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Key Documents

C0537

Sigma-Aldrich

5-Carboxyfluorescein

≥99% purity (HPLC), powder

Synonym(s):

5-FAM

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About This Item

Empirical Formula (Hill Notation):
C21H12O7
CAS Number:
Molecular Weight:
376.32
Beilstein/REAXYS Number:
57037
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

5-Carboxyfluorescein, ≥99% (HPLC)

Quality Level

assay

≥99% (HPLC)

form

powder

solubility

0.1 M NaOH: 9.80-10.20 mg/mL, clear to slightly hazy

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

OC(=O)c1ccc2c(c1)C(=O)OC23c4ccc(O)cc4Oc5cc(O)ccc35

InChI

1S/C21H12O7/c22-11-2-5-15-17(8-11)27-18-9-12(23)3-6-16(18)21(15)14-4-1-10(19(24)25)7-13(14)20(26)28-21/h1-9,22-23H,(H,24,25)

InChI key

NJYVEMPWNAYQQN-UHFFFAOYSA-N

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Application

5-Carboxyfluorescein has been used as an internal marker in capillary isotachophoresis to quantify the charge-based low density lipoprotein subfractions.

Biochem/physiol Actions

5-Carboxyfluorescein is used for the staining of cells to differentiate between live and dead cells. It helps in monitoring the integrity and intactness of the cell membrane. It is also used for the measurement of intracellular pH. 5-Carboxyfluorescein diacetate is a non-fluorescent molecule which is cleaved by intracellular esterases, thereby giving a green fluorescent product 5-carboxyfluorescein. In viable cells, the fluorescent molecule is impermeable to the cellular membrane.

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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Relation between insulin resistance and fast-migrating LDL subfraction as characterized by capillary isotachophoresis.
Zhang B, et al.
Journal of Lipid Research, 46, 2265-2265 (2005)
M Goetz et al.
Endoscopy, 39(4), 350-356 (2007-04-12)
Although various improvements in tissue imaging modalities have recently been achieved, in-vivo molecular and subsurface imaging in the field of gastroenterology remains a technical challenge. In this study we evaluated a newly developed, handheld, miniaturized confocal laser microscopy probe for
Christian Dittrich et al.
Macromolecular bioscience, 10(12), 1406-1415 (2010-12-18)
CD3ac, an uncharged and strongly hydrophobic 10 amino acid peptide (Ac-LK(Ac)-LK(Ac)-LK(Ac)-LW-DL-LW-DL-LW-DL-LW-NH2) was synthesized and purified. The peptide readily dissolves in ethanol and--upon solvent exchange to water--assembles into solid spherical particles with diameters of around 500 nm and low size-polydispersity. CD3ac
Sabina Gerber et al.
The Journal of biological chemistry, 288(13), 8849-8861 (2013-02-06)
N-Linked glycosylation is an essential post-translational protein modification in the eukaryotic cell. The initial transfer of an oligosaccharide from a lipid carrier onto asparagine residues within a consensus sequon is catalyzed by oligosaccharyltransferase (OST). The first X-ray structure of a
Kotyk A and Slavik J
Intracellular pH and its Measurement (1989)

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