| Title | Effects of Uric Acid on Nitrosation of N-Acetylcysteine by Diethylamine NONOate and N-Acetyl-N-nitrosotryptophan. | | Author(s) | Suzuki T, Naka A, Kimura H | | Institution | School of Pharmacy, Shujitsu University. | | Source | Chem Pharm Bull (Tokyo) 2009 Jul; 57(7):736-9. | | Abstract | Uric acid of human plasma concentration accelerated nitrosation of N-acetylcysteine by diethylamine NONOate at neutral pH, but diminished that of N-acetyltryptophan. Uric acid also accelerated nitrosation of N-acetylcysteine by N-acetyl-N-nitrosotryptophan, having a nitroso group on the nitrogen atom of the indole ring. N-Acetyl-S-nitrosocysteine was stable even in the presence of uric acid and N-acetyltryptophan at neutral pH, while decomposition of N-acetyl-N-nitrosotryptophan was accelerated by uric acid and N-acetylcysteine. The results indicate that uric acid receives a nitroso group from diethylamine NONOate or N-acetyl-N-nitrosotryptophan, and passes it to the thiol group of N-acetylcysteine resulting in N-acetyl-S-nitrosocysteine. This implies that uric acid may act as an effective transporter of nitric oxide to thiols resulting in accumulation of nitrosothiols in humans. | | Language | eng | | Pub Type(s) | Journal Article
| | PubMed ID | 19571422 |
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