21877

5(6)-Carboxyfluorescein

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

• Synonym(s): 5(6)-FAM, 5,6-CF
• Empirical Formula (Hill Notation): C₂₁H₁₂O₇
• CAS Number: 72088-94-9
• Molecular Weight: 376.32
• NACRES: NA.32
• PubChem Substance ID: 329752213
• UNSPSC Code: 12171500
• EC Number: 276-331-1
• MDL number: MFCD00151081

Properties

• product line: BioReagent
• Quality Segment: 200
• assay: ≥95% (HPLC)
• form: powder
• mp: 275 °C (dec.) (lit.)
• fluorescence: λ_ex 492 nm; λ_em 517 nm in 0.1 M Tris pH 8.0
• suitability: suitable for fluorescence
• SMILES string: OC(=O)c1ccc2c(c1)C(=O)OC23c4ccc(O)cc4Oc5cc(O)ccc35.OC(=O)c6ccc7C(=O)OC8(c9ccc(O)cc9Oc%10cc(O)ccc8%10)c7c6
• InChI: 1S/2C21H12O7/c22-11-2-5-15-17(8-11)27-18-9-12(23)3-6-16(18)21(15)14-4-1-10(19(24)25)7-13(14)20(26)28-21;22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)21(14)16-7-10(19(24)25)1-4-13(16)20(26)28-21/h2*1-9,22-23H,(H,24,25)
• InChI key: BPVHBBXCESDRKW-UHFFFAOYSA-N

Description

General description

5(6)-Carboxyfluorescein, also known as 5(6)-FAM, is a fluorescent tracer and available as a mixture of 5-Carboxyfluorescein and 6-Carboxyfluorescein isomers. The fluorescence of 5(6)-Carboxyfluorescein is determined by the xanthene moiety. 5(6)-Carboxyfluorescein has two characteristic properties:

• It has 2 wavelengths for maximum absorbance (465 and 490nm).
• And its fluorescence emission, at 515nm(max.), increases as a function of pH in the physiological range of 6-7.4.

Application

5(6)-Carboxyfluorescein is used to characterize tumor cells and normal cells in vivo. It labels proteins derived through N-hydroxysuccinimide (NHS) ester-mediated derivatization. 5(6)-Carboxyfluorescein is suitable for detecting cell viability while developing an in vitro anthelmintic drug assay.

Other Notes

A probe of intracellular pH

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)