Chiral calix[4]arenes bearing amino alcohol functionality as membrane carriers for transport of chiral amino acid methylesters and mandelic acid

BOZKURT S., Yilmaz M., Sirit A.

Chirality, vol.24, no.2, pp.129-136, 2012 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 24 Issue: 2
  • Publication Date: 2012
  • Doi Number: 10.1002/chir.21034
  • Journal Name: Chirality
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.129-136
  • Keywords: Amino acid methyl esters, Bulk liquid membrane, Chiral calix[4]arene, Mandelic acid, Transport rate
  • Uşak University Affiliated: Yes

Abstract

Novel chiral calix[4]arene derivatives bearing amino alcohol moieties at the lower rim have been synthesized from the reaction of p-tert-butylcalix[4] arene diester with various amino alcohols. The transport of amino acid esters (phenylglycine, phenylalanine, and tryptophan methyl esters hydrochloride) and mandelic acid were studied through chloroform bulk liquid membrane system using chiral calix[4]arenes 15-20. All these receptors have been found to act as carriers for transport of aromatic amino acid methylesters and mandelic acid from the aqueous source phase to the aqueous receiving phase. The influence of calixarene and guest structures upon transport through liquid membrane is discussed. © 2011 Wiley Periodicals, Inc.