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      N,N-Dimethyl-6-propionyl-2-naphthylamine

      SKU
      D0077

      Categories: Fluorescent Detection, Fluorescent Detection

      Synonyms
      Prodan
      70504-01-7
      CAS-Number
      C15H17NO
      Molecular Formula
      227.3
      Molecular Weight

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

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Appearance
      Light yellow powder
      Identity
      1H-NMR

      Properties

      Solvents
      methanol, DMF, acetonitrile or acetone
      Melting Point
      137 °C
      Fluorescence
      λex 361 nm, λem 498 nm in methanol

      Documentation

      Safety Data Sheet (SDS)
      CDX D0077 MSDS.pdf
      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
      Description
      N,N-dimethyl-6-propionyl-2-naphthylamine (prodan) has both an electron-donor and an electron-acceptor substituent, resulting in a large excited-state dipole moment and extensive solvent polarity-dependent fluorescence shifts. When prodan is incorporated into membranes, their fluorescence spectra are sensitive to the physical state of the surrounding phospholipids. In membranes, prodan appears to localize at the surface, although Fourier transform infrared measurements indicate some degree of penetration into the lipid interior. Excited-state relaxation of prodan is sensitive to the nature of the linkage between phospholipid hydrocarbon tails and the glycerol backbone. Tubulin and its hydrophobic surfaces have been probed with the enviroment-sensitive probes prodan. Prodan is also used for the generation of peroxy-oxalate chemiluminescence with H2O2.
      Smiles
      CCC(=O)C1=CC2=CC=C(C=C2C=C1)N(C)C
      InChi Key
      MPPQGYCZBNURDG-UHFFFAOYSA-N
      References
      (1) B.A. Rowe et al.: J. Phys. Chem. B 110(30), 15021 (2006) , (2) E. Omanovic et al.: Int. J. Environm. Anal. Chem. 85(12-13), 853 (2005) , (3) M. Lin et al.: C. Huie: Anal. Chim. Acta 339(1-2), 131 (1997) , (4) A. Chakrabarti et al.: Biochem. Biophys. Res. Commun. 226, 495 (1996) , (5) P.L.G. Chong et al.: Biochemistry 28, 8358 (1989) , (6) P.L.G. Chong et al.: Biochemistry 27, 399 (1988)
      InChi
      InChI=1S/C15H17NO/c1-4-15(17)13-6-5-12-10-14(16(2)3)8-7-11(12)9-13/h5-10H,4H2,1-3H3

      N,N-dimethyl-6-propionyl-2-naphthylamine (prodan) has both an electron-donor and an electron-acceptor substituent, resulting in a large excited-state dipole moment and extensive solvent polarity-dependent fluorescence shifts. When prodan is incorporated into membranes, their fluorescence spectra are sensitive to the physical state of the surrounding phospholipids. In membranes, prodan appears to localize at the surface, although Fourier transform infrared measurements indicate some degree of penetration into the lipid interior. Excited-state relaxation of prodan is sensitive to the nature of the linkage between phospholipid hydrocarbon tails and the glycerol backbone. Tubulin and its hydrophobic surfaces have been probed with the enviroment-sensitive probes prodan. Prodan is also used for the generation of peroxy-oxalate chemiluminescence with H2O2.

      SKU: D0077 Categories: Fluorescent Detection, Fluorescent Detection
      • Additional information

      Additional information

      Synonyms

      Prodan

      Purity

      ≥98% (HPLC)

      Appearance

      Light yellow powder

      CAS-Number

      70504-01-7

      Molecular Formula

      C15H17NO

      Molecular Weight

      227.3

      Identity

      1H-NMR

      Solvents

      methanol, DMF, acetonitrile or acetone

      Melting Point

      137 °C

      Fluorescence

      λex 361 nm, λem 498 nm in methanol

      Smiles

      CCC(=O)C1=CC2=CC=C(C=C2C=C1)N(C)C

      InChi Key

      MPPQGYCZBNURDG-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) B.A. Rowe et al.: J. Phys. Chem. B 110(30), 15021 (2006), (2) E. Omanovic et al.: Int. J. Environm. Anal. Chem. 85(12-13), 853 (2005), (3) M. Lin et al.: C. Huie: Anal. Chim. Acta 339(1-2), 131 (1997), (4) A. Chakrabarti et al.: Biochem. Biophys. Res. Commun. 226, 495 (1996), (5) P.L.G. Chong et al.: Biochemistry 28, 8358 (1989), (6) P.L.G. Chong et al.: Biochemistry 27, 399 (1988)

      InChi

      InChI=1S/C15H17NO/c1-4-15(17)13-6-5-12-10-14(16(2)3)8-7-11(12)9-13/h5-10H,4H2,1-3H3

      Quantity

      25 mg, 50 mg, 500 mg, Bulk

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