Work

Access to N -Fluorinated Azapeptides and Azapeptoids as Peptidomimetic Scaffolds

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide In this study, a diverse range of short azapeptides and azapeptoids incorporating −CH 2 CF 3 or −CH 2 CF 2 H groups was synthesized. The key strategy involved coupling fluorinated hydrazines with amino acids using acyl chloride derivatives or triphosgene activation. Structural and conformational analyses were conducted by using NMR spectroscopy and X-ray diffraction, revealing the impact of these fluorinated moieties on the overall molecular architecture. Crystallographic studies highlighted a preferential type II β-turn conformation with influences from short hydrogen bonding and fluorine–hydrogen interactions.

Source: ACS Organic & Inorganic Au

DOI: 10.1021/acsorginorgau.5c00073

Authors: Dimitra Kyrko, Tingting Cao, Pascal Retailleau, Julia Kaffy, Benoît Crousse

Institutions: Centre National de la Recherche Scientifique, Université Paris-Saclay, Biomolécules : Conception, Isolement, Synthèse, Institut de Chimie des Substances Naturelles

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: gold

Estimated APC paid: $3,500

Funder: Ministère de l'Education Nationale, de l'Enseignement Superieur et de la Recherche