40227

Sigma-Aldrich

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

≥97.0% (HPLC), suitable for fluorescence

Synonym(s):
N,N-Dimethyl-6-dodecanoyl-2-naphthylamine, 2-(Dimethylamino)-6-dodecanoylnaphthalene, Laurdan
Empirical Formula (Hill Notation):
C24H35NO
CAS Number:
Molecular Weight:
353.54
Beilstein/REAXYS Number:
7379104
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
  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.

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

    Ask a Scientist here.

Adéla Melcrová et al.
Scientific reports, 6, 38035-38035 (2016-12-03)
Understanding interactions of calcium with lipid membranes at the molecular level is of great importance in light of their involvement in calcium signaling, association of proteins with cellular membranes, and membrane fusion. We quantify these interactions in detail by employing...
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...
L A Bagatolli et al.
Biochimica et biophysica acta, 1325(1), 80-90 (1997-04-03)
Laurdan (6-dodecanoyl-2-dimethylamine-naphthalene) is a fluorescent membrane probe of recent characterization. It was shown that this probe discriminates between phase transitions, phase fluctuations and the coexistence of phase domains in phospholipid multilamellar aggregates. We measured the excitation and emission generalized polarization...
L.I. Hellgren
Plant Physiology and Biochemistry, 34, 455-455 (1996)
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...
Articles
Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.
Read More

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

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.