Separation of D, L-amino acids using ligand exchange membranes
| Autor: | Somdatta Bhattacharya, Georges Belfort, John J. Keating |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Chromatography
Chemistry Chiral ligand Regenerated cellulose Filtration and Separation 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Biochemistry 0104 chemical sciences law.invention Chiral column chromatography Membrane law Racemic mixture General Materials Science Physical and Theoretical Chemistry Enantiomer 0210 nano-technology Enantiomeric excess Filtration |
| Zdroj: | Journal of Membrane Science. 555:30-37 |
| ISSN: | 0376-7388 |
| Popis: | Chiral ligand exchange membranes were synthesized for potential use in racemic filtration applicable to the pharmaceutical industry. Regenerated cellulose membranes with 1 kDa molecular weight cutoff (MWCO) were grafted with chiral L -proline-copper complexes through an intermediate epoxy-silane surface functionalization reaction performed for various times (0, 1.5, 3, 6, 12 and 24 h). The resulting membranes were evaluated in single component diffusion experiments with D or L -Phenylalanine (Phe), which showed much higher permeability for D -Phe compared with L -Phe. The membranes were then evaluated under pressure-driven, single enantiomer filtration and all grafted membranes exhibited predicted enantiomeric excess, with the 6 h epoxy-silane modified membrane yielding 100% enantiomeric excess (EE) over the largest throughput. An equimolar racemic mixture of D,L-Phe was subsequently used to challenge the optimum 6 h epoxy-silane modified membrane, and a two-tiered breakthrough curve was obtained. As predicted by the single enantiomer filtration results, the membrane was shown to completely fractionate the enantiomers at Peclet numbers of ~ 400. The high Peclet number during filtration combined with complete enantiomer fractionation is very intriguing as a competitive technology to chiral chromatography. Simply exposing the membrane surface to the epoxy-silane, L -proline, and copper solution presents a facile and scalable method for membrane surface modification. |
| Databáze: | OpenAIRE |
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