Relationship between phosphorylation and cytotoxicity of 2-chloroadenosine and 6-methylmercaptopurine riboside in human cells.
2-Chloroadenosine but not 6-methylmercaptopurine riboside was phosphorylated by adenosine kinase negative human B cells, and the adenosine negative cells were resistant to 6-methylmercaptopurine riboside but not to 2-chloroadenosine. Phosphorylation of 6-methylmercaptopurine was totally dependent on adenosine kinase, but 2-chloroadenosine seemed to be phosphorylated by other enzyme(s) as well. The cytotoxicity of both of these analogs depends on the phosphorylation.
D015762:2-Chloroadenosine; D000241:Adenosine / Q000031:analogs & derivatives* / Q000633:toxicity; D000248:Adenosine Kinase / Q000172:deficiency / Q000378:metabolism*; D001402:B-Lymphocytes / Q000187:drug effects* / Q000201:enzymology; D002460:Cell Line; D014644:Genetic Variation; D006801:Humans; D007288:Inosine / Q000031:analogs & derivatives*; D008778:Methylthioinosine / Q000633:toxicity*; D010766:Phosphorylation; D010770:Phosphotransferases / Q000378:metabolism*
D015762:2-Chloroadenosine; D008778:Methylthioinosine; D007288:Inosine; D010770:Phosphotransferases; D000248:Adenosine Kinase; D000241:Adenosine