Alonso et al.
The Biochemical journal, 272(2), 435-443 (1990-12-01)
The effects of arachidonic acid and thrombin on calcium movements have been studied in fura-2-loaded platelets by a procedure which allows simultaneous monitoring of the uptake of manganese, a calcium surrogate for Ca2+ channels, and the release of Ca2+ from
R S Haworth et al.
Biochimica et biophysica acta, 1098(1), 79-89 (1991-12-13)
We have tested the efficacy of fluorescent probes for the measurement of intracellular pH in Saccharomyces cerevisiae. Of the compounds tested (fluorescein, carboxyseminaphthorhodafluor-1 (C.SNARF-1) and 2',7'bis(carboxyethyl)-5(6')-carboxyfluorescein), C.SNARF-1 was found to be the most useful indicator of internal pH. Fluorescence microscopy
P J Harris et al.
The American journal of physiology, 266(1 Pt 1), C73-C80 (1994-01-01)
The lateral intercellular spaces (LIS) of reabsorptive epithelia are the site of the proposed local osmotic gradient responsible for transepithelial transport. We developed techniques for loading the LIS of living cultured renal cells (MDCK and LLC-PK1) with the fluorescent dye
J R Sellers et al.
Journal of immunological methods, 172(2), 255-264 (1994-06-24)
A cytotoxicity assay has been developed based on the measurement of the proliferative activity of surviving cells as quantified by a cell-incorporated fluorescent dye, 2',7'-bis-(2-carboxyethyl)-5(6)-carboxyfluorescein (BCECF). The BCECF proliferative assay is fast (the results are obtained within 3-4 days depending
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