Solid-phase synthesis of lipidated Ras peptides employing the Ellman sulfonamide linker.
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.
Triola
Gemma
G
Max-Planck-Institut für molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227 Dortmund, Germany.
Gerauer
Marc
M
Görmer
Kristina
K
Brunsveld
Lucas
L
Waldmann
Herbert
H
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry; D008055:Lipids / Q000737:chemistry; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000235:genetics; D013449:Sulfonamides / Q000737:chemistry*; D018631:ras Proteins / Q000737:chemistry* / Q000235:genetics
D000596:Amino Acids; D008055:Lipids; D010455:Peptides; D013449:Sulfonamides; D018631:ras Proteins