Colorimetric recognition of aromatic amino acid enantiomers by gluconic acid-capped gold nanoparticles

Amino Acids. 2021 Feb;53(2):195-204. doi: 10.1007/s00726-020-02939-9. Epub 2021 Jan 12.

Abstract

In this work, we prepared gold nanoparticles (AuNPs) by employing gluconic acid (GlcA) as reducing-cum-stabilizing agent. The proposed GlcA-AuNPs successfully worked as a colorimetric sensor for visual chiral recognition of aromatic amino acid enantiomers, namely tyrosine (D/L-Tyr), phenylalanine (D/L-Phe), and tryptophan (D/L-Trp). After adding L-types to GlcA-AuNPs solution, the color of the mixture changed from red to purple (or gray), while no obvious color change occurred on the addition of D-types. The effect can be detected by naked eyes. The particles have been characterized by transmission electron microscopy, Fourier-transform infrared spectroscopy, zeta potential, the dynamic light scattering analysis as well as UV-Vis spectroscopy. This assay can be used to determine the enantiomeric excess of L-Trp in the range from 0 to + 100%. The method has advantages in simplicity, sensitivity, fast response, and low cost.

Keywords: Aromatic amino acids; Chiral recognition; Colorimetric analysis; Gold nanoparticles.

Publication types

  • Evaluation Study

MeSH terms

  • Colorimetry / instrumentation
  • Colorimetry / methods*
  • Gluconates / chemistry
  • Gold / chemistry
  • Metal Nanoparticles / chemistry
  • Phenylalanine / chemistry*
  • Stereoisomerism
  • Tryptophan / chemistry*
  • Tyrosine / chemistry*

Substances

  • Gluconates
  • Tyrosine
  • Phenylalanine
  • Gold
  • Tryptophan
  • gluconic acid