Enantiopure Peptide-Functionalized Metal-Organic Frameworks

J. Bonnefoy (1) , A. Legrand (1) , E. A. Quadrelli (2) , J. Canivet (3) , D. Farrusseng (3)

1 IRCELYON - Institut de recherches sur la catalyse et l'environnement de Lyon
2 C2P2 - Laboratoire de Chimie, Catalyse, Polymères et Procédés, R 5265
3 ING - IRCELYON-Ingéniérie, du matériau au réacteur

We present herein the first example of metal-organic frameworks postfunctionalized with peptides. Our microwave-assisted postsynthetic modification method yields enantiopure peptides anchored inside MOF cavities. Al-MIL-101-NH2, In-MIL-68-NH2, and Zr-UiO-66-NH2 were chosen as starting platforms. A single amino acid and various oligopeptides are grafted with yields up to 60% after a 30 min microwave-assisted coupling-deprotection sequence. This allows efficient preparation of a library of functional hybrid solids for molecular recognition applications such as sensing, separation, or asymmetric catalysis, as demonstrated here for the chiral aldol reaction.

Domaines: Matériaux; Catalyse

J. Bonnefoy, A. Legrand, E. A. Quadrelli, J. Canivet, D. Farrusseng. Enantiopure Peptide-Functionalized Metal-Organic Frameworks. Journal of the American Chemical Society, 2015, 137 (29), pp.9409-9416. ⟨10.1021/jacs.5b05327⟩. ⟨hal-01198957⟩