期刊
NATURE CHEMISTRY
卷 6, 期 3, 页码 222-228出版社
NATURE PUBLISHING GROUP
DOI: 10.1038/NCHEM.1842
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资金
- Northwestern University (NU) [34-947]
- World Class University Program, Korea [R-31-2008-000-10055-0]
- National Science Foundation
- Department of Defense
- NU International Institute for Nanotechnology
Stereoelectronic complementarity between the active site of an enzyme and the transition state of a reaction is one of the tenets of enzyme catalysis. This report illustrates the principles of enzyme catalysis (first proposed by Pauling and Jencks) through a well-defined model system that has been fully characterized crystallographically, computationally and kinetically. Catalysis of the bowl-to-bowl inversion processes that pertain to corannulene is achieved by combining ground-state destabilization and transition-state stabilization within the cavity of an extended tetracationic cyclophane. This synthetic receptor fulfils a role reminiscent of a catalytic antibody by stabilizing the planar transition state for the bowl-to-bowl inversion of (ethyl) corannulene (which accelerates this process by a factor of ten at room temperature) by an induced-fit mechanism first formulated by Koshland.
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