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Merck

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:
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Product Name

2′,7′-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein tetrakis(acetoxymethyl) ester, BioReagent, suitable for fluorescence

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

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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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J S Leeder et al.
Analytical biochemistry, 177(2), 364-372 (1989-03-01)
Studies of drug toxicity, toxicologic structure-function relationships, screening of idiosyncratic drug reactions, and a variety of cytotoxic events and cellular functions in immunology and cell biology require the sensitive and rapid processing of often large numbers of cell samples. This
J T Seo et al.
Pflugers Archiv : European journal of physiology, 426(1-2), 75-82 (1994-01-01)
Intracellular pH (pHi) has been measured in intact, perfused rat mandibular salivary glands loaded with the fluorescent pH indicator BCECF [2',7'-bis(2-carboxyethyl)-5(6)- carboxyfluorescein]. Glands mounted in the cuvette of a conventional bench-top spectro-fluorometer were perfused for 5 min with the acetoxymethyl
A M Paradiso et al.
Proceedings of the National Academy of Sciences of the United States of America, 81(23), 7436-7440 (1984-12-01)
We have used the pH-sensitive, fluorescent, cytoplasmic-trapped dye 2',7'-bis(carboxyethyl)-5(6)-carboxyfluorescein (BCECF) to identify Na+-H+ exchange in gastric glands isolated from rabbit stomachs by high-pressure perfusion and collagenase digestion. The fluorescence of BCECF-loaded glands was calibrated in terms of cytosolic pH (pHc)
G R Martin et al.
Cancer research, 54(21), 5670-5674 (1994-11-01)
The tumor interstitial pH and its modification play a significant role in cancer treatment. Current in vivo pH measurement techniques are invasive and/or provide poor spatial resolution. Therefore, there are no data on perivascular interstitial pH gradients in normal or
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

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