Calicheamicin γ <sub>1</sub> <sup>I</sup> : an Antitumor Antibiotic That Cleaves Double-Stranded DNA Site SpecificallyCalicheamicin gamma 1I is a recently discovered diyne-ene--containing antitumor antibiotic with considerable potency against murine tumors. In vitro, this drug interacts with double-helical DNA in the minor groove and causes site-specific double-stranded cleavage. It is proposed that the observed cleavage specificity is a result of a unique fit of the drug and DNA followed by the generation of a nondiffusible 1,4-dehydrobenzene--diradical species that initiates oxidative strand scission by hydrogen abstraction on the deoxyribose ring. The ability of calicheamicin gamma 1I to cause double-strand cuts at very low concentrations may account for its potent antitumor activity.
Calicheamicin γ <sub>1</sub> <sup>I</sup> and DNA: Molecular Recognition Process Responsible for Site-SpecificityCalicheamicin gamma 1I is a recently discovered diyne-ene-containing antitumor antibiotic that cleaves DNA in a double-stranded fashion, a rarity among drugs, at specific sequences. It is proposed that the cutting specificity is due to a combination of the complementarity of the diyne-ene portion of the aglycone with DNA secondary structures and stabilization by association of the thiobenzoate-carbohydrate tail with the minor groove.
Site-specific atom transfer from DNA to a bound ligand defines the geometry of a DNA-calicheamicin .gamma.1I complexJames J. De Voss, Craig A. Townsend, Wei Ding et al.|Journal of the American Chemical Society|1990 ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSite-specific atom transfer from DNA to a bound ligand defines the geometry of a DNA-calicheamicin .gamma.1I complexJames J. De Voss, Craig A. Townsend, Wei Dong Ding, George O. Morton, George A. Ellestad, Nada Zein, Alethea B. Tabor, and Stuart L. SchreiberCite this: J. Am. Chem. Soc. 1990, 112, 26, 9669–9670Publication Date (Print):December 1, 1990Publication History Published online1 May 2002Published inissue 1 December 1990https://pubs.acs.org/doi/10.1021/ja00182a053https://doi.org/10.1021/ja00182a053research-articleACS PublicationsRequest reuse permissionsArticle Views279Altmetric-Citations76LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts
Isolation, Structure Determination, and Proposed Mechanism of Action for Artifacts of Maduropeptin ChromophoreDaniel R. Schroeder, Kimberly L. Colson, Steven E. Klohr et al.|Journal of the American Chemical Society|1994 ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTIsolation, Structure Determination, and Proposed Mechanism of Action for Artifacts of Maduropeptin ChromophoreDaniel R. Schroeder, Kimberly L. Colson, Steven E. Klohr, Nada Zein, David R. Langley, Mike S. Lee, James A. Matson, and Terrence W. DoyleCite this: J. Am. Chem. Soc. 1994, 116, 20, 9351–9352Publication Date (Print):October 1, 1994Publication History Published online1 May 2002Published inissue 1 October 1994https://pubs.acs.org/doi/10.1021/ja00099a071https://doi.org/10.1021/ja00099a071research-articleACS PublicationsRequest reuse permissionsArticle Views405Altmetric-Citations71LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-AlertscloseSupporting Info (2)»Supporting Information Supporting Information Get e-Alerts
Exclusive abstraction of nonexchangeable protons from DNA by calicheamicin .gamma.1INada Zein, William J. McGahren, G. O. MORTON et al.|Journal of the American Chemical Society|1989 ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTExclusive abstraction of nonexchangeable protons from DNA by calicheamicin .gamma.1INada Zein, William J. McGahren, George O. Morton, Joseph Ashcroft, and George A. EllestadCite this: J. Am. Chem. Soc. 1989, 111, 17, 6888–6890Publication Date (Print):August 1, 1989Publication History Published online1 May 2002Published inissue 1 August 1989https://pubs.acs.org/doi/10.1021/ja00199a086https://doi.org/10.1021/ja00199a086research-articleACS PublicationsRequest reuse permissionsArticle Views120Altmetric-Citations61LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts