Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2010 May 26;132(20):6938-40.
doi: 10.1021/ja102633e.

Enzymelike catalysis of the Nazarov cyclization by supramolecular encapsulation

Courtney J Hastings  1 , Michael D Pluth, Robert G Bergman, Kenneth N Raymond
Affiliations
Free article

Enzymelike catalysis of the Nazarov cyclization by supramolecular encapsulation

Courtney J Hastings et al. J Am Chem Soc. .
Free article

Abstract

The water-soluble, self-assembled, tetrahedral assembly K(12)Ga(4)L(6) (L = 1,5-biscatecholamidenaphthalene) catalyzes the Nazarov cyclization of 1,3-pentadienols with extremely high levels of efficiency. The catalyzed reaction proceeds over a million times faster than the background reaction, an increase comparable to those observed in some enzymatic systems. This catalysis operates under aqueous conditions at mild temperatures and pH, and the reaction is halted by the addition of an appropriate inhibitor. This unprecedented rate enhancement is attributed to both the stabilization of protonated reaction intermediates and the effect of constrictive binding on the bound guest.

PubMed Disclaimer

Publication types