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41525

Sigma-Aldrich

N,N-Dimethyl-6-propionyl-2-naphthylamine

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

Synonym(s):

2-(Dimethylamino)-6-propionylnaphthalene, 6-Propionyl-2-(dimethylamino)naphthalene, Prodan

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About This Item

Empirical Formula (Hill Notation):
C15H17NO
CAS Number:
70504-01-7
Molecular Weight:
227.30
Beilstein:
2723587
MDL number:
MFCD00056615
UNSPSC Code:
12352116
PubChem Substance ID:
57650063
NACRES:
NA.32

product line

BioReagent

Assay

≥98.0% (HPLC)

form

solid

mp

137 °C (lit.)

solubility

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

fluorescence

λex 361 nm; λem 498 nm in methanol

suitability

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

InChI key

MPPQGYCZBNURDG-UHFFFAOYSA-N

Related Categories

Application

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorescence of spectrin-bound Prodan

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

41525-500MG:
41525-100MG:
41525-25MG:
41525-VAR:
41525-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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