A symposium report on the construction of regioselectively addressable functionalized template (RAFT) mols., e.g. I [R = Me3CO2C (Boc); R1 = H2C:CHCH2O2C (Alloc)], as conformationally stable cyclopeptide scaffolds in which lysine side chains point to opposite side of the template backbone. Chimeric mol. I [R = H-His, R1 = S(CH2)10CO] was prepd. and complexed to Zn2+, Cu2+, and attached to a gold surface. [on SciFinder (R)]

Vollständig ungeschützte Peptide mit chemoselektiv zugänglichen Gruppen reagieren unter sehr milden Bedingungen mit freien reduzierenden Zuckern oder Lipidaldehyden. Damit ergibt sich ein einfacher Zugang zu komplexen Glycopeptiden wie 1, einem Somatostatin‐Analogon, und Lipopeptiden.magnified image

Cyclic decapeptides containing up to four orthogonally protected lysine residues have been efficiently prepared by a combined solid phase and solution strategy. These cyclic peptides represent new Regioselectively Addressable Functionalized Templates (RAFT), which are suitable for use in protein de novo design according to the TASP concept.

Structural analogues of syringomycin and syringotoxin were produced by fermentation, characterized by FAB-MS and amino acid analysis and compared to the parent compounds in the antibiosis test against Rhodotorula pilimanae. The C-terminal residue was shown to be important for the activity.