Journal
ORGANIC LETTERS
Volume 13, Issue 11, Pages 2822-2825Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol200775h
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- Neutralizing Antibody Consortium (NAC) of the International AIDS Vaccine Initiative (IAVI)
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Triazole tethers have been explored for stabilization of secondary structures in peptides. Despite the utility of this approach, cyclization efficiency in complex peptides remains a significant challenge. A robust, on-resin protocol for side chain to side chain macrocyclization by CuAAC is described. This protocol was applied to the synthesis of a series of 21 amino acid helical peptides presenting a binding dipeptide motif from the membrane proximal external region (MPER) of HIV-1 gp41.
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