Ontology highlight
ABSTRACT:
SUBMITTER: Nicke L
PROVIDER: S-EPMC6899459 | biostudies-literature | 2019 Nov
REPOSITORIES: biostudies-literature
Nicke Lennart L Müller Ronny R Geyer Armin A Els-Heindl Sylvia S
ChemMedChem 20190916 21
We describe two synthetic amino acids with inverted side chain stereochemistry, which induce opposite biological activity. Phe<sup>4</sup> is an important part of the activation motif of ghrelin, and in short peptide inverse agonists such as KwFwLL-NH<sub>2</sub> , the aromatic core is necessary for inactivation of the receptor. To restrict indole/phenyl mobility and simultaneously strengthen the interaction between peptide and receptor, we exchanged the natural monoaryl amino acids for diaryl a ...[more]