Available from stock
Category: Fluorescent Detection
Popular green fluorescent cell-permeable dye. Covalently couples via its succinimidyl group to intracellular molecules. The amine-reactive succinimidyl ester of 5-FAM acid is a common fluorescent derivatization reagent for covalently labeling peptides, proteins and nucleotides. Due to this covalent coupling reaction it can be retained within cells for extremely long periods and due to this stable linkage, once incorporated within cells the dye is not transferred to adjacent cells. Yields carboxyamides which are more resistant to hydrolysis than fluorescein conjugates prepared with FITC. Better retained in cells than fluorescein. Used in fluorescent small molecule preparations. Spectral data: ?ex 494 nm| ?em 520 nm (Buffer pH 9.0).
| Synonyms | 5-Carboxyfluorescein NHS ester, 5-CFSE, 5-FAM, SE |
|---|---|
| Purity | ≥98% (HPLC) |
| Appearance | Yellow to orange powder |
| CAS-Number | 92557-80-7 |
| Molecular Formula | C25H15NO9 |
| Molecular Weight | 473.39 |
| Identity | 1H-NMR |
| Solvents | DMSO, methanol or dimethylformamide |
| Melting Point | >300 °C (dec.) |
| Boiling Point | 778.67 °C at 760 mmHg (Predicted) |
| Refractive Index | n20/D 1.79 (Predicted) |
| Density | 1.74 g/cm3 |
| Fluorescence | λex 492 nm, λem 520 nm in 0.1 M Tris pH 8.0 |
| Smiles | O=C(ON1C(CCC1=O)=O)C(C=C2)=CC(C(O)=O)=C2C(C3=CC=C(O)C=C3O4)=C5C4=CC(C=C5)=O |
| InChi Key | TWOKNYRPKCLMAR-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Transportation | Not dangerous goods |
| References | (1) P. Breeuwer, et al.: Appl. Environ. Microbiol. 62, 178 (1996), (2) M. Adamczyk, et al.: Bioconjugate Chem. 8, 253 (1997), (3) S. K. Lau, et al.: J. Chromatogr. A. 809, 203 (1998), (4) D.A. Fulcher & S.W. J. Wong, Immunol. Cell Biol. 77, 559 (1999), (5) S. Nampalli, et al.: Bioconjugate Chem. 13, 468 (2002), (6) L. Milroy, et al.: JACS 134, 8480 (2012) |
| InChi | InChI=1S/C25H15NO9/c27-13-2-5-16-19(10-13)34-20-11-14(28)3-6-17(20)23(16)15-4-1-12(9-18(15)24(31)32)25(33)35-26-21(29)7-8-22(26)30/h1-6,9-11,27H,7-8H2,(H,31,32) |
| Quantity | 10 mg, 25 mg, 100 mg, Bulk |
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