Peptide Metal–Organic Frameworks for Enantioselective Separation of Chiral Drugs
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- 15 March 2017
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 139 (12), 4294-4297
- https://doi.org/10.1021/jacs.7b00280
Abstract
We report the use of a chiral Cu(II) 3D metal–organic framework (MOF) based on the tripeptide Gly-l-His-Gly (GHG) for the enantioselective separation of metamphetamine and ephedrine. Monte Carlo simulations suggest that chiral recognition is linked to preferential binding of one of the enantiomers as a result of either stronger or additional H-bonds with the framework that lead to energetically more stable diastereomeric adducts. Solid-phase extraction of a racemic mixture by using Cu(GHG) as the extractive phase permits isolating >50% of the (+)-ephedrine enantiomer as target compound in only 4 min. To our knowledge, this represents the first example of a MOF capable of separating chiral polar drugs.Keywords
Funding Information
- Generalitat Valenciana (GV/2016/137, Prometeo 2016/109)
- Ministerio de Econom?a y Competitividad (CTQ-2014-53916-P, MDM-2015-0538)
- H2020 European Research Council (714122)
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