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    5-FAM N-succinimidyl ester

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      5-FAM N-succinimidyl ester

      SKU
      C0015

      Categories: Fluorescent Detection, 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

      Downloads

      Safety Data Sheet
      CDX C0015 MSDS.pdf
      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 Categories: Fluorescent Detection, 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

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