Université Clermont Auvergne , CNRS, SIGMA Clermont, Institut de Chimie de Clermont-Ferrand, F-63000 Clermont-Ferrand, France.
Laboratoire de Chimie Physique Moléculaire et Macromoléculaire, Département de Chimie, Faculté des Sciences, Université de Blida , I.B.P 270 Route de Soumaa, Blida, Algeria.
J Org Chem. 2017 Mar 3;82(5):2386-2398. doi: 10.1021/acs.joc.6b02804. Epub 2017 Feb 22.
The cis-directing effect of the 1,2,3-triazolium-type side chain was studied on dimeric peptoid models with various patterns: αα, αβ, βα and ββ. Low influences of the sequence and of the solvent were observed, the cis conformation of the amide carrying the triazolium ranging from 83 to 94% in proportion. The synthesis of peptoid homooligomers with four or eight pendant 1,2,3-triazolium side chains is described. α-, β- and α,β-peptoids carrying propargyl groups were subjected to CuAAC reaction using alkyl azides, and the resulting triazoles were quaternized providing well-defined multitriazolium platforms. The influence of the counteranion (PF, BF or I) on the conformation was also studied.
研究了 1,2,3-三唑鎓型侧链的顺式导向效应在具有各种模式的二聚肽模拟物上：αα、αβ、βα 和 ββ。观察到序列和溶剂的影响很小，携带三唑鎓的酰胺的顺式构象比例从 83%到 94%不等。描述了具有四个或八个侧挂 1,2,3-三唑鎓侧链的肽同寡聚物的合成。带有炔丙基基团的α-、β-和α,β-肽同物用烷基叠氮化物进行 CuAAC 反应，得到的三唑季铵化提供了明确定义的多三唑鎓平台。还研究了抗衡阴离子（PF、BF 或 I）对构象的影响。
