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In vitro biosynthesis of the antitumor agent azinomycin B.
The first demonstration of a protein cell-free system capable of supporting complete in vitro biosynthesis of the antitumor agent azinomycin B is provided. Expand
Aminoacetone as the penultimate precursor to the antitumor agent azinomycin A.
Experiments reveal that the metabolic precursor aminoacetone is a key intermediate in the production of the antitumor agent azinomycin A relative to the structurally and functionally related agent,Expand
Characterization of AziR, a resistance protein of the DNA cross-linking agent azinomycin B.
A protein identified from the Streptomyces sahachiroi genome exhibits a protective effect against the DNA alkylator azinomycin B when heterologously expressed in S. lividans and E. coli, and enhances cell survival, and also prevents DNA damage effects normally observed following az inomycin treatment. Expand
An improved method for culturing Streptomyces sahachiroi: biosynthetic origin of the enol fragment of azinomycin B.
A significant methodological improvement is reported in the culturing of the bacterium, which allows reliable and steady production of the natural product in good yields and unequivocally shows that threonine is the most advanced precursor accepted by the NRPS machinery for final processing and construction of the enol moiety of thenatural product. Expand
Cellular effects induced by the antitumor agent azinomycin B.
A robust DNA damage response is demonstrated that supports the proposed role of the drug as a covalent DNA modifying agent in vivo and is consistent with transcriptional effects. Expand
Exploration of the molecular origin of the azinomycin epoxide: timing of the biosynthesis revealed.
Streptomyces sahachiroi whole cell feeding experiments, utilizing putative precursors labeled with stable isotopes, established that the epoxide unit of the DNA cross-linked agents, azinomycin A andExpand
Priming of Azabicycle Biosynthesis in the Azinomycin Class of Antitumor Agents.
The first biosynthetic step, the inroads, in the construction of the novel aziridino [1,2-a]pyrrolidine, azabicyclic core is reported, allowing us to support a new mechanism for azabicycle formation. Expand
The Fate of Molecular Oxygen in Azinomycin Biosynthesis.
This study reports the incorporation of 18O-labeled molecular oxygen in azinomycin biosynthesis including both oxygens of the diol that ultimately adorn the aziridino[1,2- a]pyrrolidine moiety. Expand
Probing the Biosynthesis and Mode of Action of Azinomycin B