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. Author manuscript; available in PMC: 2020 Apr 25.
Published in final edited form as: Biochemistry. 2008 Mar 13;47(14):4189–4195. doi: 10.1021/bi800136m

FIGURE 2:

FIGURE 2:

(a) Nucleation of short R-helices by replacement of an N-terminal i and i + 4 hydrogen bond (C=O· ·H−N) with a covalent link (C=X−Y−N). The hydrogen bond surrogate (HBS)-based helices contain a carbon-carbon bond derived from an olefin metathesis reaction. (b) Synthesis of HBS α- and π-helices from a bis-olefin peptide by the ring-closing metathesis (RCM) reaction. R is the amino acid side chain.