Doxorubicin, Hydrochloride (Adriacin, Adriblastina, Adriamycin, Caelyx)

The hydrochloride salt of doxorubicin, an anthracycline antibiotic with antineoplastic activity. Doxorubicin, isolated from the bacterium Streptomyces peucetius var. caesius, is the hydroxylated congener of daunorubicin. Doxorubicin intercalates between base pairs in the DNA helix, thereby preventing DNA replication and ultimately inhibiting protein synthesis. Additionally, doxorubicin inhibits topoisomerase II which results in an increased and stabilized cleavable enzyme-DNA linked complex during DNA replication and subsequently prevents the ligation of the nucleotide strand after double-strand breakage. Doxorubicin also forms oxygen free radicals resulting in cytotoxicity secondary to lipid peroxidation of cell membrane lipids; the formation of oxygen free radicals also contributes to the toxicity of the anthracycline antibiotics, namely the cardiac and cutaneous vascular effects.\n\nMelting Point: 198-203C\n\nSolubility: Methanol: Water (1:1), Water\n\nAtmosphere: Argon\n\nStorage and Stability:\nMay be stored at RT for short-term only. Long-term storage is recommended at -20 degrees C. For maximum recovery of product, centrifuge the original vial prior to removing the cap. Hygroscopic and light sensitive.

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SPECIFICATIONS

Catalog Number

D9099-44

Size

25mg

Form

Supplied as an orange-red solid

Purity

~90%

References

1. Adriamycin (14-hydroxydaunomycin), a novel antitumor antibiotic. Arcamone F. et al., Tet. Letters 1969, \n13, 1007. \n2. Interference by doxorubicin with DNA unwinding in MCF-7 breast tumor cells. Fornari F.L. et al., Mol. \nPharmacology 1994, 45, 649. \n3. Effect of Adriamycin on DNA, RNA, and protein synthesis in cell-free systems and intact cells. Momarier \nR. et al., Cancer Research 1976, 36, 2891.

Alternative Names

Adriacin, Adriblastina, Adriamycin, Caelyx