Dataset Information

Morphology-Controlled Self-Assembly and Synthesis of Biopolyimide Particles from 4-Amino-l-phenylalanine.

ABSTRACT: Self-assembling polyimides (PIs) having diketopiperazine (DKP) components were synthesized by polycondensation of a 4-amino-l-phenylalanine (4APhe) dimer, an aromatic diamine newly designed in this study. The amino acid-derived PIs showed high thermal resistance, with a 10% weight loss temperature (T d10) of 432 °C at the maximum, and did not show any glass transition below the thermal decomposition temperature. The poly(amic acid) (PAA) precursors formed nanospheres upon reprecipitation over dimethylacetamide into water. The nanospheres were then added to solvents with different polarities and sonicated to induce deformation of the spherical forms into spiky balls, flakes, or rods. The PAA particle morphologies were retained in the PIs after the two-step imidization. Finally, the PI particles with self-assembling DKP moieties were formed, and their morphologies were fine-tuned using different mixed solvents.

SUBMITTER: Hirayama T

PROVIDER: S-EPMC7016914 | biostudies-literature | 2020 Feb

REPOSITORIES: biostudies-literature

ACCESS DATA

Publications

Morphology-Controlled Self-Assembly and Synthesis of Biopolyimide Particles from 4-Amino-l-phenylalanine.

Hirayama Thawinda T Kumar Amit A Takada Kenji K Kaneko Tatsuo T

ACS omega 20200203 5

Self-assembling polyimides (PIs) having diketopiperazine (DKP) components were synthesized by polycondensation of a 4-amino-l-phenylalanine (4APhe) dimer, an aromatic diamine newly designed in this study. The amino acid-derived PIs showed high thermal resistance, with a 10% weight loss temperature (<i>T</i> <sub>d10</sub>) of 432 °C at the maximum, and did not show any glass transition below the thermal decomposition temperature. The poly(amic acid) (PAA) precursors formed nanospheres upon repre ...[more]

PMID: 32064379

Similar Datasets

Project description:Supramolecular hydrogels have emerged as a class of promising biomaterials for applications such as drug delivery and tissue engineering. Self-assembling peptides have been well studied for such applications, but low molecular weight (LMW) amino acid-derived gelators have attracted interest as low-cost alternatives with similar emergent properties. Fluorenylmethyloxycarbonyl-phenylalanine (Fmoc-Phe) is one such privileged motif often chosen due to its inherent self-assembly potential. Previously, we developed cationic Fmoc-Phe-DAP gelators that assemble into hydrogel networks in aqueous NaCl solutions of sufficient ionic strength. The chloride anions in these solutions screen the cationic charge of the gelators to enable self-assembly to occur. Herein, we report the effects of varying the anions of sodium salts on the gelation potential, nanoscale morphology, and hydrogel viscoelastic properties of Fmoc-Phe-DAP and two of its fluorinated derivatives, Fmoc-3F-Phe-DAP and Fmoc-F5-Phe-DAP. It was observed that both the anion identity and gelator structure had a significant impact on the self-assembly and gelation properties of these derivatives. Changing the anion identity resulted in significant polymorphism of the nanoscale morphology of the assembled states that was dependent on the chemical structure of the gelator. The emergent viscoelastic character of the hydrogel networks was also found to be reliant on the anion identity and gelator structure. These results demonstrate the complex interplay between the gelator and environment that have a profound and often unpredictable impact on both self-assembly properties and emergent viscoelasticity in supramolecular hydrogels formed by LMW compounds. This work also illustrates the current lack of understanding that limits the rational design of potential biomaterials that will be in contact with complex biological fluids and provides motivation for additional research to correlate the chemical structure of LMW gelators with the structure and emergent properties of the resulting supramolecular assemblies as a function of environment.

Dataset Information

Morphology-Controlled Self-Assembly and Synthesis of Biopolyimide Particles from 4-Amino-l-phenylalanine.

Publications

Morphology-Controlled Self-Assembly and Synthesis of Biopolyimide Particles from 4-Amino-l-phenylalanine.

Similar Datasets

OmicsDI is part of the ELIXIR infrastructure

Tweets