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Chiral calix[4]arenes bearing amino alcohol functionality as membrane carriers for transport of chiral amino acid methylesters and mandelic acid
Author(s) -
Bozkurt Selahattin,
Yilmaz Mustafa,
Sirit Abdulkadir
Publication year - 2012
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.21034
Subject(s) - chemistry , mandelic acid , amino acid , chloroform , chirality (physics) , phenylalanine , aromatic amino acids , tryptophan , alcohol , calixarene , membrane , organic chemistry , aqueous solution , combinatorial chemistry , biochemistry , molecule , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark
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 , 16 , 17 , 18 , 19 , 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. Chirality, 2012. © 2011 Wiley Periodicals, Inc.