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Merck
CN

21882

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

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

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关于此项目

经验公式(希尔记法):
C21H10Cl2O7
化学文摘社编号:
分子量:
445.21
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
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产品名称

5(6)-Carboxy-2′,7′-dichlorofluorescein, BioReagent, suitable for fluorescence, ≥95% (TLC)

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)

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 key

WHFHRELKGQJJBQ-UHFFFAOYSA-N

product line

BioReagent

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

Quality Level

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
Ekkehard Stehfest et al.
Archives of toxicology, 80(3), 125-133 (2005-12-24)
Defense against toxic endo- and xenobiotics is a major concern of all living species and ABC transporters play a vital role in this defense system. Multidrug resistance associated proteins 1 (MRP1) is a cellular detoxifying factor supposed to transport a
B Laupèze et al.
Life sciences, 68(11), 1323-1331 (2001-03-10)
Multidrug resistance proteins (MRPs) such as MRP1, MRP2 and MRP3 are membrane efflux pumps involved in multidrug resistance and handling organic anions. In the present study, MRP activity was investigated in normal mature leucocytes and CD34-positive hematopoietic cells from peripheral

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