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40227

Sigma-Aldrich

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

≥97.0% (HPLC), suitable for fluorescence

Synonym(s):

2-(Dimethylamino)-6-dodecanoylnaphthalene, Laurdan, N,N-Dimethyl-6-dodecanoyl-2-naphthylamine

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25 MG
CN¥4,549.28
100 MG
CN¥11,969.92

CN¥4,549.28

Estimated to ship onApril 07, 2025Details

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25 MG
CN¥4,549.28
100 MG
CN¥11,969.92

About This Item

Empirical Formula (Hill Notation):
C24H35NO
CAS Number:
74515-25-6
Molecular Weight:
353.54
Beilstein:
7379104
MDL number:
MFCD00467560
UNSPSC Code:
12352116
PubChem Substance ID:
57649941
NACRES:
NA.32

CN¥4,549.28

Estimated to ship onApril 07, 2025Details

Request a Bulk Order

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

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5(6)-Carboxyfluorescein

5(6)-Carboxy-2′,7′-dichlorofluorescein diacetate BioReagent, suitable for fluorescence, ≥85% (HPCE)

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5(6)-Carboxy-2′,7′-dichlorofluorescein diacetate

fluorescence

λex 492 nm; λem 517 nm in 0.1 M Tris pH 8.0 (esterase)

fluorescence

λex 492 nm; λem 517 nm in DMF

fluorescence

λex 492 nm; λem 517 nm in 0.1 M Tris pH 8.0

fluorescence

λex 470 nm; λem 529 nm in 0.1 M Tris pH 8.0 (esterase)

solubility

DMF: soluble, DMSO: soluble

solubility

DMF: soluble, DMSO: soluble

solubility

-

solubility

DMF: soluble, DMSO: soluble, methanol: soluble

form

solid

form

powder

form

powder

form

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

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[1][2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
  • Specification Sheet

    • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number
    BCCL3472
    BCCK1834
    BCCH5141
    BCCF8218
    BCCC9997

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    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.

    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
    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
    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
    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.I. Hellgren
    Plant Physiology and Biochemistry, 34, 455-455 (1996)
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