Laurdan (6-Dodecanoyl-2-dimethylaminonaphthalene)

Cat. # Quantity Price Lead time
3373-50mg 50 mg $169 in stock
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Laurdan (6-dodecanoyl-2-dimethylaminonaphthalene) is a membrane-permeable fluorescent probe highly sensitive to the physical state of the surrounding phospholipids.

Laurdan is composed of a chain of lauric acid linked to a naphthalene molecule. The hydrophobic tail of the fatty acid embeds the probe in the lipid bilayer. The naphthalene moiety of the molecule localizes at the level of the glycerol backbones of the membrane phospholipids. The chemical structure and membrane location of Laurdan makes it sensitive to the presence and mobility of water molecules in the lipid bilayer. Quantitation of the generalized polarization of Laurdan can be used to identify the phospholipid phase. When excited at 340 nm, generalized polarization values are 0.6 for the gel phase and −0.2 for the liquid crystalline phase. The generalized polarization changes only with phase state and does not change with a polar head group or pH in the range of 4-10.

Laurdan is suitable for generalized polarization imaging and scanning fluorescence correlation spectroscopy. It can also be used to image lipid rafts (lipid microdomains) in live and fixed cells and whole tissues with multiphoton microscopy. The emission maxima of Laurdan are 440 nm and 490 nm in gel and liquid phase membranes, respectively.

To make a concentrated Laurdan stock solution of up to 20 mM, dissolve it in either DMF or acetonitrile.

Absorption and emission spectra of Laurdan

Absorption and emission spectra of Laurdan

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General properties

Appearance: yellow crystals
Molecular weight: 353.55
CAS number: 74515-25-6
Molecular formula: C24H35NO
IUPAC name: 1-[6-(Dimethylamino)naphthalen-2-yl]dodecan-1-one
Solubility: DMF, acetonitrile, methanol
Quality control: NMR 1H and HPLC-MS (95+%)
Storage conditions: 24 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Desiccate.
MSDS: Download
Product specifications

Spectral properties

Excitation/absorption maximum, nm: 363
Emission maximum, nm: 496
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