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Št. zadetkov: 3
Trifluoromethylthiolation of tryptophan and tyrosine derivatives
Jure Gregorc, Nathalie Lensen, Grégory Chaume, Jernej Iskra, Thierry Brigaud
Izvirni znanstveni članek
Oznake: aromatske spojine;hidrofobnost;monomeri;peptidi;proteini;reakcijski produkti;aromatic compounds;hydrophobicity;monomers;peptides;proteins;reaction products;
The incorporation of fluorinated groups into peptides significantly affects their biophysical properties. We report herein the synthesis of Fmoc-protected trifluoromethylthiolated tyrosine (CF$_3$S-Tyr) and tryptophan (CF$_3$S-Trp) analogues on a gram scale (77–93% yield) and demonstrate their use a ...
Leto: 2023 Vir: Fakulteta za kemijo in kemijsko tehnologijo (UL FKKT)
Rational incorporation of emergent fluorinated groups into amino acids and target peptides
Jure Gregorc, Jernej Iskra, Thierry Brigaud, Grégory Chaume, Uroš Grošelj, Janez Plavec, Thierry Billard
Doktorska disertacija
Oznake: amino acids;peptide chemistry;trifluoromethylthiolation;late-stage functionalization;endomorphin-1;solid-phase peptide synthesis;SPPS;hydrophobicity;oxidation of sulfides;NMR spectroscopy;
The introduction of fluorine or fluorinated functional groups has become a key strategy in agrochemical and pharmaceutical development. In peptide chemistry, fluorination has been shown to enhance metabolic stability, stabilize desired secondary structure and provide insight into biological interact ...
Leto: 2025 Vir: Fakulteta za kemijo in kemijsko tehnologijo (UL FKKT)
Trifluoromethylthio and trifluoromethyl functionalization of endomorphin-1 enhances its hydrophobicity and plasma stability while preserving its affinity for the [mu]-opioid receptor
Jure Gregorc, Jolien De Neve, Karine Guitot, Brian J. Holleran, Nathalie Lensen, Louis Gendron, Thierry Brigaud, Jernej Iskra, Steven Ballet, Grégory Chaume
Izvirni znanstveni članek
Oznake: ligandi;peptidi;opioidni receptorji;fluor;metabolna stabilnost;ligands;peptides;opioid receptors;fluorine;metabolic stability;
The incorporation of fluorinated amino acid residues into peptides represents a promising strategy for improving the pharmacokinetic properties of bioactive peptides. Herein, we report the solid-phase synthesis (SPPS) of a set of ten SCF$_{3^-}$ or CF$_{3^-}$ modified neuropeptide analogs based on e ...
Leto: 2026 Vir: Fakulteta za kemijo in kemijsko tehnologijo (UL FKKT)
Št. zadetkov: 3
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