Peptide ligation from alkoxyamine based radical addition.
Intermolecular radical 1,2-addition (IRA) of N-tert-butyl-N-(1-diethylphosphono-2,2-dimethylpropyl)aminoxyl (SG1) based alkoxyamines onto activated olefins is used as a tool for peptide ligation. This strategy relies on simple peptide pre-derivatization to obtain (i) a SG1 nitroxide functionalized resin peptide at its N-terminus (SG1-peptide alkoxyamine), (ii) a vinyl functionalized peptide (either at its C-terminus or N-terminus), and does not require any coupling agents.
Aix-Marseille Université, CNRS, UMR 7273, 13397 Marseille Cedex 20, France. thomas.trimaille@univ-amu.fr kamel.mabrouk@univ-amu.fr.
Thomas
T
Trimaille
Laurent
L
Autissier
Mamy Daniel
MD
Rakotonirina
Yohann
Y
Guillaneuf
Claude
C
Villard
Denis
D
Bertin
Didier
D
Gigmes
Kamel
K
Mabrouk
D000475:Alkenes / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry*; D009842:Oligopeptides / Q000737:chemistry*; D063065:Organophosphonates / Q000737:chemistry*
D000475:Alkenes; D000588:Amines; D005609:Free Radicals; D009842:Oligopeptides; D063065:Organophosphonates