Cyclooligomerization of a helix-bearing template into macrocycles bearing multiple helices.

[摘要]：Cyclooligomerization was investigated for sepg. and spatially arranging helical peptides as discontinuous surfaces. Tetrapeptide H-[Ile-Ser-Lys(Ox)]-OH (Ox = 2,4-oxazolyl), contg. a turn-inducing oxazole constraint, was connected through its lysine side chain via a b-alanine linker to the C-terminus of a two-turn helical nonapeptide Ac-Leu-Arg-Leu-cyclo(Lys-Ala-Arg-Ala-Asp)-Aib-. The resulting helix-appended template was self-condensed and cyclized to a library of macrocycles I (n = 2-6) contg. multiple (2-6) helixes. An NMR structure shows retention of a helicity in the cyclotrimer, I (n = 3).

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