Issue 33, 2021

Crystallization and self-assembly of shape-complementary sequence-defined peptoids

Abstract

The universal pairing of complementary nucleobases in DNA found in all life forms has inspired extensive studies on selective molecular recognition between information-rich sequence-defined polymer chains. Here we utilized the shape complementarity of sequence-defined peptoids to achieve selective assembly between peptoid chains. Three sets of self-complementary peptoids bearing different overall molecular shapes, determined by the monomer sequence (trapezoid, comb and zig-zag), were synthesized and systematically studied by differential scanning calorimetry and X-ray diffraction. All these peptoids crystallized in bulk into a nearly identical rectangular crystal lattice as evidenced by their similar melting temperatures and X-ray diffraction peaks. In aqueous solution, they all self-assembled into crystalline monolayer nanosheets with a known rectangular crystal lattice motif, regardless of their varied molecular shapes. These results suggest that complementary molecular shape could be a potential design element for the construction of more sophisticated, hierarchically-ordered peptoid nanomaterials that approach the structural and functional complexity found in biomacromolecular nanostructure.

Graphical abstract: Crystallization and self-assembly of shape-complementary sequence-defined peptoids

Supplementary files

Article information

Article type
Paper
Submitted
27 mar. 2021
Accepted
27 may. 2021
First published
01 jun. 2021

Polym. Chem., 2021,12, 4770-4777

Author version available

Crystallization and self-assembly of shape-complementary sequence-defined peptoids

S. Xuan, X. Jiang, N. P. Balsara and R. N. Zuckermann, Polym. Chem., 2021, 12, 4770 DOI: 10.1039/D1PY00426C

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