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Sigma-Aldrich

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

suitable for fluorescence, ≥97.0% (HPLC)

Synonym(s):

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

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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

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

Related Categories

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

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

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’.

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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
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
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
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