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- W2016118220 abstract "Several reports have highlighted the interest of replacing Gly, a frequent amino acid within bioactive peptides, by azaGly (Agly) to improve their stability, activity or for the design of prodrugs. Because metal catalysis is increasingly used for tailoring peptide molecules, we have studied the stability of Agly peptides in the presence of metal ions. In this study, we show that Cu(II), unlike other metal ions such as Fe(II), Fe(III), Pd(II), or Pt(II), induces the cleavage of Agly peptides at room temperature and pH 7.3. The cleavage occurred in the absence of an anchoring His residue within the peptide but it was accelerated when this amino acid was present in the sequence. The influence of His residue on the cleavage rate was minimal when His and Agly were adjacent, whereas large effects were observed for distant His residues. The reaction between Cu(II) and Agly peptides induced the formation of Cu(I) species, which could be detected using bicinchoninic acid as a probe. The nature of products formed in this reaction allowed suggesting a mechanism for the Cu(II)-induced cleavage of Agly peptides." @default.
- W2016118220 created "2016-06-24" @default.
- W2016118220 creator A5054377276 @default.
- W2016118220 creator A5085702182 @default.
- W2016118220 date "2010-01-01" @default.
- W2016118220 modified "2023-09-25" @default.
- W2016118220 title "Selective cleavage of an azaGly peptide bond by copper(II). Long-range effect of histidine residue" @default.
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- W2016118220 doi "https://doi.org/10.1002/psc.1211" @default.
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