title: Programmed enzyme-mimic hydrolysis of a choline carbonate by a metal-free 2-aminobenzimidazole-based cavitand.
abstract: The hydrolysis of a choline carbonate through a metal-free, enzyme-like mechanism has been achieved using a 2-aminobenzimidazole-based deep cavitand as catalyst. The supramolecular catalysis involves three steps: host-guest binding, carbamoylation and enzyme-like hydrolysis. Interestingly the rate-determining step proceeds through a programmed hydrolysis of carbamoylcholine-cavitand intermediate that may be driven by water molecules surrounding the benzimidazole walls of the cavity.
authors.affiliation: Departament de Química, Universitat de les Illes Balears , Ctra. Valldemossa, km 7.5, 07122 Palma de Mallorca, Spain.
authors.forename: Bartolomé
authors.initials: B
authors.lastname: Soberats
authors.forename: Elena
authors.initials: E
authors.lastname: Sanna
authors.forename: Gabriel
authors.initials: G
authors.lastname: Martorell
authors.forename: Carmen
authors.initials: C
authors.lastname: Rotger
authors.forename: Antoni
authors.initials: A
authors.lastname: Costa
mesh_terms: D001562:Benzimidazoles / Q000737:chemistry*; D002384:Catalysis; D002794:Choline / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000737:chemistry*; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D008670:Metals / Q000737:chemistry*; D015394:Molecular Structure; D012118:Resorcinols / Q000737:chemistry*
chemical_list: D001562:Benzimidazoles; D004988:Ethers, Cyclic; D008670:Metals; D012118:Resorcinols; C442939:cavitand; C027391:2-aminobenzimidazole; D002794:Choline