doi: 10.1021/bi00580a022.
Stereochemical course of the reaction catalyzed by 5'-nucleotide phosphodiesterase from snake venom
- PMID: 224905
- DOI: 10.1021/bi00580a022
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Stereochemical course of the reaction catalyzed by 5'-nucleotide phosphodiesterase from snake venom
Biochemistry.
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Abstract
The hydrolysis reaction of ATP alpha S by snake venom phosphodiesterase is highly specific for the B diastereomer and proceeds with 88% retention of configuration at phosphorus. Since this enzyme also catalyzes the hydrolysis of the S enantimoer of O-p-nitrophenyl phenylphosphonothioate, the absolute configuration at A alpha of ATP alpha S (B) is assigned as the R configuration provided the two substrates are processed identically. A mechanism for the hydrolysis reactions catalzyed by the venom phosphodiesterase involving at least a single covalent phosphoryl-enzyme intermediate is in accord with this result.
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