A novel solid phase approach to Aia-containing peptides.
A strategy was developed to directly assemble 4-amino-1,2,4,5-tetrahydro-indolo[2,3-c]-azepin-3-ones on solid-phase-supported peptide sequences. Fmoc- and Boc-based strategies were investigated. The Fmoc-strategy approach strongly depends on the peptide sequence being synthesized while the Boc-based synthesis leads to excellent results for all the selected peptide analogs. The method was applied to prepare Aia-analogs of several bioactive peptides containing one or more Trp-residues which were shown to be important for biological recognition.
Feytens
Debby
D
Department of Organic Chemistry, Vrije Universiteit Brussel, Pleinlaan 2, B-1050 Brussels, Belgium.
De Vlaeminck
Magali
M
Tourwé
Dirk
D
D001552:Benzazepines / Q000737:chemistry*; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
D001552:Benzazepines; D010455:Peptides