Skip to Content
Merck
CN
All Photos(1)

Documents

40227

Sigma-Aldrich

6-Dodecanoyl-N,N-dimethyl-2-naphthylamine

≥97.0% (HPLC), suitable for fluorescence

Sign Into View Organizational & Contract Pricing

Synonym(s):
2-(Dimethylamino)-6-dodecanoylnaphthalene, Laurdan, N,N-Dimethyl-6-dodecanoyl-2-naphthylamine
Empirical Formula (Hill Notation):
C24H35NO
CAS Number:
Molecular Weight:
353.54
Beilstein:
7379104
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥97.0% (HPLC)

mp

88 °C (lit.)

solubility

DMF: soluble
acetonitrile: soluble
methanol: soluble

fluorescence

λex 366 nm; λem 497 nm in methanol

suitability

suitable for fluorescence

SMILES string

CCCCCCCCCCCC(=O)c1ccc2cc(ccc2c1)N(C)C

InChI

1S/C24H35NO/c1-4-5-6-7-8-9-10-11-12-13-24(26)22-15-14-21-19-23(25(2)3)17-16-20(21)18-22/h14-19H,4-13H2,1-3H3

InChI key

JHDGGIDITFLRJY-UHFFFAOYSA-N

Application

6-Dodecanoyl-N,N-dimethyl-2-naphthylamine (Laurdan) is a fluorescent probe used to study membrane structure, order and dynamic processes such as fluidity.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorescent membrane probe

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the appearance of Product No. 40227 (6-Dodecanoyl-N,N-dimethyl-2-naphthylamine, also known as Laurdan)?

    Product 40227 (6-Dodecanoyl-N,N-dimethyl-2-naphthylamine) is described as powder to fine flakes.

  6. What is the solubility of Product No. 40227(6-Dodecanoyl-N,N-dimethyl-2-naphthylamine, also known as Laurdan)?

    Product 40227 (6-Dodecanoyl-N,N-dimethyl-2-naphthylamine) is soluble in N,N-dimethylformamide (DMF), methanol and acetonitrile.  It is also reported to be soluble in chloroform, according to Journal of Biological Chemistry, 248, 40186-40197 (2003).

  7. What are some of the physical properties of Product No. 40227 (6-Dodecanoyl-N,N-dimethyl-2-naphthylamine, also known as Laurdan)?

    The physical properties of  6-Dodecanoyl-N,N-dimethyl-2-naphthylamine are:Boiling Point: 497.4 °C at atmospheric pressure (760 mm Hg)Flash Point: 177.4 °CMelting Point: 88°C(lit.)Density: 0.987 g/cm3Vapor Pressure: 4.95-10 mm Hg at 25°CRefractive Index: 1.553

  8. What are the spectral properties (excitation and emission maxima) of 6-Dodecanoyl-N,N-dimethyl-2-naphthylamine, Laurdan, Product 40227?

    The spectral properties of 6-Dodecanoyl-N,N-dimethyl-2-naphthylamine are: ?ex 366 nm; ?em 497 nm in methanol.

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Núria Amigó et al.
Scientific reports, 6, 19249-19249 (2016-01-19)
Recent studies have shown that pharmacological increases in HDL cholesterol concentrations do not necessarily translate into clinical benefits for patients, raising concerns about its predictive value for cardiovascular events. Here we hypothesize that the size-modulated lipid distribution within HDL particles
L.I. Hellgren
Plant Physiology and Biochemistry, 34, 455-455 (1996)
Simmon Hofstetter et al.
Journal of microbiological methods, 91(1), 93-100 (2012-08-14)
A method for measuring the fluidity of inner membranes of populations of endospores of Clostridium spp. with a fluorescent dye was developed. Cells of Clostridium beijerinckii ATCC 8260 and Clostridium sporogenes ATCC 7955 were allowed to sporulate in the presence
Keita Hayashi et al.
Colloids and surfaces. B, Biointerfaces, 87(1), 28-35 (2011-05-31)
The surface properties of Span 80 vesicles at various cholesterol contents, together with those of various liposomes, were characterized by using fluorescence probes. The membrane fluidity of the Span 80 vesicles was measured by 1,6-diphenyl-1.3.5-hexatriene (DPH) and trimethlyammonium-DPH (TMA-DPH), and
Xiaoran Wei et al.
Environmental pollution (Barking, Essex : 1987), 219, 1-8 (2016-09-24)
Silica nanoparticles (SiO2 NPs) can cause health hazard after their release into the environment. Adsorption of natural organic matter and biomolecules on SiO2 NPs alters their surface properties and cytotoxicity. In this study, SiO2 NPs were treated by bovine serum

Articles

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service