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    Fura-2

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      Fura-2, pentapotassium salt

      SKU
      F0013

      Categories: Fluorescent Detection, Fluorescent Detection

      Synonyms
      Fura-2 . 5K
      113694-64-7
      CAS-Number
      C29H22N3O14 . 5K
      Molecular Formula
      831.99
      Molecular Weight

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

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥90% (HPLC)
      Appearance
      Off-white to light yellow solid
      Identity
      1H-NMR

      Properties

      Solvents
      water, DMSO
      Fluorescence
      λex 355 nm, la.em 495 nm in 0.1 M Tris pH 8.0, Ca2+
      Shipping
      AMBIENT
      Short Term Storage
      -20°C
      Long Term Storage
      -20°C
      Handling Advice
      Very light-sensitive. Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Transportation
      Not dangerous goods
      Description
      Fura-2 pentapotassium salt is a widely used UV-excitable fluorescent calcium indicator. It is a fluorophore chelating probe for Ca2+ used widely in biological systems to analyze intracellular calcium levels. It can be used to detect calcium in cells. A diagnostic shift in the excitation spectrum from 363nm to 335nm indicates FURA-2 chelation to Ca2+. Upon calcium binding, the fluorescent excitation maximum of the indicator undergoes a blue shift from 363 nm (Ca2+-free) to 335 nm (Ca2+-saturated), while the fluorescence emission maximum is relatively unchanged at ~510 nm. Analysis of Ca2+ flux in and out of cells with Fura-2 introduces a powerful spectrographic handle to investigate and elucidate correlated biological events such as neuronal ion channel activation. A major use of Fura-2 is in drug discovery, for measuring intracellular calcium mobilization after activation of G protein-coupled receptors (GPCRs) and calcium channels. It can also be used as a zinc indicator or measuring membrane potential. Fura-2 fluorescence can be detected using flow cytometry, fluorescence microscopy, or certain fluoresence microplate readers. Fura-2 potassium salt is a cell-impermeable fluorescent probe for detection Ca2+ in a ratiometric mode. However, it may be loaded into cells via microinjection or scrape loading. Spectral data: λex 363nm, λem 512nm in water.
      Smiles
      [O-]C(C1=CN=C(O1)C2=CC3=C(O2)C=C(N(CC([O-])=O)CC([O-])=O)C(OCCOC4=C(N(CC([O-])=O)CC([O-])=O)C=CC(C)=C4)=C3)=O.[K+].[K+].[K+].[K+].[K+]
      InChi Key
      HQKWBBCTCLUGSX-UHFFFAOYSA-I
      References
      (1) G. Grynkiewicz, et al., J. Biol. Chem. 260, 3440 (1985) , (2) D. Brethes, et al., PNAS 84, 1439 (1987) , (3) W.F. Goldman, et al., Cell Calcium. 11, 221 (1990) , (4) M.W. Roe, et al., Cell Calcium. 11, 63 (1990) , (5) S.K. Kong & C.Y. Lee, Biochem. Mol. Biol. Ed. 23, 97 (1995) , (6) C. Cheng & I.J. Reynolds, J. Neurochem. 71, 2401 (1998) , (7) B.M. Palmer & R.L. Moore, Am. J. Physiol. Cell Physiol. 2000, C1278 (2000) , (8) J.L. Martin, et al., Cell Calcium 40, 393 (2006)
      InChi
      InChI=1S/C29H27N3O14.5K/c1-15-2-3-17(31(11-24(33)34)12-25(35)36)20(6-15)43-4-5-44-21-7-16-8-22(28-30-10-23(46-28)29(41)42)45-19(16)9-18(21)32(13-26(37)38)14-27(39)40,,,,,/h2-3,6-10H,4-5,11-14H2,1H3,(H,33,34)(H,35,36)(H,37,38)(H,39,40)(H,41,42),,,,,/q,5*+1/p-5

      Fura-2 pentapotassium salt is a widely used UV-excitable fluorescent calcium indicator. It is a fluorophore chelating probe for Ca2+ used widely in biological systems to analyze intracellular calcium levels. It can be used to detect calcium in cells. A diagnostic shift in the excitation spectrum from 363nm to 335nm indicates FURA-2 chelation to Ca2+. Upon calcium binding, the fluorescent excitation maximum of the indicator undergoes a blue shift from 363 nm (Ca2+-free) to 335 nm (Ca2+-saturated), while the fluorescence emission maximum is relatively unchanged at ~510 nm. Analysis of Ca2+ flux in and out of cells with Fura-2 introduces a powerful spectrographic handle to investigate and elucidate correlated biological events such as neuronal ion channel activation. A major use of Fura-2 is in drug discovery, for measuring intracellular calcium mobilization after activation of G protein-coupled receptors (GPCRs) and calcium channels. It can also be used as a zinc indicator or measuring membrane potential. Fura-2 fluorescence can be detected using flow cytometry, fluorescence microscopy, or certain fluoresence microplate readers. Fura-2 potassium salt is a cell-impermeable fluorescent probe for detection Ca2+ in a ratiometric mode. However, it may be loaded into cells via microinjection or scrape loading. Spectral data: λex 363nm, λem 512nm in water.

      SKU: F0013 Categories: Fluorescent Detection, Fluorescent Detection
      • Additional information

      Additional information

      Synonyms

      Fura-2 . 5K

      Purity

      ≥90% (HPLC)

      Appearance

      Off-white to light yellow solid

      CAS-Number

      113694-64-7

      Molecular Formula

      C29H22N3O14 . 5K

      Molecular Weight

      831.99

      Identity

      1H-NMR

      Solvents

      water, DMSO

      Fluorescence

      λex 355 nm, la.em 495 nm in 0.1 M Tris pH 8.0, Ca2+

      Smiles

      [O-]C(C1=CN=C(O1)C2=CC3=C(O2)C=C(N(CC([O-])=O)CC([O-])=O)C(OCCOC4=C(N(CC([O-])=O)CC([O-])=O)C=CC(C)=C4)=C3)=O.[K+].[K+].[K+].[K+].[K+]

      InChi Key

      HQKWBBCTCLUGSX-UHFFFAOYSA-I

      Shipping

      AMBIENT

      Short Term Storage

      -20°C

      Long Term Storage

      -20°C

      Handling Advice

      Very light-sensitive. 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) G. Grynkiewicz, et al., J. Biol. Chem. 260, 3440 (1985), (2) D. Brethes, et al., PNAS 84, 1439 (1987), (3) W.F. Goldman, et al., Cell Calcium. 11, 221 (1990), (4) M.W. Roe, et al., Cell Calcium. 11, 63 (1990), (5) S.K. Kong & C.Y. Lee, Biochem. Mol. Biol. Ed. 23, 97 (1995), (6) C. Cheng & I.J. Reynolds, J. Neurochem. 71, 2401 (1998), (7) B.M. Palmer & R.L. Moore, Am. J. Physiol. Cell Physiol. 2000, C1278 (2000), (8) J.L. Martin, et al., Cell Calcium 40, 393 (2006)

      InChi

      InChI=1S/C29H27N3O14.5K/c1-15-2-3-17(31(11-24(33)34)12-25(35)36)20(6-15)43-4-5-44-21-7-16-8-22(28-30-10-23(46-28)29(41)42)45-19(16)9-18(21)32(13-26(37)38)14-27(39)40,,,,,/h2-3,6-10H,4-5,11-14H2,1H3,(H,33,34)(H,35,36)(H,37,38)(H,39,40)(H,41,42),,,,,/q,5*+1/p-5

      Quantity

      1 mg, Bulk

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