Prodan | CAS#70504-01-7 | biochemical

MedKoo Cat#: 146288 | Name: Prodan

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Prodan is a fluorescent dye widely used as a polarity-sensitive probe in biophysical and biochemical studies. Its fluorescence emission shifts depending on the polarity of its environment, making it valuable for investigating membrane dynamics, protein folding, and microenvironmental changes in cells. The mechanism involves intramolecular charge transfer upon excitation, which leads to solvent-dependent fluorescence emission spectra. PRODAN is particularly useful for monitoring changes in lipid bilayers and protein conformations.

Chemical Structure

Prodan

CAS#70504-01-7

Theoretical Analysis

MedKoo Cat#: 146288

Name: Prodan

CAS#: 70504-01-7

Chemical Formula: C15H17NO

Exact Mass: 227.1310

Molecular Weight: 227.31

Elemental Analysis: C, 79.26; H, 7.54; N, 6.16; O, 7.04

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Prodan;

IUPAC/Chemical Name

1-(6-(dimethylamino)naphthalen-2-yl)propan-1-one

InChi Key

MPPQGYCZBNURDG-UHFFFAOYSA-N

InChi Code

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

SMILES Code

CCC(=O)C1=CC2=CC=C(C=C2C=C1)N(C)C

Appearance

To be determined

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 227.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Tamai N, Matsuki H, Goto M. Phase Imaging of Phosphatidylcholine Bilayer Membranes by Prodan Fluorescence. Membranes (Basel). 2022 Dec 2;12(12):1219. doi: 10.3390/membranes12121219. PMID: 36557126; PMCID: PMC9784652. 2: Vequi-Suplicy CC, Coutinho K, Lamy MT. Electric dipole moments of the fluorescent probes Prodan and Laurdan: experimental and theoretical evaluations. Biophys Rev. 2014 Mar;6(1):63-74. doi: 10.1007/s12551-013-0129-8. Epub 2014 Jan 14. PMID: 28509963; PMCID: PMC5425710. 3: Suhaj A , Le Marois A , Williamson DJ , Suhling K , Lorenz CD , Owen DM . PRODAN differentially influences its local environment. Phys Chem Chem Phys. 2018 Jun 13;20(23):16060-16066. doi: 10.1039/c8cp00543e. PMID: 29850681. 4: Luna MA, Girardi VR, Sánchez-Cerviño MC, Rivero G, Falcone RD, Moyano F, Correa NM. PRODAN Photophysics as a Tool to Determine the Bilayer Properties of Different Unilamellar Vesicles Composed of Phospholipids. Langmuir. 2024 Jan 9;40(1):657-667. doi: 10.1021/acs.langmuir.3c02845. Epub 2023 Dec 15. PMID: 38100549. 5: Tainaka K, Tanaka K, Ikeda S, Nishiza K, Unzai T, Fujiwara Y, Saito I, Okamoto A. PRODAN-conjugated DNA: synthesis and photochemical properties. J Am Chem Soc. 2007 Apr 18;129(15):4776-84. doi: 10.1021/ja069156a. Epub 2007 Mar 23. PMID: 17378568. 6: Kaur Y, Horowitz PM. Prodan fluorescence mimics the GroEL folding cycle. Protein J. 2004 Oct;23(7):475-81. doi: 10.1007/s10930-004-5224-z. PMID: 15635940. 7: Felder S, Delcourt ML, Bousquet MHE, Jacquemin D, Rodríguez R, Favereau L, Crassous J, Micouin L, Benedetti E. Planar Chiral Analogues of PRODAN Based on a [2.2]Paracyclophane Scaffold: Synthesis and Photophysical Studies. J Org Chem. 2022 Jan 7;87(1):147-158. doi: 10.1021/acs.joc.1c02071. Epub 2021 Dec 15. PMID: 34908417. 8: Vequi-Suplicy CC, Coutinho K, Teresa Lamy M. Optical characterization of Prodan aggregates in water medium. Phys Chem Chem Phys. 2013 Jul 28;15(28):11800-7. doi: 10.1039/c3cp51776d. Epub 2013 Jun 11. PMID: 23756543. 9: Pospíšil P, Cwiklik L, Sýkora J, Hof M, Greetham GM, Towrie M, Vlček A. Solvent-Dependent Excited-State Evolution of Prodan Dyes. J Phys Chem B. 2021 Dec 30;125(51):13858-13867. doi: 10.1021/acs.jpcb.1c09030. Epub 2021 Dec 16. PMID: 34914398. 10: Yoon AH, Whitworth LC, Wagner JD, Abelt CJ. 2,5-PRODAN derivatives as highly sensitive sensors of low solvent acidity. Molecules. 2014 May 20;19(5):6415-27. doi: 10.3390/molecules19056415. PMID: 24853615; PMCID: PMC6270797. 11: Krasnowska EK, Gratton E, Parasassi T. Prodan as a membrane surface fluorescence probe: partitioning between water and phospholipid phases. Biophys J. 1998 Apr;74(4):1984-93. doi: 10.1016/S0006-3495(98)77905-6. PMID: 9545057; PMCID: PMC1299539. 12: Hiratsuka T. Prodan fluorescence reflects differences in nucleotide-induced conformational states in the myosin head and allows continuous visualization of the ATPase reactions. Biochemistry. 1998 May 19;37(20):7167-76. doi: 10.1021/bi973083d. PMID: 9585528. 13: Ito N, Watanabe NM, Okamoto Y, Umakoshi H. Multiplicity of solvent environments in lipid bilayer revealed by DAS deconvolution of twin probes: Comparative method of Laurdan and Prodan. Biophys J. 2023 Dec 5;122(23):4614-4623. doi: 10.1016/j.bpj.2023.11.004. Epub 2023 Nov 4. PMID: 37924207; PMCID: PMC10719072. 14: Chakrabarti A. Fluorescence of spectrin-bound prodan. Biochem Biophys Res Commun. 1996 Sep 13;226(2):495-7. doi: 10.1006/bbrc.1996.1383. PMID: 8806662. 15: Krilov D, Balarin M, Kosović M, Brnjas-Kraljević J. Location of PRODAN in lipid layer of HDL particle: a Raman study. Eur Biophys J. 2008 Sep;37(7):1105-10. doi: 10.1007/s00249-008-0273-4. Epub 2008 Feb 7. PMID: 18256818. 16: Tainaka K, Ikeda S, Tanaka K, Nishiza K, Fujiwara Y, Okamoto A, Saito I. Development of novel PRODAN-labeled nucleosides as base-discriminating fluorescent probes. Nucleic Acids Symp Ser (Oxf). 2006;(50):133-4. doi: 10.1093/nass/nrl066. PMID: 17150853. 17: Nitschke WK, Vequi-Suplicy CC, Coutinho K, Stassen H. Molecular dynamics investigations of PRODAN in a DLPC bilayer. J Phys Chem B. 2012 Mar 8;116(9):2713-21. doi: 10.1021/jp2085582. Epub 2012 Feb 23. PMID: 22329741. 18: Chen T, Lee SW, Abelt CJ. 1,5-Prodan Emits from a Planar Intramolecular Charge-Transfer Excited State. ACS Omega. 2018 May 2;3(5):4816-4823. doi: 10.1021/acsomega.8b00423. PMID: 31458698; PMCID: PMC6641964. 19: Vequi-Suplicy CC, Orozco-Gonzalez Y, Lamy MT, Canuto S, Coutinho K. A new interpretation of the absorption and the dual fluorescence of Prodan in solution. J Chem Phys. 2020 Dec 28;153(24):244104. doi: 10.1063/5.0025013. PMID: 33380080. 20: Goto M, Sawaguchi H, Tamai N, Matsuki H, Kaneshina S. Effect of vesicle size on the prodan fluorescence in diheptadecanoylphosphatidylcholine bilayer membrane under atmospheric and high pressures. Langmuir. 2010 Aug 17;26(16):13377-84. doi: 10.1021/la100871z. PMID: 20695581.