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1-Pyrenesulfonic Acid (sodium salt) Sale

(Synonyms: 芘-1-磺酸钠盐) 目录号 : GC45317

A fluorescent probe

1-Pyrenesulfonic Acid (sodium salt) Chemical Structure

Cas No.:59323-54-5

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产品描述

1-Pyrenesulfonic acid is a fluorescent probe.1,2 It displays absorption/emission maxima of 346/376 nm, respectively.3 1-Pyrenesulfonic acid fluorescence can be quenched by ferric ions and the nitroaromatic compounds and explosive components 2,4-dinitrotoluene (2,4-DNT) and trinitrotoluene (TNT) in aqueous solutions.1,2 It has been used in study of reverse micelles, including intermicellar migration of reactants and in the estimation of the number of micelles per cluster.4 1-Pyrenesulfonic acid has also been used as a surfactant and dopant in the synthesis of polypyrrole micro- and nanowires.5

References
1. Jian, N., Lin, K., Guo, B., et al. A reusable fluorescent sensor from electrosynthesized water-soluble oligo(1-pyrenesulfonic acid) for effective detection of Fe3+. New J. Chem. 42(24), 19450-19457 (2018).
2. Kovalev, I.S., Taniya, O.S., Slovesnova, N.V., et al. Fluorescent detection of 2,4-DNT and 2,4,6-TNT in aqueous media by using simple water-soluble pyrene derivatives. Chem. Asian J. 11(5), 775-781 (2016).
4. Gehlen, M.H., De Schryver, F.C., Bhaskar Dutt, G., et al. Intermicellar mobility of probe and quencher in reverse micelles studied by fluorescence quenching. J. Phys. Chem. 99(39), 14407-14413 (1995).
5. Lu, G., Li, C., and Shi, G. Polypyrrole micro- and nanowires synthesized by electrochemical polymerization of pyrrole in the aqueous solutions of pyrenesulfonic acid. Polymer 47(6), 1778-1784 (2006).

Chemical Properties

Cas No. 59323-54-5 SDF
别名 芘-1-磺酸钠盐
Canonical SMILES [O-]S(C(C=C1)=C2C=CC3=CC=CC4=CC=C1C2=C43)(=O)=O.[Na+]
分子式 C16H9O3S.Na 分子量 304.3
溶解度 DMF: 10 mg/ml,DMSO: 10 mg/ml,Ethanol: 1 mg/ml,PBS (pH 7.2): partially soluble 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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1 mM 3.2862 mL 16.4312 mL 32.8623 mL
5 mM 0.6572 mL 3.2862 mL 6.5725 mL
10 mM 0.3286 mL 1.6431 mL 3.2862 mL
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Research Update

Modulating the nanorods protrusion from poly(allylamine hydrochloride)-g-pyrene microcapsules by 1-Pyrenesulfonic Acid sodium salt

J Colloid Interface Sci 2013 Sep 1;405:10-6.PMID:23777868DOI:10.1016/j.jcis.2013.05.043.

It was found previously that the Schiff base bonds in poly(allylamine hydrochloride)-g-pyrene (PAH-Py) microcapsules (MCs) are hydrolyzed at pH 2 within 1 h, leading to disassembly of the MCs and protrusion of pyrene aldehyde (Py) nanorods (NRs) on the capsule surface. Herein, we found a new way to modulate the protrusion of NRs by addition of 1-Pyrenesulfonic Acid sodium salt (PySO3Na). Along with the increase in PySO3Na to Py molar ratio in the MCs solution, the protrusion of NRs was progressively blocked and even inhibited at a ratio of 2.3, and at this condition, the microcapsules were stable under pH 2 for 24 h. After the composite microcapsules with excess PySO3Na were washed with a pH 10 solution and then incubated in a pH 2 solution, the NRs could be protruded from the MCs again. The fluorescence peak position of the PAH-Py/PySO3Na MCs gradually red-shifted with a decrease in pH value, and a sharp transition occurred at p H3.6, demonstrating the formation of pyrene excimers between the PySO3Na small molecules and the pendant Py groups on the PAH chain. The formed excimers take the role of blocking the self-assembly of cleaved Py molecules instead of inhibiting the hydrolysis of the Schiff base, whereas the MCs were stabilized by the charge interaction between PySO3Na and PAH backbone and the hydrophobic interaction between the pyrene rings.

Intramolecular electron transfer of light harvesting perylene-pyrene supramolecular conjugate

Photochem Photobiol Sci 2018 Aug 8;17(8):1098-1107.PMID:29993078DOI:10.1039/c8pp00134k.

Electronic interactions between the cationic N,N'-bis(2(trimethylammonium iodide) ethylene)perylene-3,4,9,10-tetracarboxyldiimide (TAIPDI) with two electron donors, namely, pyrene (Py) and 1-Pyrenesulfonic Acid sodium salt (PySA), have been investigated. The spectroscopic studies showed the formation of the supramolecular conjugate between TAIPDI and PySA via ionic interaction, but not with Py. Density functional theory (DFT) combined with a natural energy decomposition analysis (NEDA) technique showed an S-like structure of the supramolecular conjugate TAIPDI-PySA via an ionic interaction. The formation constant of the TAIPDI-PySA supramolecular conjugate was determined to be 3.0 × 104 M-1, suggesting a fairly stable complex formation. The excited state events were monitored by both steady state and time-resolved emission techniques. Upon excitation, the quenching pathways via the singlet-excited states of TAIPDI and PySA involved the intramolecular electron transfer from the electron donating PySA to the electron accepting TAIPDI with a rate constant of 1.10 × 1011 s-1 and a quantum yield of 0.99. The thermodynamic parameters of the supramolecular TAIPDI-PySA conjugate have been determined using the stopped-flow technique.