In Silico Structural Comparison of Aromatic and Aliphatic Chiral Peptoid Oligomers

被引:0
|
作者
Jain, Rakshit Kumar [1 ]
Hall, Carol K. [1 ]
Santiso, Erik E. [1 ]
机构
[1] North Carolina State Univ, Dept Chem & Biomol Engn, Raleigh, NC 27606 USA
来源
JOURNAL OF PHYSICAL CHEMISTRY B | 2024年 / 128卷 / 45期
关键词
GENERAL FORCE-FIELD; SIDE-CHAINS; HELIX; AUTOMATION; NANOSHEETS; MOLECULES; POLYMERS; DESIGN;
D O I
10.1021/acs.jpcb.4c06577
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Atomistic simulations of peptoids have the capability to predict structure-property relationships, depending on the accuracy of the associated force field. This work presents an addendum to the CGenFF-NTOID peptoid force field for aliphatic side chains. We develop parameters for two aliphatic side chains, R N 1-tertiary butylethyl glycine (r1tbe) and S N 1-tertiary butylethyl glycine (s1tbe). Enhanced sampled (well-tempered metadynamics) atomistic simulations are performed using CGenFF-NTOID to determine the monomer structural preferences for these side chains. The free energy minima attained through these simulations are compared with structural observations obtained from experiments. We also compare the structural preferences of aliphatic s1tbe and aromatic S N 1-naphthylethyl glycine (s1ne). This is done through parallel bias metadynamics on monomers and pentamers of s1tbe and s1ne. The structural observations through simulations are also compared with available experimental metrics of the dihedral angles and pitch. The pentamer minima structures are also compared with ab initio optimized structures, which show excellent agreement. This comparison illustrates alternatives to aromatic side chains that can be used to stabilize peptoid secondary structures. The developed parameters help to increase the diversity of peptoid side chains available for materials discovery through computational studies.
引用
收藏
页码:11164 / 11173
页数:10
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