Available from stock

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

SKU: D0077

Categories: Fluorescent Detection, Fluorescent Detection

Synonyms: Prodan; 70504-01-7
CAS-Number: C₁₅H₁₇NO
Molecular Formula: 227.3
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: Light yellow powder
Identity: 1H-NMR

Properties

Solvents: methanol, DMF, acetonitrile or acetone
Melting Point: 137 °C
Fluorescence: λex 361 nm, λem 498 nm in methanol

Documentation

Safety Data Sheet (SDS): CDX D0077 MSDS.pdf

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Transportation: Not dangerous goods

Description: N,N-dimethyl-6-propionyl-2-naphthylamine (prodan) has both an electron-donor and an electron-acceptor substituent, resulting in a large excited-state dipole moment and extensive solvent polarity-dependent fluorescence shifts. When prodan is incorporated into membranes, their fluorescence spectra are sensitive to the physical state of the surrounding phospholipids. In membranes, prodan appears to localize at the surface, although Fourier transform infrared measurements indicate some degree of penetration into the lipid interior. Excited-state relaxation of prodan is sensitive to the nature of the linkage between phospholipid hydrocarbon tails and the glycerol backbone. Tubulin and its hydrophobic surfaces have been probed with the enviroment-sensitive probes prodan. Prodan is also used for the generation of peroxy-oxalate chemiluminescence with H2O2.
Smiles: CCC(=O)C1=CC2=CC=C(C=C2C=C1)N(C)C
InChi Key: MPPQGYCZBNURDG-UHFFFAOYSA-N
References: (1) B.A. Rowe et al.: J. Phys. Chem. B 110(30), 15021 (2006) , (2) E. Omanovic et al.: Int. J. Environm. Anal. Chem. 85(12-13), 853 (2005) , (3) M. Lin et al.: C. Huie: Anal. Chim. Acta 339(1-2), 131 (1997) , (4) A. Chakrabarti et al.: Biochem. Biophys. Res. Commun. 226, 495 (1996) , (5) P.L.G. Chong et al.: Biochemistry 28, 8358 (1989) , (6) P.L.G. Chong et al.: Biochemistry 27, 399 (1988)
InChi: 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

N,N-dimethyl-6-propionyl-2-naphthylamine (prodan) has both an electron-donor and an electron-acceptor substituent, resulting in a large excited-state dipole moment and extensive solvent polarity-dependent fluorescence shifts. When prodan is incorporated into membranes, their fluorescence spectra are sensitive to the physical state of the surrounding phospholipids. In membranes, prodan appears to localize at the surface, although Fourier transform infrared measurements indicate some degree of penetration into the lipid interior. Excited-state relaxation of prodan is sensitive to the nature of the linkage between phospholipid hydrocarbon tails and the glycerol backbone. Tubulin and its hydrophobic surfaces have been probed with the enviroment-sensitive probes prodan. Prodan is also used for the generation of peroxy-oxalate chemiluminescence with H2O2.

SKU: D0077 Categories: Fluorescent Detection, Fluorescent Detection

Additional information

Additional information

Synonyms	Prodan
Purity	≥98% (HPLC)
Appearance	Light yellow powder
CAS-Number	70504-01-7
Molecular Formula	C15H17NO
Molecular Weight	227.3
Identity	1H-NMR
Solvents	methanol, DMF, acetonitrile or acetone
Melting Point	137 °C
Fluorescence	λex 361 nm, λem 498 nm in methanol
Smiles	CCC(=O)C1=CC2=CC=C(C=C2C=C1)N(C)C
InChi Key	MPPQGYCZBNURDG-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) B.A. Rowe et al.: J. Phys. Chem. B 110(30), 15021 (2006), (2) E. Omanovic et al.: Int. J. Environm. Anal. Chem. 85(12-13), 853 (2005), (3) M. Lin et al.: C. Huie: Anal. Chim. Acta 339(1-2), 131 (1997), (4) A. Chakrabarti et al.: Biochem. Biophys. Res. Commun. 226, 495 (1996), (5) P.L.G. Chong et al.: Biochemistry 28, 8358 (1989), (6) P.L.G. Chong et al.: Biochemistry 27, 399 (1988)
InChi	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
Quantity	25 mg, 50 mg, 500 mg, Bulk