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Separation of amino‐acid enantiomers using micellar‐enhanced ultrafiltration
Author(s) -
Creagh A. L.,
Hasenack B. B. E.,
Van der Padt A.,
Sudhölter E. J. R.,
Van't Riet K.
Publication year - 1994
Publication title -
biotechnology and bioengineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.136
H-Index - 189
eISSN - 1097-0290
pISSN - 0006-3592
DOI - 10.1002/bit.260440605
Subject(s) - ultrafiltration (renal) , enantiomer , chromatography , chemistry , separation (statistics) , chiral stationary phase , organic chemistry , computer science , machine learning
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. © 1994 John Wiley & Sons, Inc.