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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:
74515-25-6
Molecular Weight:
353.54
UNSPSC Code:
12352116
NACRES:
NA.32
PubChem Substance ID:
57649941
MDL number:
MFCD00467560
Beilstein/REAXYS Number:
7379104
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Quality Level

100

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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6362
BCCL3472
BCCK1834
BCCH5141
BCCF8218

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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 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)
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