LAURDAN
- Product Name
- LAURDAN
- CAS No.
- 74515-25-6
- Chemical Name
- LAURDAN
- Synonyms
- LAURDAN;dodecan-1-one;naphthalen-2-yl);1-(6-(Dimethylamino);Laurdan, 10 mM in DMSO;inhibit,Laurdan,Inhibitor;N,N-Dimethyl-6-dodecanoyl-2-naphthyl;6-DODECANOYL-2-DIMETHYLAMINONAPHTHALENE;N,N-Dimethyl-6-dodecanoyl-2-naphthylamin;2-(DIMETHYLAMINO)-6-DODECANOYLNAPHTHALENE
- CBNumber
- CB6488563
- Molecular Formula
- C24H35NO
- Formula Weight
- 353.54
- MOL File
- 74515-25-6.mol
LAURDAN Property
- Melting point:
- 88 °C(lit.)
- Boiling point:
- 497.4±20.0 °C(Predicted)
- Density
- 0.987±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMF: soluble
- pka
- 4.44±0.40(Predicted)
- form
- Solid
- color
- Off-White to Pale Brown
- Appearance
- yellow crystals
- BRN
- 7379104
Safety
- WGK Germany
- 3
- F
- 8-10
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 40227
- Product name
- 6-Dodecanoyl-N,N-dimethyl-2-naphthylamine
- Purity
- suitable for fluorescence, ≥97.0% (HPLC)
- Packaging
- 100mg
- Price
- $581
- Updated
- 2025/07/31
- Product number
- L0483
- Product name
- Laurdan
- Purity
- min. 98.0 %
- Packaging
- 25MG
- Price
- $261
- Updated
- 2025/07/31
- Product number
- 19706
- Product name
- Laurdan
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $47
- Updated
- 2024/03/01
- Product number
- 19706
- Product name
- Laurdan
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $109
- Updated
- 2024/03/01
- Product number
- 19706
- Product name
- Laurdan
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $182
- Updated
- 2024/03/01
LAURDAN Chemical Properties,Usage,Production
Description
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.
Uses
N,N-Dimethyl-6-dodecanoyl-2-naphthylamine (Laurdan) is used as an environmentally sensitive probe for the labeling of plasmamembranes.
Uses
6-Dodecanoyl-N,N-dimethyl-2-naphthylamine is a fluorescent membrane probe used in phospholipid multilamellar aggregates which distinguishes between phase transitions, phase fluctuations and the coexistence of phase domains. Studies indicate that the bulky and highly hydrated polar head groups of glycosphingolipids interact well with 6-Dodecanoyl-N,N-dimethyl-2-naphthylamine. The fluorescence is derived from the naphthalene moiety, in which a small dipole moment exists due to a partial charge separation between the 2-dimethylamino and the 6-carbonyl residues. This fluorescent tag is ideal to study dipolar relaxation because this compound emits different light depending on the environment it is in. For instance, 6-Dodecanoyl-N,N-dimethyl-2-naphthylamine emits red light in a polar solvent and
Biological Activity
1-(6-(dimethylamino)naphthalen-2-yl) dodecan-1-one or Laurdan exhibits spectral sensitivity to phospholipid phase state. It also exhibits fluorescence property. Laurdan is implicated in bilayer property studies of natural and artificial membranes due to its sensitivity to solvent relaxation effect.
storage
Store at -20°C
Abs/Em Maxima
363/496 nm
LAURDAN Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from LAURDAN manufacturers
- Product
- 6-Dodecanoyl-N,N-dimethyl-2-naphthylamine(Laurdan) 74515-25-6
- Price
- US $0.00/mg
- Min. Order
- 100mg
- Purity
- >98.00%
- Supply Ability
- 100mg
- Release date
- 2024-03-30