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Chemodex
Laurdan
Product Details | |
---|---|
Synonyms | N,N-Dimethyl-6-dodecanoyl-2-naphthylamine |
Product Type | Chemical |
Properties | |
Formula | C24H35NO |
MW | 353.54 |
CAS | 74515-25-6 |
Source/Host Chemicals | Synthetic. |
Purity Chemicals | ≥97% (HPLC) |
Appearance | Light yellow solid. |
Solubility | Soluble in methanol, DMF or acetonitrile. |
Identity | Determined by 1H-NMR. |
Declaration | Manufactured by Chemodex. |
Other Product Data |
Click here for Original Manufacturer Product Datasheet |
InChi Key | JHDGGIDITFLRJY-UHFFFAOYSA-N |
Smiles | CCCCCCCCCCCC(=O)C1=CC2=CC=C(C=C2C=C1)N(C)C |
Shipping and Handling | |
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. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
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.
(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)
Role of Negatively Charged Lipids Achieving Rapid Accumulation of Water-Soluble Molecules and Macromolecules into Cell-Sized Liposomes against a Concentration Gradient: H. Sugiyama, et al.; Langmuir ahead of print (2021)