| Full text | |
| Author(s): |
de Souza, Gabriela Freitas P.
[1]
;
Denadai, Jaqueline Priscilla
[1]
;
Picheth, Guilherme F.
[1]
;
de Oliveira, Marcelo Ganzarolli
[1]
Total Authors: 4
|
| Affiliation: | [1] Univ Estadual Campinas, UNICAMP, Inst Chem, Campinas, SP - Brazil
Total Affiliations: 1
|
| Document type: | Journal article |
| Source: | NITRIC OXIDE-BIOLOGY AND CHEMISTRY; v. 84, p. 30-37, MAR 1 2019. |
| Web of Science Citations: | 2 |
| Abstract | |
Primary S-nitrosothiols (RSNOs) have received significant attention for their ability to modulate NO signaling in many physiological and pathophysiological processes. Such actions and their potential pharmaceutical uses demand a better knowledge of their stability in aqueous solutions. Herein, we investigated the effects of concentration, temperature, pH, room light and metal ions on the long-term kinetic behavior of two representative primary RSNOs, S-nitrosoglutathione (GSNO) and S-nitroso-N-acetylcysteine (SNAC). The thermal decomposition of GSNO and SNAC were shown to be affected by the auto-catalytic action of the thiyl radicals. At 25 degrees C in the dark and protected from the catalytic action of metal ions, GSNO and SNAC solutions 1 mM showed half-lives of 49 and 76 days, and apparent activation energies of 84 +/- 14 and 90 +/- 6 kJ mol(-1), respectively. Both GSNO and SNAC exhibited increased stability in the pH range 5-7. At high pH the decomposition pathway of GSNO involves the formation of an intermediate (GS-NO22-), which decomposes generating GSH and nitrite. GSNO solutions displayed lower sensitivity to the catalytic action of metal ions than SNAC and the exposure to room light led to a 5-fold increase in the initial rates of decomposition of both RSNOs. In all comparisons, SNAC solutions showed higher stability than GSNO solutions. These findings provide strategic information about the stability of GSNO and SNAC and may open new perspectives for their use as experimental or therapeutic NO donors. (AU) | |
| FAPESP's process: | 16/02414-5 - Topical and absorbable biomaterials for the local nitric oxide release |
| Grantee: | Marcelo Ganzarolli de Oliveira |
| Support Opportunities: | Research Projects - Thematic Grants |
| FAPESP's process: | 17/19253-7 - Pluronic F127 thermosensitive hydrogels functionalized with terminal groups releasing nitric oxide |
| Grantee: | Guilherme Fadel Picheth |
| Support Opportunities: | Scholarships in Brazil - Post-Doctoral |