Tryptophan Analogues with Fixed Side-Chain Orientation: Expanding the Scope.
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ABSTRACT:
SUBMITTER: Nicke L
PROVIDER: S-EPMC7891422 | biostudies-literature | 2021 Jan
REPOSITORIES: biostudies-literature
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Tryptophan Analogues with Fixed Side-Chain Orientation: Expanding the Scope.
Nicke Lennart L Horx Philip P Müller Ronny R Els-Heindl Sylvia S Geyer Armin A
Chembiochem : a European journal of chemical biology 20200924 2
A generalized synthetic strategy is proposed here for the synthesis of asymmetric β-indoylated amino acids by 8-aminoquinoline (8AQ)-directed C(sp<sup>3</sup>)-H functionalization of suitably protected precursors. Peptides containing one of the four stereoisomers of (indol-3-yl)-3-phenylalanine at position 2 of the parent peptide KwFwLL-NH<sub>2</sub> (w=d-Trp) cover a wide range of activities as ghrelin receptor inverse agonists, among them the most active described until now. This application ...[more]
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