Enantioselective Separation of Racemic Tryptophan with Sonochemically Prepared Egg Albumin Microspheres

Amruta Mutalikdesai, Amani Zoabi, Vijay Bhooshan Kumar, Raed Abu-Reziq, Alfred Hassner, Aharon Gedanken

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

New approaches for chiral resolution are gaining importance and are of economic interest for the development of pharmaceuticals, agrochemicals, chiral sensors and food additives. Herein we disclose the first examples in which sonochemically prepared egg albumin microspheres (EAMs) were used for chiral resolution of an amino acid. When EAMs were in contact with an aqueous solution of racemic tryptophan (Trp) they selectively interacted with L-Trp leading to 94% enantiomeric excess (ee) of D-Trp. In a control experiment in which the egg protein, without applying ultrasonic waves to form microspheres, was dissolved and exposed to racemic Trp, no chiral resolution was observed. The effects of temperature and concentration were studied in detail. These preliminary results show that EAMs produced by sonication may provide a simple, cost-effective an unconventional way to chiral separation of racemic amino acids.

Original languageEnglish
Pages (from-to)4004-4008
Number of pages5
JournalChemistrySelect
Volume3
Issue number14
DOIs
StatePublished - 17 Apr 2018

Bibliographical note

Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • Circular dichroism
  • HPLC
  • egg albumin microsphere
  • enantiomeric excess
  • sonochemistry
  • tryptophan

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