4.7 Article

Antioxidant Activity, Stability in Aqueous Medium and Molecular Docking/Dynamics Study of 6-Amino- and N-Methyl-6-amino-L-ascorbic Acid

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Publisher

MDPI
DOI: 10.3390/ijms24021410

Keywords

ascorbic acid; antioxidant; stability; peroxiredoxin; molecular docking; dynamics; ABTS; DPPH; MS

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The antioxidant activity and chemical stability of D1 and D2 were compared with AA using ABTS and DPPH assays. The optimal storing conditions and pH for maintaining stability were determined using mass spectrometry. D1 showed higher stability in an acidic medium and all compounds had a similar binding affinity to the human peroxiredoxin binding site, suggesting their potential as antioxidants.
The antioxidant activity and chemical stability of 6-amino-6-deoxy-L-ascorbic acid (D1) and N-methyl-6-amino-6-deoxy-L-ascorbic acid (D2) were examined with ABTS and DPPH assays and compared with the reference L-ascorbic acid (AA). In addition, the optimal storing conditions, as well as the pH at which the amino derivatives maintain stability, were determined using mass spectrometry. Comparable antioxidant activities were observed for NH-bioisosteres and AA. Moreover, D1 showed higher stability in an acidic medium than the parent AA. In addition, AA, D1, and D2 share the same docking profile, with wild-type human peroxiredoxin as a model system. Their docking scores are similar to those of dithiothreitol (DTT). This suggests a similar binding affinity to the human peroxiredoxin binding site.

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