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Merck

40227

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:
Molecular Weight:
353.54
UNSPSC Code:
12352116
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
7379104
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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

SMILES string

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

InChI key

JHDGGIDITFLRJY-UHFFFAOYSA-N

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

Quality Level

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
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
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

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