Degradation and intracellular phosphorylation of showdomycin.
The anti-tumor agent showdomycin is degraded in the presence of 0.05 M NH4HCO3 (pH 8.0) to a compound which carries a negatively charged group. Together with previous data (Darnall et al., 1967) it is suggested that ammonia causes a basic hydrolysis of the maleimide moiety under formation of a maleic acid-like compound. During this modification the C-glycosidic bond is not split. Intracellularly, in mouse lymphoma cells (L5178y), showdomycin is phosphorylated to showdomycintriphosphate, via the mono- and diphosphate stage.
D000641:Ammonia; D000903:Antibiotics, Antineoplastic / Q000378:metabolism*; D002478:Cells, Cultured; D008223:Lymphoma / Q000378:metabolism*; D009374:Neoplasms, Experimental / Q000378:metabolism; D010756:Phosphoric Acids; D012787:Showdomycin / Q000031:analogs & derivatives / Q000378:metabolism*
D000903:Antibiotics, Antineoplastic; D010756:Phosphoric Acids; D000641:Ammonia; D012787:Showdomycin