0000000000067460
AUTHOR
Matthew J. Rosseinsky
Peptide Metal–Organic Frameworks for Enantioselective Separation of Chiral Drugs
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 ch…
Sponge‐Like Behaviour in Isoreticular Cu(Gly‐His‐X) Peptide‐Based Porous Materials
We report two isoreticular 3D peptide-based porous frameworks formed by coordination of the tripeptides Gly-L-His-Gly and Gly-L-His-L-Lys to Cu(II) which display sponge-like behaviour. These porous materials undergo structural collapse upon evacuation that can be reversed by exposure to water vapour, which permits recovery of the original open channel structure. This is further confirmed by sorption studies that reveal that both solids exhibit selective sorption of H2 O while CO2 adsorption does not result in recovery of the original structures. We also show how the pendant aliphatic amine chains, present in the framework from the introduction of the lysine amino acid in the peptidic backbo…
CCDC 931608: Experimental Crystal Structure Determination
Related Article: Carlos Martí-Gastaldo, John E. Warren, Michael E. Briggs, Jayne A. Armstrong, K. M. Thomas, Matthew J. Rosseinsky|2015|Chem.-Eur.J.|21|16027|doi:10.1002/chem.201502098
CCDC 931607: Experimental Crystal Structure Determination
Related Article: Carlos Martí-Gastaldo, John E. Warren, Michael E. Briggs, Jayne A. Armstrong, K. M. Thomas, Matthew J. Rosseinsky|2015|Chem.-Eur.J.|21|16027|doi:10.1002/chem.201502098