Department of Chemistry and ‡Department of Bacteriology, University of Wisconsin-Madison , Madison, Wisconsin 53706, United States.
J Am Chem Soc. 2013 Jun 5;135(22):8149-52. doi: 10.1021/ja403319q. Epub 2013 May 23.
Cyclic constraints have proven to be very effective for preorganizing β-amino acid residues and thereby stabilizing β- and α/β-peptide helices, but little is known about possible preorganization effects among γ residues. Here we assess and compare the impact of cyclic preorganization of β and γ residues in the context of a specific α/β/γ-peptide helix. The results show that β residue preorganization is critical for helix stability but that γ residue preorganization is less important.
环状约束已被证明对于预组织β-氨基酸残基非常有效,从而稳定β-和α/β-肽螺旋,但对于γ残基之间可能存在的预组织效应知之甚少。在这里,我们评估并比较了在特定的α/β/γ-肽螺旋中β和γ残基环状预组织的影响。结果表明,β残基的预组织对于螺旋稳定性至关重要,但γ残基的预组织则不那么重要。