Formation of gutingimycin: analytical investigation of trioxacarcin A-mediated alkylation of dsDNA.

Analytical and Bioanalytical Chemistry
Ansgar FitznerUlf Diederichsen

Abstract

Formation and fragmentation of recognition complexes between trioxacarcin A and various DNA sequences were examined by temperature-dependent UV and CD spectroscopy, HPLC analysis, and ESI mass spectrometry with regard to reaction conditions, intermediates, products, mechanism, and sequence specificity. Cleavage of the trioxacarcin-DNA complexes provided the natural product gutingimycin by guanine abstraction. The resulting DNA with an abasic site was further cleaved into a DNA fragment with a furanyl unit at the 3'-end and an oligonucleotide with a phosphorylated 5'-end.

References

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Citations

Jul 31, 2009·Analytical and Bioanalytical Chemistry·Lutz F TietzeHolm Frauendorf
Sep 24, 2013·Nature Chemistry·Thomas MagauerAndrew G Myers
Jan 20, 2011·Proceedings of the National Academy of Sciences of the United States of America·Jakub ŠvendaAndrew G Myers
May 6, 2008·Nucleic Acids Research·Roland PfohGeorge M Sheldrick
Jul 15, 2009·Marine Drugs·Carlos OlanoJosé A Salas
Feb 26, 2016·Journal of the American Chemical Society·K C NicolaouShugao Zhu
Jan 15, 2015·Angewandte Chemie·K C NicolaouPhilipp Heretsch
Aug 20, 2019·Current Drug Discovery Technologies·Krishnamoorthy VenkateskumarSubramani Balamurgan

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Methods Mentioned

BETA
X-ray

Software Mentioned

Xmass

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