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• W2898322012 abstract "We report here on three constitutionally isomeric peptides, each of which contains two glutamic acid residues and two lysine residues functionalized with S-aroylthiooximes (SATOs), termed peptide–H2S donor conjugates (PHDCs). SATOs decompose in the presence of cysteine to generate hydrogen sulfide (H2S), a biological signaling gas with therapeutic potential. The PHDCs self-assemble in aqueous solution into different morphologies, two into nanoribbons of different dimensions and one into a rigid nanocoil. The rate of H2S release from the PHDCs depends on the morphology, with the nanocoil-forming PHDC exhibiting a complex release profile driven by morphological changes promoted by SATO decomposition. The nanocoil-forming PHDC mitigated the cardiotoxicity of doxorubicin more effectively than its nanoribbon-forming constitutional isomers as well as common H2S donors. This strategy opens up new avenues to develop H2S-releasing biomaterials and highlights the interplay between structure and function from the molecular level to the nanoscale." @default.
• W2898322012 created "2018-11-02" @default.
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• W2898322012 date "2018-10-27" @default.
• W2898322012 modified "2023-10-11" @default.
• W2898322012 title "Self-Assembled Nanostructures Regulate H₂S Release from Constitutionally Isomeric Peptides" @default.
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• W2898322012 doi "https://doi.org/10.1021/jacs.8b09320" @default.
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