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Merck

40227

Sigma-Aldrich

6-Dodecanoyl-N,N-dimethyl-2-naphthylamin

suitable for fluorescence, ≥97.0% (HPLC)

Synonym(e):

2-(Dimethylamino)-6-dodecanoyl-naphthalin, N,N-Dimethyl-6-dodecanoyl-2-naphthylamin, Laurdan

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About This Item

Empirische Formel (Hill-System):
C24H35NO
CAS-Nummer:
Molekulargewicht:
353.54
Beilstein:
7379104
MDL-Nummer:
UNSPSC-Code:
12352116
PubChem Substanz-ID:
NACRES:
NA.32

Qualitätsniveau

Assay

≥97.0% (HPLC)

mp (Schmelzpunkt)

88 °C (lit.)

Löslichkeit

DMF: soluble
acetonitrile: soluble
methanol: soluble

Fluoreszenz

λex 366 nm; λem 497 nm in methanol

Eignung

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

InChIKey

JHDGGIDITFLRJY-UHFFFAOYSA-N

Anwendung

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

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

Fluoreszierende Membran-Sonde

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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)
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

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