Helical Mimetics scaffold

Jacoby (187) and the Hamilton group (188-191) suggested that bis- or tris-aromatic residues could serve as scaffolds for helical mimetics. Che et al. have examined a variety of aromatic-based scaffolds as potential helix mimetics (192). Rebek and coworkers have suggested a central pyridazine ring (193) as well as a heterocyclic piperazine-based scaffold (194). Ahn and Han developed a facile synthesis of benzamides as potential helix mimetics (195). 

The remainder of Section 14 deals with triple helices and collagen mimetic structures (Sections 14.2.3.1 and 14.2.4). A description of routes is included which covers the synthesis of triple-helical structures using template (scaffolds) from a Lys-Lys dimer (Section 14.2.4.1), Glu-Glu dimer (Section 14.2.4.2), and appropriate Cys-Cys branches (Section 14.2.4.3). The syntheses were carried out using solid-phase techniques. A scaffold (template) using the Kemp triacid is also presented (Section 14.2.4.4). Lastly, a chemoselective ligation is presented which joins appropriately defined reaction sites (Section 14.2.4.5).[23]... 

Kwak J, Capua AD, Locardi E, Goodman M. TREN (Tris(2-aminoethyl.amine) an effective scaffold for the assembly of triple helical collagen mimetic structures. J. Am. Chem. Soc. 2002 124 14085-14091. 

Fig. 13 Stabilized helices and nonnatural helix mimetics several strategies that stabilize the a-helical conformation in peptides or mimic this domain with nonnatural scaffolds have been described. Recent advances include [1-peptide helices, terphenyl helix-mimetics, mini-proteins, peptoid helices, side-chain crosslinked a-helices, and the hydrogen bond surrogate (HBS) derived a-helices. Circles represent amino acid side-chain functionality (Reprinted from Henchey et al. [52], Copyright (2008) with permission from Elsevier)...

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