Separation of amino-acid enantiomers using micellar-enhanced ultrafiltration

Micellar-enhanced ultrafiltration (MEUF) is investigated as a large-scale technique for separating amino acid enantiomers. Specifically, L-5-cholesterol glutamate, a chiral ligand-exchange cosurfactant, is used together with a nonionic surfactant to form mixed micelles that preferentially bind D-phe...

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Bibliographic Details
Published inBiotechnology and bioengineering Vol. 44; no. 6; p. 690
Main Authors Creagh, A L, Hasenack, B B, Van der Padt, A, Sudhölter, E J, Van't Riet, K
Format Journal Article
LanguageEnglish
Published United States 05.09.1994
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Summary:Micellar-enhanced ultrafiltration (MEUF) is investigated as a large-scale technique for separating amino acid enantiomers. Specifically, L-5-cholesterol glutamate, a chiral ligand-exchange cosurfactant, is used together with a nonionic surfactant to form mixed micelles that preferentially bind D-phenylalanine over L-phenylalanine in the presence of copper(II). Operational selectivities as high as 4.2 are obtained. Potentiometric titrations using a water-soluble model compound similar to the chiral cosurfactant indicate that the ternary copper complex with phenylalanine has a stereoselectivity for the D enantiomer which is significantly smaller than that observed in the MEUF system. Thus, the selectivity of the chiral legend's local solvent and structural environment.
ISSN:0006-3592
DOI:10.1002/bit.260440605