Solid‐phase synthesis of three‐armed star‐shaped peptoids and their hierarchical self‐assembly

Jin, Haibao; Jian, Tengyue; Ding, Yan‐Huai; Chen, Yulin; Mu, Peng; Wang, Lei; Chen, Chun‐Long

doi:10.1002/bip.23258

Title: Solid‐phase synthesis of three‐armed star‐shaped peptoids and their hierarchical self‐assembly

Journal Article · 24 January 2019 · Biopolymers

DOI: https://doi.org/10.1002/bip.23258 · OSTI ID:1491957

Jin, Haibao ^[1];

^[1]; Ding, Yan‐Huai ^[2]; Chen, Yulin ^[1]; Mu, Peng ^[3]; Wang, Lei ^[4];

^[1]

Physical Sciences Division Pacific Northwest National Laboratory Richland Western Australia
Physical Sciences Division Pacific Northwest National Laboratory Richland Western Australia, Institute of Rheological Mechanics Xiangtan University Xiangtan Hunan China
Physical Sciences Division Pacific Northwest National Laboratory Richland Western Australia, Department of Mechanical Engineering and Materials Science and Engineering Program State University of New York Binghamton New York
Physical Sciences Division Pacific Northwest National Laboratory Richland Western Australia, College of Chemistry and Chemical Engineering Jiangxi Normal University Nanchang Jiangxi China

Due to the branched structure feature and unique properties, a variety of star‐shaped polymers have been designed and synthesized. Despite those advances, solid‐phase synthesis of star‐shaped sequence‐defined synthetic polymers that exhibit hierarchical self‐assembly remains a significant challenge. Hence, we present an effective strategy for the solid‐phase synthesis of three‐armed star‐shaped peptoids, in which ethylenediamine was used as the centric star pivot. Based on the sequence of monomer addition, a series of AA′A′′‐type and ABB′‐type peptoids were synthesized and characterized by UPLC‐MS (ultrahigh performance liquid chromatography‐mass spectrometry). By taking advantage of the easy‐synthesis and large side‐chain diversity, we synthesized star‐shaped peptoids with tunable functions. We further demonstrated the aqueous self‐assembly of some representative peptoids into biomimetic nanomaterials with well‐defined hierarchical structures, such as nanofibers and nanotubes. These results indicate that star‐shaped peptoids offer the potential in self‐assembly of biomimetic nanomaterials with tunable chemistries and functions.

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Sponsoring Organization:: USDOE

OSTI ID:: 1491957

Journal Information:: Biopolymers, Journal Name: Biopolymers Vol. 110 Journal Issue: 4; ISSN 0006-3525

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 22 works

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