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Proceedings of the National Academy of Sciences of the United States of America logoLink to Proceedings of the National Academy of Sciences of the United States of America
. 1994 May 10;91(10):4534–4538. doi: 10.1073/pnas.91.10.4534

Spontaneous generation of a biradical species of neocarzinostatin chromophore: role in DNA bulge-specific cleavage.

O D Hensens 1, D H Chin 1, A Stassinopoulos 1, D L Zink 1, L S Kappen 1, I H Goldberg 1
PMCID: PMC43820  PMID: 8183944

Abstract

Detailed structure determination of the major and minor base-catalyzed degradation products of the chromophore of the enediyne anticancer antibiotic neocarzinostatin in the absence of DNA demonstrates that the enolate Michael addition reaction leading to a spirolactone cumulene intermediate is a spontaneous, stereoselective process. The implications of these findings for the mechanism of the thiol-independent, site-specific cleavage by the so-generated radical species of the drug at a DNA bulge are described.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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