Por favor, use este identificador para citar o enlazar este ítem: https://hdl.handle.net/20.500.12008/56423

Título:

Production of Peroxymonocarbonate by Steady-State Micromolar H2O2 and Activated Macrophages in the Presence of CO2/HCO3− Evidenced by Boronate Probes

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Linares, Edlaine
Severino, Divinomar
Truzzi, Daniela R.
Ríos, Natalia
Radi, Rafael
Augusto, Ohara

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ANIMALES
QUÍMICA
BICARBONATOS
METABOLISMO
ÁCIDOS BORÓNICOS
DIÓXIDO DE CARBONO
COLORANTES FLUORESCENTES
PERÓXIDO DE HIDRÓGENO
MACRÓFAGOS
ACTIVACIÓN DE MACRÓFAGOS
RATONES
ESTRUCTURA MOLECULAR
CÉLULAS RAW 264.7
EFECTOS COLATERALES Y REACCIONES ADVERSAS RELACIONADOS CON MEDICAMENTOS

Año de publicación:

2024

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Resumen:

Peroxymonocarbonate (HCO4-/HOOCO2-) is produced by the reversible reaction of CO2/HCO3- with H2O2 (K = 0.33 M-1, pH 7.0). Although produced in low yields at physiological pHs and H2O2 and CO2/HCO3- concentrations, HCO4- oxidizes most nucleophiles with rate constants 10 to 100 times higher than those of H2O2. Boronate probes are known examples because HCO4- reacts with coumarin-7-boronic acid pinacolate ester (CBE) with a rate constant that is approximately 100 times higher than that of H2O2 and the same holds for fluorescein-boronate (Fl-B) as reported here. Therefore, we tested whether boronate probes could provide evidence for HCO4- formation under biologically relevant conditions. Glucose/glucose oxidase/catalase were adjusted to produce low steady-state H2O2 concentrations (2-18 μM) in Pi buffer at pH 7.4 and 37 °C. Then, CBE (100 μM) was added and fluorescence increase was monitored with time. The results showed that each steady-state H2O2 concentration reacted more rapidly (∼30%) in the presence of CO2/HCO3- (25 mM) than in its absence, and the data permitted the calculation of consistent rate constants. Also, RAW 264.7 macrophages were activated with phorbol 12-myristate 13-acetate (PMA) (1 μg/mL) at pH 7.4 and 37 °C to produce a time-dependent H2O2 concentration (8.0 ± 2.5 μM after 60 min). The media contained 0, 21.6, or 42.2 mM HCO3- equilibrated with 0, 5, or 10% CO2, respectively. In the presence of CBE or Fl-B (30 μM), a time-dependent increase in the fluorescence of the bulk solution was observed, which was higher in the presence of CO2/HCO3- in a concentration-dependent manner. The Fl-B samples were also examined by fluorescence microscopy. Our results demonstrated that mammalian cells produce HCO4- and boronate probes can evidence and distinguish it from H2O2 under biologically relevant concentrations of H2O2 and CO2/HCO3-.

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American Chemical Society

EN:

Chemical Research in Toxicology. 2024;37(7):1129-1138

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Citación:

Linares E, Severino D, Truzzi D y otros. Production of Peroxymonocarbonate by Steady-State Micromolar H2O2 and Activated Macrophages in the Presence of CO2/HCO3− Evidenced by Boronate Probes. Chemical Research in Toxicology [en línea]. 2024;37(7):1129-1138

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Licencia Creative Commons Atribución (CC - By 4.0)

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