Solid-phase synthesis of hydrogen-bond surrogate-derived alpha-helices.
[reaction: see text] This report describes the solid-phase synthesis of hydrogen-bond surrogate-derived artificial alpha-helices by a ring-closing metathesis reaction. From a series of metathesis catalysts evaluated for the synthesis of these helices, the Hoveyda-Grubbs catalyst was found to afford high yields of the macrocycle irrespective of the peptide sequence.
Dimartino
Gianluca
G
Department of Chemistry, New York University, 100 Washington Square East, New York, New York 10003, USA.
Wang
Deyun
D
Chapman
Ross N
RN
Arora
Paramjit S
PS
D002384:Catalysis; D003500:Cyclization; D006860:Hydrogen Bonding; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry*; D017433:Protein Structure, Secondary
D010455:Peptides