The chelate effect in binding, catalysis, and chemotherapy*
Ronald Breslow**,
Sandro Belvedere, Leland Gershell, and David Leung
Department of Chemistry, Columbia University, New
York, New York 10027, USA
Abstract: 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.
*Lecture presented at the 5th International
IUPAC Symposium on Bioorganic Chemistry (ISBOC-5), Pune, India, 30 January
� 4 February, 2000.
**Corresponding author
Back to Contents for access to full
text
Page last modified 23 June 2000.
Copyright ©2000 International Union of Pure and Applied Chemistry.
Questions or comments about IUPAC, please contact, the Secretariat.
Questions regarding the website, please contact web
manager.