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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

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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A Chakrabarti
Biochemical and biophysical research communications, 226(2), 495-497 (1996-09-13)
A large blue-shift (delta lambda max = 87 nm) in the fluorescence emission maximum and 2-fold enhancement in the emission intensity of PRODAN in the presence of 1.5 microM dimeric spectrin from the same aqueous buffer was observed. Binding of
Liping Zhou et al.
Analytical chemistry, 83(18), 6980-6987 (2011-07-28)
This paper describes for the first time, a high-throughput fluorescence noncell based assay to screen for the drug-phospholipid interaction, which correlates to phospholipidosis. Anionic amphiphilic phospholipids can form complexes in aqueous solution, and its critical micelle concentration (CMC) can be
Kazuki Tainaka et al.
Journal of the American Chemical Society, 129(15), 4776-4784 (2007-03-24)
A solvatochromic fluorophore, PRODAN, has been used as a microenvironment-sensitive reporter. Based on the chemistry of PRODAN, we designed and synthesized four novel fluorescent nucleosides, PDNX (X = U, C, A, and G), to which a PRODAN fluorophore was attached
Praveen Gadad et al.
Water research, 41(19), 4488-4496 (2007-07-17)
Noncovalent interactions between the fluorescent probe 6-propionyl-2-dimethylaminonaphthalene (PRODAN) and dissolved Norman Landfill leachate fulvic acid, Suwannee River fulvic acid, Suwannee River humic acid, and Leonardite humic acid were examined as a function of pH, fulvic and humic acid (FA and
Galyna Gorbenko et al.
Biophysical chemistry, 154(2-3), 73-81 (2011-02-22)
The ability of oligomeric lysozyme to modify the molecular organization of the model bilayer membranes composed of phosphatidylcholine (PC) and its mixtures with phosphatidylglycerol (PG) or cholesterol (Chol) was assessed using fluorescent probes 6-propionyl-2-dimethylaminonaphthalene (Prodan), 4-dimethylaminochalcone (DMC), pyrene and 1,6-diphenyl-1,3,5-hexatriene
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