5-FAM N-succinimidyl ester

SKU: C0015

Category: Fluorescent Detection

Synonyms: 5-Carboxyfluorescein NHS ester , 5-CFSE , 5-FAM, SE; 92557-80-7
CAS-Number: C₂₅H₁₅NO₉
Molecular Formula: 473.39
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Identity: 1H-NMR
Appearance: Yellow to orange powder

Properties

Fluorescence: λex 492 nm, λem 520 nm in 0.1 M Tris pH 8.0
Density: 1.74 g/cm3
Refractive Index: n20/D 1.79 (Predicted)
Boiling Point: 778.67 °C at 760 mmHg (Predicted)
Melting Point: >300 °C (dec.)
Solvents: DMSO, methanol or dimethylformamide

Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: -20°C
Short Term Storage: +4°C
Shipping: AMBIENT

Transportation: Not dangerous goods

Description: 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).
InChi Key: TWOKNYRPKCLMAR-UHFFFAOYSA-N
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)
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)
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

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).

SKU: C0015 Category: Fluorescent Detection

Additional information

Additional information

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