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    Laurdan

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      Laurdan

      SKU
      D0098

      Category: Fluorescent Detection

      Synonyms
      N,N-Dimethyl-6-dodecanoyl-2-naphthylamine
      74515-25-6
      CAS-Number
      C24H35NO
      Molecular Formula
      353.54
      Molecular Weight

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥97% (HPLC)
      Identity
      1H-NMR
      Appearance
      Light yellow solid

      Properties

      Fluorescence
      λex 366 nm, λem 497 nm in methanol
      Melting Point
      88 °C (lit.)
      Solvents
      methanol, DMF, acetonitrile, chloroform

      Downloads

      Safety Data Sheet
      CDX D0098 MSDS.pdf
      Shipping
      AMBIENT
      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
      Transportation
      Not dangerous goods
      Description
      N,N-Dimethyl-6-dodecanoyl-2-naphthylamine (Laurdan) is used as an environmentally sensitive probe for the labeling of plasma membranes. The lauroyl-sidechain integrates into the hydrophobic core of biological membranes, the polar fluorescent moiety is at level of the glycerol-backbone. Dipolar relaxation processes of the naphtylamine-moiety with neighboring polar molecules lead to wavelength-shifts of the emission-spectra. The physical state of the membrane and effects of temperature, cholesterol or ethanol on various membrane-systems have been monitored.
      InChi
      InChI=1S/C24H35NO/c1-4-5-6-7-8-9-10-11-12-13-24(26)22-15-14-21-19-23(25(2)3)17-16-20(21)18-22/h14-19H,4-13H2,1-3H3
      References
      (1) S.S. Antollini et al.: Meth. Mol. Biol. 400, 531 (2007) , (2) Y.L. Zhang et al.: Biochem. Biophys. Res. Comm. 347(3), 838 (2006) , (3) L. Bagatolli et al.: Biochimica et Biophysica Acta 1325, 80 (1997) , (4) L.I. Hellgren et al.: Plant Physiol. Biochem. 34(4), 455 (1996) , (5) G. Weber et al.: Biochemistry 18(14), 3075 (1979)
      InChi Key
      JHDGGIDITFLRJY-UHFFFAOYSA-N
      Smiles
      CCCCCCCCCCCC(=O)C1=CC2=CC=C(C=C2C=C1)N(C)C

      N,N-Dimethyl-6-dodecanoyl-2-naphthylamine (Laurdan) is used as an environmentally sensitive probe for the labeling of plasma membranes. The lauroyl-sidechain integrates into the hydrophobic core of biological membranes, the polar fluorescent moiety is at level of the glycerol-backbone. Dipolar relaxation processes of the naphtylamine-moiety with neighboring polar molecules lead to wavelength-shifts of the emission-spectra. The physical state of the membrane and effects of temperature, cholesterol or ethanol on various membrane-systems have been monitored.

      SKU: D0098 Category: Fluorescent Detection
      • Additional information

      Additional information

      Synonyms

      N,N-Dimethyl-6-dodecanoyl-2-naphthylamine

      Purity

      ≥97% (HPLC)

      Appearance

      Light yellow solid

      CAS-Number

      74515-25-6

      Molecular Formula

      C24H35NO

      Molecular Weight

      353.54

      Identity

      1H-NMR

      Solvents

      methanol, DMF, acetonitrile, chloroform

      Melting Point

      88 °C (lit.)

      Fluorescence

      λex 366 nm, λem 497 nm in methanol

      Smiles

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

      InChi Key

      JHDGGIDITFLRJY-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) S.S. Antollini et al.: Meth. Mol. Biol. 400, 531 (2007), (2) Y.L. Zhang et al.: Biochem. Biophys. Res. Comm. 347(3), 838 (2006), (3) L. Bagatolli et al.: Biochimica et Biophysica Acta 1325, 80 (1997), (4) L.I. Hellgren et al.: Plant Physiol. Biochem. 34(4), 455 (1996), (5) G. Weber et al.: Biochemistry 18(14), 3075 (1979)

      InChi

      InChI=1S/C24H35NO/c1-4-5-6-7-8-9-10-11-12-13-24(26)22-15-14-21-19-23(25(2)3)17-16-20(21)18-22/h14-19H,4-13H2,1-3H3

      Quantity

      50 mg, 250 mg, 1 g, Bulk

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