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Chem. Comm. [CLAC]

nov. 13 2019


The association of hydrophobic cavities with porphyrin derivatives has been used to mimic hemoprotein structures. The most employed cavity in this field is the β-cyclodextrin (β-CD) and scaffolds combining β-CDs and porphyrins are expected to inspire the combination of porphyrins and cucurbiturils in a near future. Aside from providing water solubility to various porphyrinic structures, the β-CD framework can also modulate and control the reactivity of the metal core of the porphyrin. After a general introduction of the challenges faced in the field of hemoprotein models and the binding behavior of β-CDs, the article will be discussing covalent and non-covalent association of porphyrins with β-CDs. In each approach, the CDs’ role differs according to the relative position of the CD concave host, either directly controlling the binding and transformation of a substrate on the metalloporphyrin or playing a dual role of controlling the water solubility and selecting the metal core axial ligand. The discussion will be of interest to the cucurbituril community as well as to the cavitand community as the information provided should be useful for the design of hemoprotein mimics using cucurbiturils (CBs).


Maxime Vonesch, Jennifer Wytko, Hiroaki Kitagishi, Koji Kano and Jean Weiss  

Modelling hemoproteins: Porphyrins and cyclodextrins as sources of inspiration

Chemical Communications, 2019, DOI: 10.1039/C9CC07545C

Contact chercheur :

Jean Weiss, équipe CLAC, Institut de Chimie (UMR 7177).