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Pure and Applied Chemistry

The Scientific Journal of IUPAC

Ed. by Burrows, Hugh / Weir, Ron / Stohner, Jürgen

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The chelate effect in binding, catalysis, and chemotherapy

Ronald Breslow1 / Sandro Belvedere1 / Leland Gershell1 / David Leung1

1Department of Chemistry, Columbia University, New York, New York 10027, USA


International IUPAC Symposium on Bioorganic Chemistry (ISBOC-5), International Symposium on Bioorganic Chemistry, ISBOC, Bioorganic Chemistry, 5th, Pune, India, 2000-01-30–2000-02-04

Citation Information: Pure and Applied Chemistry. Volume 72, Issue 3, Pages 333–342, ISSN (Online) 1365-3075, ISSN (Print) 0033-4545, DOI: 10.1351/pac200072030333, January 2009

Publication History

Published Online:

Cyclodextrin (CD) dimers bind amino acid side chains, and such binding can dissociate aggregated proteins, including citrate synthase (dimer) and lactic dehydrogenase (tetramer). A CD dimer can bind a hydrophobic photosensitizer that, upon irradiation, generates singlet oxygen. This cleaves the dimer and releases the photosensitizer. CD dimers in a cytochrome P-450 mimic steer catalyzed hydroxylation to a bound steroid with geometric control. Chelate binding has also led to a group of cytodifferentiating agents whose mechanism has been recently established. They have promising anticancer properties, and are currently entering human trials as therapeutic agents.

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