Interior-filled self-assemblies of tyrosyl bolaamphiphiles regulated by hydrogen bonds

Jinyoung Kwak, Seung Soo Nam, Junghyun Cho, Eunji Sim, Sang Yup Lee

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Bolaamphiphilic molecules with tyrosyl end groups formed interior-filled spherical self-assemblies, which are distinct from the vesicular or tubular structures of other similar peptidic bolaamphiphile assemblies reported in the literature. In this study, the self-assembly mechanism of these tyrosyl bolaamphiphiles was investigated taking into consideration the solvent effects on the molecular interaction forces using molecular modeling. The dissipative particle dynamics simulation of an aqueous tyrosyl bolaamphiphile solution suggested that the interior-filled assemblies were produced by a solvent-regulated assembly of small aggregates of bolaamphiphiles. These small aggregates were generated by hydrophobic interactions at an early stage, and then further assembled to form large spherical assemblies through intermolecular forces, including hydrogen bonds between the intermediate aggregates. Additional experiments and density functional theory calculations based on solvent variations proved that smaller assembled structures could be obtained by disrupting the hydrogen bonds between the intermediates. The assembly mechanism of these peptidic bolaamphiphiles afforded a facile way to create condensed supramolecular structures with controlled sizes.

Original languageEnglish
Pages (from-to)10274-10281
Number of pages8
JournalPhysical Chemistry Chemical Physics
Volume19
Issue number16
DOIs
Publication statusPublished - 2017 Jan 1

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Self assembly
assemblies
self assembly
Hydrogen bonds
hydrogen bonds
assembly
disrupting
intermolecular forces
molecular interactions
Molecular modeling
Molecular interactions
density functional theory
Density functional theory
bolaamphiphile
molecules
simulation
Molecules
interactions
Computer simulation
Experiments

All Science Journal Classification (ASJC) codes

  • Physics and Astronomy(all)
  • Physical and Theoretical Chemistry

Cite this

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title = "Interior-filled self-assemblies of tyrosyl bolaamphiphiles regulated by hydrogen bonds",
abstract = "Bolaamphiphilic molecules with tyrosyl end groups formed interior-filled spherical self-assemblies, which are distinct from the vesicular or tubular structures of other similar peptidic bolaamphiphile assemblies reported in the literature. In this study, the self-assembly mechanism of these tyrosyl bolaamphiphiles was investigated taking into consideration the solvent effects on the molecular interaction forces using molecular modeling. The dissipative particle dynamics simulation of an aqueous tyrosyl bolaamphiphile solution suggested that the interior-filled assemblies were produced by a solvent-regulated assembly of small aggregates of bolaamphiphiles. These small aggregates were generated by hydrophobic interactions at an early stage, and then further assembled to form large spherical assemblies through intermolecular forces, including hydrogen bonds between the intermediate aggregates. Additional experiments and density functional theory calculations based on solvent variations proved that smaller assembled structures could be obtained by disrupting the hydrogen bonds between the intermediates. The assembly mechanism of these peptidic bolaamphiphiles afforded a facile way to create condensed supramolecular structures with controlled sizes.",
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Interior-filled self-assemblies of tyrosyl bolaamphiphiles regulated by hydrogen bonds. / Kwak, Jinyoung; Nam, Seung Soo; Cho, Junghyun; Sim, Eunji; Lee, Sang Yup.

In: Physical Chemistry Chemical Physics, Vol. 19, No. 16, 01.01.2017, p. 10274-10281.

Research output: Contribution to journalArticle

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