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A novel solid phase approach to Aia‐containing peptides
Author(s) -
Feytens Debby,
De Vlaeminck Magali,
Tourwé Dirk
Publication year - 2009
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.1081
Subject(s) - peptide , solid phase synthesis , combinatorial chemistry , chemistry , peptide synthesis , sequence (biology) , peptide sequence , phase (matter) , amino acid , stereochemistry , biochemistry , organic chemistry , gene
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. Copyright © 2008 European Peptide Society and John Wiley & Sons, Ltd.