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    4'-Diethylamino-3-hydroxyflavone

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      4′-Diethylamino-3-hydroxyflavone

      SKU
      D0202

      Category: Fluorescent Detection

      Synonyms
      DEAHF , FE , DHF , DMHF
      146680-78-6
      CAS-Number
      C19H19NO3
      Molecular Formula
      309.36
      Molecular Weight

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥90% (NMR)
      Identity
      1H-NMR
      Appearance
      Yellow powder

      Properties

      Solvents
      DMSO, ethanol, methanol, acetonitrile
      Short Term Storage
      +4°C
      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
      Shipping
      AMBIENT
      Transportation
      Not dangerous goods
      Description
      Fluorescent dye that exhibits dual band fluorescence emission which is sensitive to environmental factors. One band originates from the normal excited state (N*) and the other is due to the excited state intramolecular proton transfer (ESPIT) reaction product tautomer (T*). An increase in solvent polarity and hydrogen bonding ability of the solvent leads to an increase in the population of the N* form relative to the T* form. The intensity ratio of the normal and tautomeric fluorescence bands are near 510nm and 570nm, with a main absorption band (370-420nm). There exists a latent third emission band peaked at 535nm, which is reliably recorded upon excitation at wavelengths of 470-500nm. The positions of the two bands, as well as their intensity ratios are sensitive to the local environment, making many of these compounds attractive ratiometric fluorescent sensors. Attaching such fluorophores covalently to peptides and proteins, peptide-membrane interactions and structural changes of proteins can be studied. Furthermore, this dye may have important future applications as fluorescent sensors for the detection of adenosine triphosphate (ATP), as their excitation spectra are sensitive to ATP and this effect is selective over other nucleotides.
      References
      (1) A. Sytnik, et al., PNAS 91, 11968 (1994) , (2) Y.-M. Cheng, et al., J. Phys. Chem. A 109, 11696 (2005) , (3) V.G. Pivorenko, et al., J. Fluoresc. 16, 9 (2006) , (4) V.I. Tomin & R. Jaworski, Opt. Spectrosc. 109, 279 (2010) , (5) Y. Kimura, et al., J. Phys. Chem. B 114, 11847 (2010) , (6) K. Hino, et al., Bull. Chem. Soc. Jpn. 86, 721 (2013) , (7) D. Gosh, et al., J. Phys. Chem. B 119, 5650 (2015) , (8) Z. Szakacs, et al., Photochem. Photobiol. Sci. 15, 219 (2016) , (9) K. Furukawa, et al., Chem. Phys. Lett. 643, 109 (2016)
      Smiles
      O=C1C2=C(C=CC=C2)OC(C3=CC=C(N(CC)CC)C=C3)=C1O

      Fluorescent dye that exhibits dual band fluorescence emission which is sensitive to environmental factors. One band originates from the normal excited state (N*) and the other is due to the excited state intramolecular proton transfer (ESPIT) reaction product tautomer (T*). An increase in solvent polarity and hydrogen bonding ability of the solvent leads to an increase in the population of the N* form relative to the T* form. The intensity ratio of the normal and tautomeric fluorescence bands are near 510nm and 570nm, with a main absorption band (370-420nm). There exists a latent third emission band peaked at 535nm, which is reliably recorded upon excitation at wavelengths of 470-500nm. The positions of the two bands, as well as their intensity ratios are sensitive to the local environment, making many of these compounds attractive ratiometric fluorescent sensors. Attaching such fluorophores covalently to peptides and proteins, peptide-membrane interactions and structural changes of proteins can be studied. Furthermore, this dye may have important future applications as fluorescent sensors for the detection of adenosine triphosphate (ATP), as their excitation spectra are sensitive to ATP and this effect is selective over other nucleotides.

      SKU: D0202 Category: Fluorescent Detection
      • Additional information

      Additional information

      Synonyms

      DEAHF, FE, DHF, DMHF

      Purity

      ≥90% (NMR)

      Appearance

      Yellow powder

      CAS-Number

      146680-78-6

      Molecular Formula

      C19H19NO3

      Molecular Weight

      309.36

      Identity

      1H-NMR

      Solvents

      DMSO, ethanol, methanol, acetonitrile

      Smiles

      O=C1C2=C(C=CC=C2)OC(C3=CC=C(N(CC)CC)C=C3)=C1O

      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) A. Sytnik, et al., PNAS 91, 11968 (1994), (2) Y.-M. Cheng, et al., J. Phys. Chem. A 109, 11696 (2005), (3) V.G. Pivorenko, et al., J. Fluoresc. 16, 9 (2006), (4) V.I. Tomin & R. Jaworski, Opt. Spectrosc. 109, 279 (2010), (5) Y. Kimura, et al., J. Phys. Chem. B 114, 11847 (2010), (6) K. Hino, et al., Bull. Chem. Soc. Jpn. 86, 721 (2013), (7) D. Gosh, et al., J. Phys. Chem. B 119, 5650 (2015), (8) Z. Szakacs, et al., Photochem. Photobiol. Sci. 15, 219 (2016), (9) K. Furukawa, et al., Chem. Phys. Lett. 643, 109 (2016)

      Quantity

      50 mg, 100 mg, Bulk

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