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Solid‐Phase Synthesis of Lipidated Ras Peptides Employing the Ellman Sulfonamide Linker
Author(s) -
Triola Gemma,
Gerauer Marc,
Görmer Kristina,
Brunsveld Lucas,
Waldmann Herbert
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201001642
Subject(s) - linker , sulfonamide , solid phase synthesis , peptide , chemistry , combinatorial chemistry , sequence (biology) , peptide sequence , stereochemistry , biochemistry , computer science , gene , operating system
A detailed study on the solid‐phase synthesis of lipidated peptides of the Ras family employing the Ellman sulfonamide linker is reported. Using the C‐terminal N‐Ras sequence, critical issues such as lipidated amino acid resin loading, peptide elongation in the presence of labile groups and optimized conditions for release of the peptides were investigated. A versatile methodology for the synthesis of peptides with diverse lipid motifs and C‐terminal methyl esters has accordingly been established.