Inactivation of S-adenosylhomocysteine hydrolase by nucleosides.
The irreversible inactivation of S-adenosylhomocysteine hydrolase purified from hamster and bovine liver by adenosine analogs substituted in the 5' and 2 positions has been investigated in detail. 5'-Cyano-5'-deoxyadenosine inactivates as potently as 9-beta-D-arabinofuranosyladenine (Ara-A). Substitution of the Ara-A at the 2 position by halogens or deleting N at the 3 position decreases its potency. Although weak, 2',3'-dideoxyadenosine can also inactivate the enzyme. The irreversible inactivation of the hydrolase in rat hepatocytes incubated with 2-chloroadenosine or 3-deaza-Ara-A could be demonstrated, concomitant with increases in 35S-labeled S-adenosylhomocysteine and S-adenosylmethionine in the hepatocytes.
D000241:Adenosine / Q000031:analogs & derivatives / Q000494:pharmacology; D043383:Adenosylhomocysteinase; D000818:Animals; D002417:Cattle; D006224:Cricetinae; D006867:Hydrolases / Q000037:antagonists & inhibitors*; D066298:In Vitro Techniques; D007700:Kinetics; D008099:Liver / Q000201:enzymology; D008297:Male; D009705:Nucleosides / Q000494:pharmacology*; D051381:Rats; D011919:Rats, Inbred Strains; D014740:Vidarabine / Q000031:analogs & derivatives / Q000494:pharmacology
D009705:Nucleosides; D006867:Hydrolases; D043383:Adenosylhomocysteinase; D014740:Vidarabine; D000241:Adenosine