Synthesis of molecularly imprinted polymer modified magnetic particles for chiral separation of tryptophan enantiomers in aqueous medium
•A sol-gel method was used to prepare Fe3O4@MIPs for enantioseparation of Trp.•Copolymerization of APTES and OTES formed effective imprinted caves toward L-Trp.•Fe3O4@MIPs presented excellent enantioseparation performance for Trp in water. Molecularly imprinted polymers coated magnetic particles (Fe...
Gespeichert in:
Veröffentlicht in: | Journal of Chromatography A 2020-07, Vol.1622, p.461147, Article 461147 |
---|---|
Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | •A sol-gel method was used to prepare Fe3O4@MIPs for enantioseparation of Trp.•Copolymerization of APTES and OTES formed effective imprinted caves toward L-Trp.•Fe3O4@MIPs presented excellent enantioseparation performance for Trp in water.
Molecularly imprinted polymers coated magnetic particles (Fe3O4@MIPs) were prepared and used as adsorbents in solid phase extraction for efficient enantioseparation of racemic tryptophan (Trp) in aqueous medium. The amino-modified magnetic particles (Fe3O4-NH2) were first synthesized by one-pot hydrothermal method. Then the template molecules (L-Trp) were assembled on the surface of Fe3O4-NH2. Finally, Fe3O4@MIPs were prepared via a sol-gel method using L-Trp@Fe3O4-NH2 complex as matrix, 3-aminopropyltriethoxylsilane and n-octyltriethoxysilane as functional monomers. The as-prepared Fe3O4@MIPs were spherical with an average diameter about 149 ± 6.0 nm. The thickness of MIPs layer was approximately 3.5 ± 2.3 nm. The adsorption isotherms data of Fe3O4@MIPs toward L-Trp and D-Trp were well described by the Langmuir model. The maximum adsorption capacities of Fe3O4@MIPs for L-Trp and D-Trp were calculated to be 17.2 ± 0.34 mg/g and 7.2 ± 0.19 mg/g, respectively. The material exhibited good selectivity toward L-Trp with imprinting factor of 5.6. Excitingly, the enantiomeric excess (ee) of Trp in supernatant after adsorption of racemic Trp by Fe3O4@MIPs was as high as 100%. The result suggests that the imprinted caves in Fe3O4@MIPs are highly matched with L-Trp molecule in space structure and spatial arrangement of active functional groups. The work also demonstrates that sol-gel technology has great potential in preparation of MIPs for chiral separation. |
---|---|
ISSN: | 0021-9673 1873-3778 |
DOI: | 10.1016/j.chroma.2020.461147 |