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Merck

41525

Sigma-Aldrich

N,N-Dimethyl-6-propionyl-2-naphthylamin

BioReagent, suitable for fluorescence, ≥98.0% (HPLC)

Synonym(e):

2-(Dimethylamino)-6-propionyl-naphthalin, 6-Propionyl-2-(dimethylamino)-naphthalin, Prodan

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About This Item

Empirische Formel (Hill-System):
C15H17NO
CAS-Nummer:
Molekulargewicht:
227.30
Beilstein:
2723587
MDL-Nummer:
UNSPSC-Code:
12352116
PubChem Substanz-ID:
NACRES:
NA.32

Produktlinie

BioReagent

Assay

≥98.0% (HPLC)

Form

solid

mp (Schmelzpunkt)

137 °C (lit.)

Löslichkeit

DMF: soluble
acetone: soluble
acetonitrile: soluble
methanol: soluble

Fluoreszenz

λex 361 nm; λem 498 nm in methanol

Eignung

suitable for fluorescence

SMILES String

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

InChI

1S/C15H17NO/c1-4-15(17)13-6-5-12-10-14(16(2)3)8-7-11(12)9-13/h5-10H,4H2,1-3H3

InChIKey

MPPQGYCZBNURDG-UHFFFAOYSA-N

Anwendung

N,N-Dimethyl-6-propionyl-2-naphthylamine (Prodan), a membrane surface probe, may be used as a fluorescence probe in non-cell based in vitro assay for the determination of drug-phospholipid complex formation and to study membrane surface properties.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

Fluoreszenz von Spektrin-gebundenem Prodan

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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E K Krasnowska et al.
Biophysical journal, 74(4), 1984-1993 (1998-04-17)
Fluorescence spectral features of 6-propionyl-2-dimethylaminonaphthalene (Prodan) in phospholipid vesicles of different phase states are investigated. Like the spectra of 6-lauroyl-2-dimethylaminonaphthalene (Laurdan), the steady-state excitation and emission spectra of Prodan are sensitive to the polarity of the environment, showing a relevant
Lukasz Cwiklik et al.
The journal of physical chemistry. A, 115(41), 11428-11437 (2011-09-14)
Absorption and fluorescence spectra of PRODAN (6-propionyl-2-dimethylaminonaphthalene) were studied by means of the time-dependent density functional theory and the algebraic diagrammatic construction method. The influence of environment, a phosphatidylcholine lipid bilayer and water, was taken into account employing a combination
Renata K Everett et al.
The journal of physical chemistry. A, 114(14), 4946-4950 (2010-03-25)
The synthesis and photophysical properties of 7-(dimethylamino)-3,4-dihydrophenanthren-1(2H)-one (7) and 3-(dimethylamino)-8,9,10,11-tetrahydro-7H-cyclohepta[a]naphthalen-7-one (8) are reported. These compounds possess a cycloalkanone substructure that controls the extent of twisting of the carbonyl group. The six-membered ring in 7 forces the carbonyl group to be
E K Krasnowska et al.
Biochimica et biophysica acta, 1511(2), 330-340 (2001-04-05)
The fluorescent membrane probe 6-propionyl-2-dimethylaminonaphthalene (Prodan) displays a high sensitivity to the polarity and packing properties of lipid membrane. Contrary to 6-lauroyl-2-dimethylaminonaphthalene (Laurdan), Prodan can also monitor the properties of the membrane surface, i.e., the polar-head pretransition. In bilayers composed
Masaki Goto et al.
Colloids and surfaces. B, Biointerfaces, 84(1), 55-62 (2011-01-15)
The bilayer phase behavior of asymmetric phospholipids, palmitoylstearoylphosphatidylcholine (PSPC) and stearoylpalmitoylphosphatidylcholine (SPPC), with different vesicle sizes (large multilamellar vesicle (LMV) and giant multilamellar vesicle (GMV)) was investigated by fluorescence spectroscopy using a polarity-sensitive fluorescent probe Prodan under high pressure. The

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