Key result
Rat liver cell-free preparations convert nogalamycin to 7-deoxynogalarol ~17-fold faster than Streptomyces nogalater.
Cell-free preparations from rat liver and S. nogalater can convert anthracycline antibiotics to their 7-deoxyaglycones via oxygen-sensitive, reduced pyridine nucleotide-dependent processes.
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In vitro anthracycline conversion by rat and bacterial enzymes leaves open human metabolic relevance; extends mechanistic understanding for future studies.
Cell-free preparations of Streptomyces nogalater and rat liver catalyze reduced pyridine nucleotide dependent conversion of nogalamycin to 7-deoxynogalarol and nogalose (Scheme 1). The mammalian process requires TPNH and has a specific activity of 85 nmoles of 7-deoxynogalarol formed per hour per mg of protein while the bacterial process prefers DPNH and has a specific activity of 5. The oxygen-sensitive conversions have pH optima of 7.5 (rat) and 9 (S. nogalater). Other anthracycline substrates converted to their 7-deoxyaglycones by both systems include nogamycin, 7(R)-O-methylnogarol, 7(R)-O-methylnogalarol, doxorubicin (Adriamycin), steffimycin, and steffimycin B.
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Rueckert et al. (1979) studied this question. Cell-free preparations of Streptomyces nogalater and rat liver was evaluated on Specific activity of conversion of nogalamycin to 7-deoxynogalarol. Cell-free preparations of Streptomyces nogalater and rat liver catalyze the conversion of nogalamycin to 7-deoxynogalarol with specific activities of 5 and 85 nmoles/hr/mg protein, respectively.
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