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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
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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LAURDAN Suppliers

Xi'an Manareco New Materials Co., Ltd.
Tel
029-68669089-8816
Fax
+86-29-68669073
Email
market@xarlm.com
Country
China
ProdList
499
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 13167063860
Fax
021-50323701
Email
anhua.mao@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
Synchem OHG
Tel
+49 5662 408730
Fax
+49 5662 4087320
Email
info@synchem.de
Country
Germany
ProdList
4705
Advantage
70
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
15873
Advantage
55
Shanghai Tombiopharma Chemical Co. Ltd.
Tel
13391076197
Email
tombiopharma@163.com
Country
China
ProdList
4987
Advantage
55
Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd
Tel
0431-0431-80514535 19917294565
Email
et@chemextension.com
Country
China
ProdList
3935
Advantage
55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
Advantage
60
Chengdu Huachun Technology Co., Ltd
Tel
400-1166-196 15982826727
Fax
QQ:800101999
Email
cdhxsj@163.com
Country
China
ProdList
14603
Advantage
60
Shanghai Zhen Li Biological Technology Co., Ltd
Tel
021-16621358918; 18516310516
Fax
13045646768
Email
zhenlipharma888@163.com
Country
China
ProdList
19035
Advantage
58
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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:


  • 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