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Key Documents

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14562

Sigma-Aldrich

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

BioReagent, for fluorescence

Sinónimos:

BCECF-AM

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About This Item

Fórmula empírica (notación de Hill):
C39H36O19
Peso molecular:
808.69
MDL number:
MFCD01862636
UNSPSC Code:
12352108
NACRES:
NA.32

grade

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)

storage temp.

2-8°C

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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
S Goelz et al.
The Journal of biological chemistry, 269(2), 1033-1040 (1994-01-14)
The mammalian cDNA encoding alpha (1,3)-fucosyltransferase (alpha (1,3)Fuc-T) termed ELAM-1 ligand fucosyltransferase (ELFT) or Fuc-TIV was previously cloned by three groups who reported different results from transfection studies Goelz et al. (Goelz, S. E., Hession, C., Goff, D., Griffiths, B.
L Homolya et al.
The Journal of biological chemistry, 268(29), 21493-21496 (1993-10-15)
In this report we show that NIH-3T3 mouse fibroblasts stably expressing the human multidrug transporter (MDR1 or P-glycoprotein), in contrast to the control NIH-3T3 cells, actively extrude the hydrophobic acetoxymethyl ester (AM) derivatives used for cellular loading of various fluorescent
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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