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Sigma-Aldrich

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

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

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Synonym(s):
2-(Dimethylamino)-6-propionylnaphthalene, 6-Propionyl-2-(dimethylamino)naphthalene, Prodan
Empirical Formula (Hill Notation):
C15H17NO
CAS Number:
Molecular Weight:
227.30
Beilstein/REAXYS Number:
2723587
MDL number:
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

Quality Level

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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Ramkrishna Adhikary et al.
The journal of physical chemistry. B, 113(35), 11999-12004 (2009-08-28)
The coexistence of different excited states with different properties of the same chromophores could have significant consequences for the accurate characterization of solvation dynamics in a heterogeneous environment, such as a protein. The purpose of this work is to study
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
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
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

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