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

Lara Saftić Martinović, Nada Birkic, Vedran Miletić, Roberto Antolović, Danijela Štanfel, Karlo Wittine

2023International Journal of Molecular Sciences12 citationsDOIOpen Access PDF

Abstract

-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.

Topics & Concepts

Ascorbic acidChemistryAntioxidantABTSDPPHDithiothreitolAmino acidDocking (animal)BiochemistryPeroxiredoxinOrganic chemistryStereochemistryChromatographyFood scienceEnzymePeroxidaseMedicineNursingVitamin C and Antioxidants ResearchFree Radicals and AntioxidantsComputational Drug Discovery Methods
Antioxidant Activity, Stability in Aqueous Medium and Molecular Docking/Dynamics Study of 6-Amino- and N-Methyl-6-amino-L-ascorbic Acid | Litcius