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C3411

Sigma-Aldrich

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

≥90% (HPLC)

Synonym(s):

BCECF

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About This Item

Empirical Formula (Hill Notation):
C27H20O11
CAS Number:
85138-49-4
Molecular Weight:
520.44
Beilstein:
8375770
MDL number:
MFCD00036970
UNSPSC Code:
12352200
PubChem Substance ID:
24892612
NACRES:
NA.32

Quality Level

100

Assay

≥90% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

OC(=O)CCc1cc2c(OC3=CC(=O)C(CCC(O)=O)=CC3=C2c4cc(ccc4C(O)=O)C(O)=O)cc1O

InChI

1S/C27H20O11/c28-19-10-21-17(7-12(19)2-5-23(30)31)25(16-9-14(26(34)35)1-4-15(16)27(36)37)18-8-13(3-6-24(32)33)20(29)11-22(18)38-21/h1,4,7-11,28H,2-3,5-6H2,(H,30,31)(H,32,33)(H,34,35)(H,36,37)

InChI key

DKROGDOAOXDINY-UHFFFAOYSA-N

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Application

2′,7′-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein has been used in a fluorescence-based screening assay, to determine the pH.

Biochem/physiol Actions

2′,7′-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein (BCECF) is useful to study multidrug resistance-associated protein (MRP) transporter action within the cell. BCECF is known to interfere with drug efflux interactions.
Fluorescent indicator for measurement of cytoplasmic pH in lymphocytes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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High-throughput workflow for monitoring and mining bioprocess data: Application to infer E. coli physiological response to perturbations.
Heux S, et al.
Applied and Environmental Microbiology, AEM-05838 (2011)
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Cardiovascular research, 115(1), 230-242 (2018-08-15)
Long non-coding RNAs (lncRNAs) have been shown to regulate numerous processes in the human genome, but the function of these transcripts in vascular aging is largely unknown. We aim to characterize the expression of lncRNAs in endothelial aging and analyse
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Oncology reports, 37(1), 399-407 (2016-11-15)
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