- 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 or acetonitrile
- Melting Point: 88 °C
- Fluorescence: λex 366 nm; λem 497 nm in methanol
- Smiles: CCCCCCCCCCCC(=O)C1=CC2=CC=C(C=C2C=C1)N(C)C
- 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
- InChi Key: JHDGGIDITFLRJY-UHFFFAOYSA-N
Available from stock
Laurdan
SKU: D0098
Category: Fluorescent Detection
- 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.
- 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.
- 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)
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.
Additional information
| Melting Point | 88 °C |
|---|---|
| Handling Advice | Protect from light and moisture. |
| Identity | 1H-NMR |
| Availability | 1 |
| CAS-Number | 74515-25-6 |
| Fluorescence | λex 366 nm; λem 497 nm in methanol |
| 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 |
| Appearance | Light yellow solid. |
| InChi Key | JHDGGIDITFLRJY-UHFFFAOYSA-N |
| Long Term Storage | -20°C |
| Quantity | 1 g, 250 mg, 50 mg, Bulk |
| Pricetable | |
| Molecular Formula | |
| 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) |
| Shipping | AMBIENT |
| Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Purity | |
| Short Term Storage | +4°C |
| Molecular Weight | |
| Solvents | methanol, DMF or acetonitrile |
| Synonyms | N,N-Dimethyl-6-dodecanoyl-2-naphthylamine |
| Smiles | CCCCCCCCCCCC(=O)C1=CC2=CC=C(C=C2C=C1)N(C)C |
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