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21882

Sigma-Aldrich

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

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

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About This Item

Formula empirica (notazione di Hill):
C21H10Cl2O7
Numero CAS:
111843-78-8
Peso molecolare:
445.21
Numero MDL:
MFCD00037452
Codice UNSPSC:
12352108
ID PubChem:
57647948
NACRES:
NA.32

Nome Commerciale

BioReagent

Livello qualitativo

100

Saggio

≥95% (TLC)

Forma fisica

solid

pKa 

5.1

Punto di fusione

≥250 °C (lit.)

Solubilità

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

Fluorescenza

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

Compatibilità

suitable for fluorescence

Stringa SMILE

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)
WHFHRELKGQJJBQ-UHFFFAOYSA-N

Applicazioni

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

Altre note

Fluorescent intracellular pH indicator in the pH 4-5 range

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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B Laupeze et al.
International journal of oncology, 15(3), 571-576 (1999-07-31)
Multidrug resistance-associated protein (MRP) and P-glycoprotein are drug efflux pumps conferring multidrug resistance to tumor cells and sharing numerous substrates. In order to determine a flow cytometric assay allowing to analyse MRP activity in cancerous cells in a sensitive and
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
Sanna Siissalo et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 71(2), 332-338 (2008-09-09)
The aim of this work was to develop a screening method for MRP2 efflux substrates using the well-characterized, human-based intestinal Caco-2 cell model as a platform. MRP2 has a significant role in drug absorption and disposition and is known to
Susan Pratt et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 27(5), 524-532 (2005-12-13)
Multidrug resistance protein-5 (MRP5, ABCC5) is a member of the ATP-binding cassette transporter superfamily that effluxes a broad range of natural and xenobiotic compounds such as cyclic GMP, antiviral compounds, and cancer chemotherapeutic agents including nucleoside-based drugs, antifolate agents and
Phyllanthin and hypophyllanthin inhibit function of P-gp but not MRP2 in Caco-2 cells.
Sukhaphirom N, Vardhanabhuti N, et al.
J. Pharm. Pharm. Sci., 65, 292-299 (2013)
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