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• W3190053749 abstract "This study developed dipeptide-conjugated 1,2-diselenan-4-amine (1), i. e., 1-Xaa-His, as a new class of S-denitrosylase mimic. The synthesized compounds, especially 1-Pro-His, remarkably promoted S-denitrosylation of nitrosothiols (RSNO) via a catalytic cycle involving the reversible redox reaction between the diselenide and its corresponding diselenol ([SeH,SeH]) form with coexisting reductant thiols (R'SH), during which the [SeH,SeH] form as a key reactive species reduces RSNO to the corresponding thiol (RSH). Structural analyses of 1-Pro-His suggested that the peptide backbone of [SeH,SeH] is rigidly bent to form a γ-turn, possibly including an NH⋅⋅⋅Se hydrogen bond between the imidazole ring of His and selenol group, thus stabilizing the [SeH,SeH] form thermodynamically, and dramatically enhancing the catalytic activity. Furthermore, the synthetic compounds were found to prohibit S-nitrosylation-induced protein misfolding in the presence of RSNO, eventually implying their potential as a drug seed for misfolding diseases caused by the dysregulation of the S-denitrosylation system." @default.
• W3190053749 created "2021-08-16" @default.
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• W3190053749 date "2021-09-13" @default.
• W3190053749 modified "2023-09-26" @default.
• W3190053749 title "<i>S</i>‐Denitrosylase‐Like Activity of Cyclic Diselenides Conjugated with Xaa‐His Dipeptide: Role of Proline Spacer as a Key Activity Booster" @default.
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• W3190053749 doi "https://doi.org/10.1002/cbic.202100394" @default.
• W3190053749 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/34350692" @default.
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