Stereochemistry of hydrolysis by snake venom phosphodiesterase.

  title={Stereochemistry of hydrolysis by snake venom phosphodiesterase.},
  author={Peter M. J. Burgers and Fritz Eckstein and Donald H. Hunneman},
  journal={The Journal of biological chemistry},
  volume={254 16},
[18O]Adenosine 5'-O-phosphorothioate-O-p-nitrophenyl ester was prepared by saponification of the bis (-O,O-p-nitrophenyl ester) with K18OH. Only the diastereoisomer with the Rp configuration si a substrate for snake venom phosphodiesterase. The asymmetrically labeled [18O]adenosine 5'-O-phosphorothioate formed in this reaction was converted enzymatically to [18O]adenosine 5'-(1-thiodiphosphate) with the Sp configuration. The position of the 18O label, either bridging [1,2-mu-18O] or nonbridging… CONTINUE READING

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