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Sigma-Aldrich

5(6)-Carboxy-2′,7′-dichlorofluorescein

BioReagent, suitable for fluorescence, ≥95% (TLC)

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About This Item

Fórmula empírica (notación de Hill):
C21H10Cl2O7
Número de CAS:
111843-78-8
Peso molecular:
445.21
MDL number:
MFCD00037452
UNSPSC Code:
12352108
PubChem Substance ID:
57647948
NACRES:
NA.32

product line

BioReagent

Quality Level

100

assay

≥95% (TLC)

form

solid

pKa 

5.1

mp

≥250 °C (lit.)

solubility

DMF: soluble
DMSO: soluble
H2O: soluble (pH ≥ 5)

fluorescence

λex 504 nm; λem 529 nm in 0.1 M Tris pH 8.0

suitability

suitable for fluorescence

SMILES string

OC(=O)c1ccc(c(c1)C(O)=O)C2=C3C=C(Cl)C(=O)C=C3Oc4cc(O)c(Cl)cc24.OC(=O)c5ccc(C(O)=O)c(c5)C6=C7C=C(Cl)C(=O)C=C7Oc8cc(O)c(Cl)cc68

InChI

1S/2C21H10Cl2O7/c22-13-4-11-17(6-15(13)24)30-18-7-16(25)14(23)5-12(18)19(11)10-3-8(20(26)27)1-2-9(10)21(28)29;22-13-4-11-17(6-15(13)24)30-18-7-16(25)14(23)5-12(18)19(11)9-2-1-8(20(26)27)3-10(9)21(28)29/h2*1-7,24H,(H,26,27)(H,28,29)

InChI key

WHFHRELKGQJJBQ-UHFFFAOYSA-N

Application

5(6)-Carboxy-2′,7′-dichlorofluorescein may be used as a specific substrate/probe to study the identity, activity and specificity of multidrug resistance protein 2 (MRP2) molecules.
suitable as pH-indicator

Other Notes

Fluorescent intracellular pH indicator in the pH 4-5 range

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Amélie Moreau et al.
Fundamental & clinical pharmacology, 25(6), 743-752 (2011-01-08)
Macrophages represent major cellular targets of various drugs, especially antibiotics and anti-viral drugs. Factors that may govern intracellular accumulation of drugs in these cells, especially those related to activity of drug transporters, are consequently likely important to consider. The present
Kati-Sisko Vellonen et al.
Journal of pharmaceutical sciences, 99(2), 1087-1098 (2009-07-23)
ATP-binding cassette (ABC) transporters are able to efflux their substrate drugs from the cells. We compared expression of efflux proteins in normal human corneal epithelial tissue, primary human corneal epithelial cells (HCEpiC), and corneal epithelial cell culture model (HCE model)
Christian Lechner et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 75(2), 284-290 (2010-03-24)
To establish a fluorescence-based assay for drug interactions with the ABC-export-protein MRP2 (ABCC2). Apical membrane vesicles were isolated by differential centrifugation from polarized MDCKII cells and MDCKII cells transfected with human MRP2. Vesicle fractions were characterized by electron microscopy, determination
Jannik Vindeløv et al.
Yeast (Chichester, England), 19(5), 429-439 (2002-03-29)
The effect of hyperosmotic shock on cell volume, vacuole volume, and intracellular pH (pH(i)) of individual cells of Saccharomyces cerevisiae and Zygosaccharomyces mellis was investigated. After transfer from a high water activity (a(w)) medium to low a(w) media, the growth
L Payen et al.
Biochemical pharmacology, 60(12), 1967-1975 (2000-12-08)
Organic anion secretion by human hepatocytes was characterized using primary liver parenchymal cell cultures and the anionic fluorescent dye carboxy-2',7'-dichlorofluorescein (CF). Probenecid, a well-known common blocker of the membrane transport process for anions, was shown to increase CF accumulation in
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