Peptide Metal-Organic Frameworks for Enantioselective Separation of Chiral Drugs
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Peptide Metal-Organic Frameworks for Enantioselective Separation of Chiral Drugs

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Peptide Metal-Organic Frameworks for Enantioselective Separation of Chiral Drugs

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Navarro-Sánchez, José; Argente García, Ana Isabel; Moliner Martínez, Yolanda; Roca Sanjuán, Daniel; Antypov, Dmytro; Campíns Falcó, Pilar; Rosseinsky, Matthew J.; Martí Gastaldo, Carlos
Aquest document és un/a article, creat/da en: 2017
We report the ability of a chiral Cu(II) 3D 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 result of either stronger or additional H-bonds with the framework that lead to energetically more stable diastereomeric adducts. Solid phase extraction (SPE) of a racemic mixture by using Cu(GHG) as extractive phase permits isolating more than 50% of the (+)-ephedrine enantiomer as target compound in only four minutes. To the best of our knowledge, this represents the first example of a MOF capable of separating chiral polar drugs.

    Navarro-Sánchez, José Argente García, Ana Isabel Moliner Martínez, Yolanda Roca Sanjuán, Daniel Antypov, Dmytro Campíns Falcó, Pilar Rosseinsky, Matthew J. Martí Gastaldo, Carlos 2017 Peptide Metal-Organic Frameworks for Enantioselective Separation of Chiral Drugs Journal of the American Chemical Society 139 12 4294 4297
https://doi.org/10.1021/jacs.7b00280
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