Rational Fabrication of Multiple Dimensional Assemblies from Tryptophan-Based Racemate

Chemistry. 2021 Oct 25;27(60):14911-14920. doi: 10.1002/chem.202102145. Epub 2021 Sep 15.

Abstract

Fabricating structural complex assemblies from simple amino acid-based derivatives is attracting great research interests due to their easy accessibility and preparation. However, the morphological regulation of racemates (an equimolar mixture of enantiomers) were largely overlooked. In this work, through rational modulation of kinetic and thermodynamic parameters, we achieved multiple dimensional architectures employing tryptophan-based racemate (RPWM). Upon assembling, 1D bundled nanofibers, 2D lamellar nanostructure and 3D urchin-like microflowers could be obtained depending on the solvents used. The corresponding morphology evolutions were successfully illustrated by changing the enantiomeric excess (ee) value. Moreover, for RPWM, uniform 0D nanospheres were formed in H2 O under 4 °C, which could spontaneously convert into lamella under ambient temperature. Taking advantages of its temperature-responsive phase change behavior, RPWM assemblies exhibited excellent removal efficiency for organic dye RhB, and could be reused for several consecutive cycles without significant changes in its removal performance. Taken together, it's rational to envision that the engineering of racemates assembly pathways can greatly increase the robustness in a wide variety of supramolecular materials and further lead to their blooming versatile applications.

Keywords: dye removal; morphological regulation; multiple dimensions; racemate; supramolecular chemistry.

MeSH terms

  • Amino Acids
  • Nanospheres*
  • Stereoisomerism
  • Thermodynamics
  • Tryptophan*

Substances

  • Amino Acids
  • Tryptophan