Micelles of amphiphilic copolymers as a medium for peroxyoxalate chemiluminescent reaction in water environment

Romanyuk, Andrey; Melik‐Nubarov, N. S.

doi:10.1134/s1560090415040089

Cited by 8 publications

(9 citation statements)

References 49 publications

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“…PO-CL reaction between POX and hydrogen peroxide was performed in the presence of TMHP which participated as an activator 20 and an effective PS 1 , combining both properties. The rate of the chemiluminescence reaction was very slow (Fig.…”

Section: Resultsmentioning

confidence: 99%

“…The choice of building blocks for polyoxalate synthesis was guided by low hydrolytic stability of oxalic esters containing electron-withdrawing substituents in phenyl fragment 20, 56 . This consideration restricted our choice to biphenols with low acidities (high pK a values).…”

Section: Discussionmentioning

confidence: 99%

“…1d ). The latter participated as an activator in PO-CL reaction 20 as well as an effective PS for singlet oxygen generation, thus avoiding a superfluous step of ACT to PS energy transfer. POX and TMHP were formulated into dispersion droplets of dimethyl phthalate stabilized with Pluronic L64 as a surfactant (Fig.…”

Section: Introductionmentioning

confidence: 99%

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Peroxyoxalate Chemiluminescent Reaction as a Tool for Elimination of Tumour Cells Under Oxidative Stress

Romanyuk

Grozdova

Ezhov

et al. 2017

Sci Rep

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The overproduction of hydrogen peroxide is an inherent feature of some tumour cells and inflamed tissues. We took advantage of this peculiarity to eliminate cells using chemiluminescent peroxyoxalate reaction. We designed dispersions containing polyoxalate and tetramethylhematoporhyrin (TMHP) in dimethylphthalate droplets stabilized with Pluronic L64. The porphyrin plays the dual role. On the one hand, it serves as an activator of the peroxyoxalate reaction of polyoxalate with intracellular hydrogen peroxide and experiences excitation as a result of the reaction. The light emitted in the reaction in the model system without cells was used to optimize the dispersion’s composition. On the other hand, TMHP acts as a photosensitizer (PS) causing cell damage. The formation of singlet oxygen led to cell elimination if the dispersions were used in combination with inducers of oxidative stress: hydrogen peroxide, paraquat, antitumour drug doxorubicin, or a nutritional additive menadione. The PS-induced cytotoxicity correlated with the level of intracellular ROS. The developed approach targeted to endogenous ROS is orthogonal to the classical chemotherapy and can be applied to increase its efficiency.

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Section: Resultsmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

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Peroxyoxalate Chemiluminescent Reaction as a Tool for Elimination of Tumour Cells Under Oxidative Stress

Romanyuk

Grozdova

Ezhov

et al. 2017

Sci Rep

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“…To enable in vitro and in vivo applicationsf or the detection of H 2 O 2 ,t he PO has to be protected from spontaneoush ydrolysis in aqueous media. [60] There has been av ast range of methods established in recent years to encapsulate PO-CL systems, in which the most common approachi st he enclosure of ad ye and peroxyoxalate in surfactant [61] or poly(ethylene glycol)-b-poly(e-caprolactone) [62] stabilised micelles and liposomes. [63] It has also been shown that incorporatingo xalates in polymeric materials increases their stabilityt om aket hem applicable in aqueous media.…”

Section: In Vivo Detection Of Peroxide Speciesmentioning

confidence: 99%

All Eyes on Visible‐Light Peroxyoxalate Chemiluminescence Read‐Out Systems

Delafresnaye

Bloesser

Kockler

et al. 2019

Chemistry A European J

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Chemiluminescence (CL) reactions have been widely employed and explored over the past 50 years because they offer unique light emission upon a defined chemical stimulus. In this Minireview, we focus on peroxyoxalate (PO) compounds because they feature very high quantum yields tuneable over the entire visible spectrum, allowing for visible‐light detection by the naked eye without the necessity for expensive analytical instruments. Although analytical methods have been extensively described, PO‐CL read‐out is a strongly emerging field with ample industrial potential. The state‐of‐the‐art PO‐CL detection read‐out systems for various key analytes is here explored. In particular, structural requirements, recent developments of PO‐CL read‐out probes and current limitations of selected examples are detailed. Furthermore, innovative approaches and synthetic routes to push the boundaries of PO‐CL reactions into biological systems are highlighted. Underpinned by recent contributions, we share perspectives on embedding PO‐CL molecules into polymeric materials, which they consider the next step in designing high performance solid‐phase read‐out systems.

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“…A quimiluminescência deste sistema pode ser utilizada no desenvolvimento de outros sistemas medicinais que permitam inserir ácidos nucleicos dentro de células in vivo. 70 Nos casos em que se usa o sistema peroxioxalato acoplado a cromatografia líquida e eletroforese capilar, é possível detectar compostos fluorescentes como aminoácidos, ácidos carboxílicos, compostos carbonílicos e catecolaminas, entre outros. 71 A detecção de peróxido de hidrogênio pôde ser feita em diversas condições reacionais, e também pode ser utilizada em diversos sistemas que produzem ou consomem o peróxido de hidrogênio.…”

Section: Aplicações Analíticas E Bioanalíticas Da Quimiluminescência unclassified

Estudo mecanístico do sistema peroxioxalato com diferentes catalisadores

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Agradeço, primeiramente, aos meus pais por todo amor, atenção, dedicação e cuidado. Por terem me proporcionado uma boa educação e me ajudado a chegar até aqui. Muito obrigada ao Willi por todo apoio, pelo conhecimento compartilhado, por todas as discussões de resultados, entre outras coisas que contribuíram para a minha formação. Agradeço também a Paulete, que juntamente ao Willi, sempre abriram as portas de sua casa para nossas confraternizações de grupo anuais. Agradeço todos os meus colegas de laboratório, com os quais tive o prazer de conviver ao longo de todos esses anos, especialmente a Ana P. Fileno e o Sandro, por terem me orientado durante minha IC com tanta dedicação, me auxiliando nos primeiros passos da minha carreira científica. Aos nossos técnicos, Luiz Carlos e Suzana, por todos os momentos de descontração e risadas com as piadas prontas. Aos amigos do IQ: Luiza, Vinícius, Thuany, Biff, André, Aninha, Amanda e a Karina. E todas as amizades conquistadas durante esses 10 anos de IQ-USP. Sem vocês tudo teria sido mais difícil. À Shirley, ao Cezar, ao Paulinho, ao Edgar e à Dani, vocês são incríveis, me diverti infinitamente na companhia de vocês! Ao pessoal da secretaria de pós-graduação, em especial a Cibele, o Milton e o Marcelo, por toda a ajuda com os prazos, documentações, prestação de contas e certificados do PAE. Ao CNPq pela bolsa concedida.

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Micelles of amphiphilic copolymers as a medium for peroxyoxalate chemiluminescent reaction in water environment

Cited by 8 publications

References 49 publications

Peroxyoxalate Chemiluminescent Reaction as a Tool for Elimination of Tumour Cells Under Oxidative Stress

Peroxyoxalate Chemiluminescent Reaction as a Tool for Elimination of Tumour Cells Under Oxidative Stress

All Eyes on Visible‐Light Peroxyoxalate Chemiluminescence Read‐Out Systems

Estudo mecanístico do sistema peroxioxalato com diferentes catalisadores

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