2',7'-bis(2-Carboxyethyl)-5(6)-carboxyfluorescein (CAS 85138-49-4)

Synonym:	BCECF
Application:	Fluorescent cytoplasmic pH indicator
CAS Number:	85138-49-4
Molecular Weight:	520.5
Molecular Formula:	C₂₇H₂₀O₁₁

Description

2',7'-bis(2-Carboxyethyl)-5(6)-carboxyfluorescein (BCECF) is a widely used fluorescent indicator for the measurement of cytoplasmic pH in cells. BCECF has been used to: observe regulation of basal acid secretion by glycogen synthase kinase 3, identify enzymatic activity, determine transport activity in human erythrocytes, observe Na₊/H₊ exchange activity and regulation of gastric acid release.

Technical Information

Appearance:	Powder
Physical State:	Solid
Solubility:	Soluble in water (slightly), DMSO, DMF, and methanol.
Storage:	Store at -20° C
Boiling Point:	936.23 °C at 760 mmHg (Predicted)
Refractive Index:	n²⁰_D 1.74 (Predicted)
Fluoresence:	λex 503 ± 3 nm, λem 527 ± 4 nm in Buffer pH 9; λex 482 nm, λem 520 nm in 0.1 M Tris pH 7.0

Safety and Reference Information

WGK Germany:	3
PubChem CID:	4241719
MDL Number:	MFCD00036970
Beilstein Registry:	8375770
SMILES:	OC(=O)CCC1=CC2=C(C3=C(OC2=CC1=O)C=C(O)C(CCC(O)=O)=C3)C1=C(C=CC(=C1)C(O)=O)C( O)=O

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

References

1. Rink, T.J., et al. 1982. J. Cell Biol. 95: 189-196. PMID: 6815204
2. Rotte, A., et al. 2010. Biochem. Biophys. Res. Commun. 398: 677-682. PMID: 20609358
3. Rotte, A., et al. 2010. Cell. Physiol. Biochem. 25: 695-704. PMID: 20511715
4. Wesołowska, O., et al. 2010. Eur. J. Pharmacol. 644: 32-40. PMID: 20633549
5. Rotte, A., et al. 2010. J Gastroenterol. 45: 1022-1032. PMID: 20552232
6. Foladori, P., et al. 2010. Water Res. 44: 3807-3818. PMID: 20537673

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