Synthesis of conformationally constrained peptides via solid-phase incorporation of the constraints
✍ Scribed by Gábor K. Tóth; Zoltán Kele; Ferenc Fülöp
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 72 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A simple solid-phase method has been developed, in which Pictet-Spengler cyclization is applied on resin for the synthesis of some conformationally constrained tripeptides. This methodology was also used for the synthesis of oxytocin antagonist analogues.
📜 SIMILAR VOLUMES
A method has been developed for the synthes/s ~'lhnb protected atuino acid residues via reductive alkylation of 2-hydroxy-4-melhoxybenzaldehyde with resin bound amino acids/peptides. The methodology potentially allows incorporation of limb protected atuino acids at any point in the synthesis of diff
The incorporation of designed conformationally restricted nonpeptide p-turn prosthetic units onto the amino terminus of peptides is discussed. The s mimetic was accomphshed using Merrifield soh J Ethesis of the peptides, including the incorporation of the p-turn phase autoniated peptide synthesis.
The boronic acid Mannich reaction (Petasis reaction) is demonstrated on a solid support. Peptide mimetics are formed from N-alkylated amino acid resin esters, glyoxylic acid and boronic acids.
S)-ctMethyimethionine, (S)-ctMethylleucine, 2-aminoisobutyric acid and (S)-otMethylphenylalanine have been incorporated by solid phase peptide strategy in a peptide sequence. The coupling reactions of these Boc-ctMe amino acids and of the following residue in the sequence were readily achieved afte