Solid-phase synthesis of structurally diverse scaffolded peptides for the mimicry of discontinuous protein binding sites.
Scaffolded peptides, in which fragments of the sequence are presented through a molecular scaffold in a discontinuous and nonlinear fashion, are promising candidates for the mimicry of discontinuous protein binding sites. Twelve scaffold molecules based on cyclic peptides with ring sizes ranging from 13 to 30 were generated. Up to three different peptide fragments were attached to the scaffolds in a site-selective manner, yielding scaffolded peptides in excellent purities, as documented by MS, HPLC, and 2D (1)H NMR spectroscopy data.
Franke
Raimo
R
GBF - German Research Centre for Biotechnology, Mascheroder Weg 1, 38124 Braunschweig, Germany.
Doll
Christian
C
Wray
Victor
V
Eichler
Jutta
J
D001565:Benzoates / Q000737:chemistry; D001665:Binding Sites; D002851:Chromatography, High Pressure Liquid; D019281:Dimerization; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D018716:Molecular Mimicry; D010446:Peptide Fragments / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis*; D010456:Peptides, Cyclic / Q000737:chemistry; D017434:Protein Structure, Tertiary; D011506:Proteins / Q000737:chemistry*
D001565:Benzoates; D010446:Peptide Fragments; D010455:Peptides; D010456:Peptides, Cyclic; D011506:Proteins