Investigation of peptoid chiral stationary phases varied in absolute configuration

Recent trends and applications in liquid‐phase chromatography enantioseparation of atropisomers

“…Based on chiral N ‐(1‐phenylethyl)glycines, Liang and co‐workers investigated a series of peptoid CSPs terminated with achiral alkyl groups and varied absolute configuration by using nine axially chiral analytes ( 2 , 53 – 60 ) as test probes (Fig. ) . Interestingly, it was observed that selectors with heterogeneous configuration form, such as S ‐ R ‐ R , S ‐ R ‐ R , S ‐ S ‐ R , generally performed better enantioseparations than S ‐ S ‐ S selectors.…”

Bio-instructive materials on-demand – combinatorial chemistry of peptoids, foldamers, and beyond

“…1,3,135,136 The applications of these peptoid-based materials span molecular recognition and sensing, 135,[162][163][164][165] membranes, 31,166,167 antifouling coatings, [168][169][170][171][172] the assembly and arrangement of nanoparticles [173][174][175][176][177][178] and chromatography. [179][180][181][182] Some of these unique materials emerged with the help of combinatorial approaches. In a combinatorial Ugi-4CR step-growth polymerization, Stiernet et al assembled peptoid-based polymers.…”

Peptoids and Polypeptoids at the Frontier of Supra- and Macromolecular Engineering

“…Due to the great variety of available chiral submonomers as well as the ability to form secondary structures, peptoids appear to be a useful platform for chromatography materials. For this purpose, Liang et al investigated the application of peptoids in chromatographic processes. − First studies demonstrated strong dependency of enantioseparation efficacy on the peptoid chain length, which was attributed to the formation of helical secondary structures . Although hydrogen bonds appear to have major impact on the separation of racemic mixtures, steric hindrance and π–π-interactions are considered to affect chiral recognition as well.…”