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Incorporation of CF 3 -pseudoprolines into polyproline type II foldamers confers promising biophysical features.

Chloé CayrouAstrid WalrantDelphine RavaultKarine GuitotSylvie NoinvilleSandrine SaganThierry BrigaudSimon GonzalezSandrine OngeriGrégory Chaume
Published in: Chemical communications (Cambridge, England) (2024)
The development and the use of fluorinated polyproline-type II (PPII) foldamers are still underexplored. Herein, trifluoromethyl pseudoprolines have been incorporated into polyproline backbones without affecting their PPII helicity. The ability of the trifluoromethyl groups to increase hydrophobicity and to act as 19 F NMR probes is demonstrated. Moreover, the enzymatic stability and the non-cytotoxicity of these fluorinated foldamers make them valuable templates for use in medicinal chemistry.
Keyphrases
  • cystic fibrosis
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  • high resolution
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  • fluorescence imaging
  • drug discovery
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