APIS group

Amino acids, Peptidomimetics, peptides, protein InteractionS group

unnatural amino acid

peptides / unnatural amino acid

Exploitation of Dimeric Cyclic Cysteine as Helix Inducer in Ultra-Short Peptides for Cu(II)-Catalyzed Asymmetric Michael Addition on Chalcones

A dimeric cyclic cysteine analogue, i.e. (1R,1’R,2R,2’R)-2,2’-disulfanediylbis (aminocyclohexane-1-carboxylic acid), was used as a constrained unnatural amino acid and as a folding inducer in ultra-short Leu-Val-containing peptide. Our results showed that both free dimer amino...

application / unnatural amino acid

L- to D‑Amino Acid Substitution in the Immunodominant LCMV Derived Epitope gp33 Highlights the Sensitivity of the TCR Recognition Mechanism for the MHC/Peptide Structure and Dynamics

Presentation of pathogen-derived epitopes by major histocompatibility complex I (MHC-I) can lead to the activation and expansion of specificCD8+ T cell clones, eventually resulting in the destruction of infected target cells. Altered peptide ligands...

application / News / Peptidomimetics / unnatural amino acid

Nucleobase morpholino β amino acids as molecular chimeras for the preparation of photoluminescent materials from ribonucleosides

Bioinspired smart materials represent a tremendously growing research field and the obtainment of new building blocks is at the molecular basis of this technology progress. In this work, colloidal materials have been prepared in...

application / Peptidomimetics / unnatural amino acid

Non-natural 3‑Arylmorpholino-β-amino Acid as a PPII Helix Inducer

A new non-natural β-amino acid, named 3-Ar-β-Morph, was designed and synthesized via a regio- and diastereoselective Pdcatalyzed C(sp3)H-arylation of the corresponding 2S,6S-(6-methoxymorpholin-2-yl)carboxylic acid, readily available from glucose. According to the computational prevision and confirmed...

application / unnatural amino acid

Stereoselective Synthesis of α,α′-Dihydroxy-beta, beta′-diaryl-beta-amino Acids by Mannich-Like Condensation of Hydroarylamides

Dual α,α′-Dihydroxy-beta,beta’-beta-amino acids are highly interesting tools for several industrial applications. Nevertheless, only few derivatives are reported in the literature and knowledge concerning the substitution pattern as well as their enantioselective syntheses are lacking....