70504-01-7
Chemical Structure
Prodan
- CAS No.: 70504-01-7
- Formula:C15H17NO
- Molecular Weight:227.31
IUPAC Name: 1-(6-(dimethylamino)naphthalen-2-yl)propan-1-one
InChIKey: MPPQGYCZBNURDG-UHFFFAOYSA-N
SMILES: CCC(C1=CC=C2C=C(N(C)C)C=CC2=C1)=O
Biological Activity: Prodan is an environment-sensitive fluorescent probe used to investigate the polarity, fluidity, and structure of lipid membranes. Prodan exhibits environment-dependent excitation/emission wavelengths, with its wavelength range covering Ex = 360-410 nm and Em = 430-530 nm when in solvents, bound to DNA, located in lipid bilayers, or associated with proteins. Prodan can interact with the major groove of DNA, regions of lipid bilayers, and hydrophobic pockets of proteins. During phase transitions, Prodan localizes to different regions of the bilayer: the emission minimum is 430-440 nm in the gel phase, while it shifts to 480-500 nm in the liquid-crystalline phase or interdigitated gel phase. When bound to rigid hydrophobic sites of proteins, the emission peak of Prodan undergoes a blue shift and its fluorescence intensity increases[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Prodan | 99.71% | Prodan is an environment-sensitive fluorescent probe used to investigate the polarity, fluidity, and structure of lipid membranes. Prodan exhibits environment-dependent excitation/emission wavelengths, with its wavelength range covering Ex = 360-410 nm and Em = 430-530 nm when in solvents, bound to DNA, located in lipid bilayers, or associated with proteins. Prodan can interact with the major groove of DNA, regions of lipid bilayers, and hydrophobic pockets of proteins. During phase transitions, Prodan localizes to different regions of the bilayer: the emission minimum is 430-440 nm in the gel phase, while it shifts to 480-500 nm in the liquid-crystalline phase or interdigitated gel phase. When bound to rigid hydrophobic sites of proteins, the emission peak of Prodan undergoes a blue shift and its fluorescence intensity increases. | ||||||||||||||||||||
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References
- [1]. Tainaka K, et al. PRODAN-conjugated DNA: synthesis and photochemical properties. Journal of the American Chemical Society. 2007 Apr 18;129(15):4776-84. [Content Brief]
- [2]. Luna MA, et al. PRODAN Photophysics as a Tool to Determine the Bilayer Properties of Different Unilamellar Vesicles Composed of Phospholipids. Langmuir : the ACS journal of surfaces and colloids. 2024 Jan 09;40(1):657-667. [Content Brief]
- [3]. Tamai N, et al. Phase Imaging of Phosphatidylcholine Bilayer Membranes by Prodan Fluorescence. Membranes. 2022 Dec 02;12(12):1219. [Content Brief]
- [4]. Chakrabarti A, et al. Fluorescence of spectrin-bound prodan. Biochemical and biophysical research communications. 1996 Sep 13;226(2):495-7. [Content Brief]
