ChemicalBook > CAS DataBase List > LAURDAN

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

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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

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Safety

WGK Germany: 3
F: 8-10

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

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

TCI Chemical

Product number: L0483
Product name: Laurdan
Purity: min. 98.0 %
Packaging: 25MG
Price: $261
Updated: 2025/07/31

Cayman Chemical

Product number: 19706
Product name: Laurdan
Purity: ≥98%
Packaging: 10mg
Price: $47
Updated: 2024/03/01

Cayman Chemical

Product number: 19706
Product name: Laurdan
Purity: ≥98%
Packaging: 25mg
Price: $109
Updated: 2024/03/01

Cayman Chemical

Product number: 19706
Product name: Laurdan
Purity: ≥98%
Packaging: 50mg
Price: $182
Updated: 2024/03/01

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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

Xian confluore Biological Technology Co., Ltd.

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

74515-25-6, LAURDANRelated Search:

N,N'-Ethylenebis(stearamide) (2R,3S/2S,3R)-3-(4-Chloro-5-fluoro-6-pyrimidinyl)-2-(2,4-difluorophenyl)butan-2-ol hydrochloride N,N-Dimethylaniline N-Methylaniline N,N-Dimethylpropionamide N,N-DIMETHYL-2-NAPHTHYLAMINE LAURDAN PRODAN PATMAN 6-DIMETHYLAMINO-2-NAPHTHALDEHYDE BETA-NAPHTHYLPROPYLKETONE 2-NAPHTHALENAMINE, 6-METHYL- LAUROPHENONE

6-DODECANOYL-2-DIMETHYLAMINONAPHTHALENE

6-DODECANOYL-N,N-DIMETHYL-2-NAPHTHYLAMINE

LAURDAN

2-(DIMETHYLAMINO)-6-DODECANOYLNAPHTHALENE

1-[6-(dimethylamino)naphthalen-2-yl]dodecan-1-one

N,N-DIMETHYL-6-DODECANOYL-2-NAPHTHYLAMINE

laurdan [6-Dodecanoyl-2-diMethylaMinonaphthalene]

6-Dodecanoyl-2-dimethylaminonaphthalene laurdan

1-(6-(Dimethylamino)-2-naphthalenyl)-1-dodecanone

1-Dodecanone, 1-(6-(dimethylamino)-2-naphthalenyl)-

N,N-Dimethyl-6-dodecanoyl-2-naphthyl

1-(6-(Dimethylamino)

dodecan-1-one

naphthalen-2-yl)

N,N-Dimethyl-6-dodecanoyl-2-naphthylamin

Laurdan, suitable for fluorescence, ≥97.0%

6-Dodecanoyl-N,N-dimethyl-2-naphthylamine(Laurdan)

inhibit,Laurdan,Inhibitor

4,4,5,5-tetramethyl-2-(6-(10-phenylanthracen-9-yl)

Laurdan, 10 mM in DMSO

6-Dodecanoyl-<i>N,N</i>-dimethyl-2-naphthylamine

Laurdan [6-Dodecanoyl-2-dimethylaminonaphthalene] - 25 mg

74515-25-6

C24H35NO

Fluorescent Probes, Labels, Particles and Stains

Detection

BioChemical

Biochemicals and Reagents