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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:
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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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

100

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

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
BCCH5141
BCCF8218
BCCC9997
BCBV9802
BCCB5249

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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
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
L.I. Hellgren
Plant Physiology and Biochemistry, 34, 455-455 (1996)
Luis A Bagatolli et al.
Biomolecules, 9(11) (2019-11-07)
We propose that active metabolic processes may regulate structural changes in biological membranes via the physical state of cell water. This proposition is based on recent results obtained from our group in yeast cells displaying glycolytic oscillations, where we demonstrated
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