Peptide Metal–Organic Frameworks for Enantioselective Separation of Chiral Drugs

• DOI: 10.1021/jacs.7b00280
• Publication Date: 2017-03-09T06:02:12Z
• Authors: José Navarro-Sánchez; Ana I. Argente-Ga...; Yolanda Moliner-M...; Daniel Roca-Sanjuán; Dmytro Antypov; Pilar Campíns-Falcó; Matthew J. Rossei...; Carlos Martí-Gast...
• Keywords: Diastereomer; Tripeptide; Racemic mixture

We report the use of a chiral Cu(II) 3D metal-organic framework (MOF) based on tripeptide Gly-l-His-Gly (GHG) for enantioselective separation metamphetamine and ephedrine. Monte Carlo simulations suggest that recognition is linked to preferential binding one enantiomers as result either stronger or additional H-bonds with lead energetically more stable diastereomeric adducts. Solid-phase extraction racemic mixture by using Cu(GHG) extractive phase permits isolating >50% (+)-ephedrine enantiomer target compound in only 4 min. To our knowledge, this represents first example MOF capable separating polar drugs.