Chiral Separation of rac-Propylene Oxide on Penicillamine Coated Gold NPs
1
Institute of Complex Engineered Systems, Carnegie Mellon University, Pittsburgh, PA 15213, USA
2
Department of Chemical Engineering, Carnegie Mellon University, Pittsburgh, PA 15213, USA
3
W.E. Scott Institute for Energy Innovation, Carnegie Mellon University, Pittsburgh, PA 15213, USA
*
Author to whom correspondence should be addressed.
Nanomaterials 2020, 10(9), 1716; https://doi.org/10.3390/nano10091716
Received: 16 July 2020 / Revised: 6 August 2020 / Accepted: 20 August 2020 / Published: 30 August 2020
(This article belongs to the Special Issue Advanced Noble Metal Nanoparticles)
The surfaces of chemically synthesized spherical gold NPs (Au-NPs) have been modified using chiral L- or D-penicillamine (Pen) in order to impart enantioselective adsorption properties. These chiral Au-NPs have been used to demonstrate enantioselective adsorption of racemic propylene oxide (PO) from aqueous solution. In the past we have studied enantioselective adsorption of racemic PO on L- or D-cysteine (Cys)-coated Au-NPs. This prior work suggested that adsorption of PO on Cys-coated Au-NPs equilibrates within an hour. In this work, we have studied the effect of time on the enantioselective adsorption of racemic PO from solution onto chiral Pen/Au-NPs. Enantioselective adsorption of PO on chiral Pen/Au-NPs is time-dependent but reaches a steady state after ~18 h at room temperature. More importantly, L- or D-Pen/Au-NPs are shown to adsorb R- or S-PO enantiospecifically and to separate the two PO enantiomers from racemic mixtures of RS-PO.
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Keywords:
chiral; nanoparticles; enantioselective adsorption; penicillamine; cysteine
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MDPI and ACS Style
Shukla, N.; Blonder, Z.; Gellman, A.J. Chiral Separation of rac-Propylene Oxide on Penicillamine Coated Gold NPs. Nanomaterials 2020, 10, 1716. https://doi.org/10.3390/nano10091716
AMA Style
Shukla N, Blonder Z, Gellman AJ. Chiral Separation of rac-Propylene Oxide on Penicillamine Coated Gold NPs. Nanomaterials. 2020; 10(9):1716. https://doi.org/10.3390/nano10091716
Chicago/Turabian StyleShukla, Nisha; Blonder, Zachary; Gellman, Andrew J. 2020. "Chiral Separation of rac-Propylene Oxide on Penicillamine Coated Gold NPs" Nanomaterials 10, no. 9: 1716. https://doi.org/10.3390/nano10091716
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