Tetrahedron

Double-sided α-helix mimetics

S Thompson, R Vallinayagam, MJ Adler, RTW Scott…

Index: Thompson, Sam; Vallinayagam, Ramakrishnan; Adler, Marc J.; Scott, Richard T.W.; Hamilton, Andrew D. Tetrahedron, 2012 , vol. 68, # 23 p. 4501 - 4505

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Citation Number: 28

Abstract

The design and synthesis of substituted bis-and tris-benzamides is reported in which the projection of side-chain residues on both sides of an α-helix is reproduced. The scaffold is conformationally constrained by a series of intramolecular hydrogen bonds, allowing for spatial and angular mimicry of the i, i+ 2, i+ 4 and i+ 6 side-chains in the case of the bis- benzamide, and may be extended to higher-order oligomers.