title: Cyclic carbo-isosteric depsipeptides and peptides as a novel class of peptidomimetics.
abstract: A novel and highly efficient cyclization method has been developed to access a new class of cyclic carbo-isosteric depsipeptides and carbo-isosteric peptides. Our strategy requires easily accessible C-terminal methyl ketone ester or amide functionalized linear precursors as starting materials. The well-known reductive amination has then been used to afford cyclic tetra- to octa-pseudopeptides via a selective intramolecular formation of a glycine peptidomimetic unit under moderate dilution.
authors.affiliation: Global Discovery Chemistry, Novartis Institutes for Biomedical Research , Novartis International AG, Postfach, CH-4002 Basel, Switzerland.
authors.forename: Stéphanie M
authors.initials: SM
authors.lastname: Guéret
authors.forename: Peter
authors.initials: P
authors.lastname: Meier
authors.forename: Hans-Jörg
authors.initials: HJ
authors.lastname: Roth
mesh_terms: D000586:Amination; D000595:Amino Acid Sequence; D003500:Cyclization; D047630:Depsipeptides / Q000138:chemical synthesis / Q000737:chemistry*; D005998:Glycine / Q000737:chemistry; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry*; D057786:Peptidomimetics
chemical_list: D047630:Depsipeptides; D010455:Peptides; D057786:Peptidomimetics; D005998:Glycine