Benzotriazole-assisted solid-phase assembly of Leu-enkephalin, amyloid beta segment 34-42, and other "difficult" peptide sequences.
Microwave-assisted solid-phase syntheses of six "difficult" peptides, H-VVSVV-NH(2) (3), H-VVVSVV-NH(2) (4), H-VIVIG-OH (5), H-TVTVTV-NH(2) (6), H-VKDGYI-NH(2) (7), and H-VKDVYI-NH(2) (8), were achieved utilizing N-(Fmoc-alpha-aminoacyl)benzotriazoles. Extension to the syntheses of Leu-enkephalin (9) and amyloid-beta (34-42) (10) demonstrates that this strategy comprises an efficient route to new and known "difficult" peptides.
Katritzky
Alan R
AR
Center for Heterocyclic Compounds and Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA. katritzky@chem.ufl.edu
Haase
Danniebelle N
DN
Johnson
Jodie V
JV
Chung
Alfred
A
D016229:Amyloid beta-Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D004743:Enkephalin, Leucine / Q000138:chemical synthesis* / Q000737:chemistry; D008872:Microwaves; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry; D010446:Peptide Fragments / Q000138:chemical synthesis* / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry*
D016229:Amyloid beta-Peptides; D009842:Oligopeptides; D010446:Peptide Fragments; D014230:Triazoles; C551682:amyloid beta-protein (34-42); D004743:Enkephalin, Leucine; C012771:benzotriazole