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Duocarmycin SA is a member of a growing class of interesting lead compounds for chemotherapy, distinguished by the manner in which they bind to and react with DNA substrates. The first three-dimensional structure of a DNA adduct of an unnatural enantiomer from this family has been determined by (1)H NMR methods. Comparison to the previously determined structure of the natural enantiomer bound in the same DNA-binding site provides unique insights into the similarities and critical distinctions producing the respective alkylation products and site selectivities. The results also support the hypothesis that the duocarmycin SA alkylation reaction is catalyzed by the binding to DNA, and provide a deeper understanding of the structural basis for this unique mode of activation.
The structural basis for in situ activation of DNA alkylation by duocarmycin SA.,Smith JA, Bifulco G, Case DA, Boger DL, Gomez-Paloma L, Chazin WJ J Mol Biol. 2000 Jul 28;300(5):1195-204. PMID:10903864[1]
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.
References
↑ Smith JA, Bifulco G, Case DA, Boger DL, Gomez-Paloma L, Chazin WJ. The structural basis for in situ activation of DNA alkylation by duocarmycin SA. J Mol Biol. 2000 Jul 28;300(5):1195-204. PMID:10903864 doi:http://dx.doi.org/10.1006/jmbi.2000.3887
