The stereochemical course of thiophosphoryl group transfer catalyzed by T4 polynucleotide kinase

The stereochemical course of the phosphoryl transfer reaction catalyzed by T4 polynucleotide kinase has been determined using the chiral ATP analog, (Sp)-adenosine-5'-(3-thio-3-[18O]triphosphate). T4 polynucleotide kinase catalyzes the transfer of the gamma-thiophosphoryl group of (Sp)-adenosin...

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Bibliographic Details
Published in:The Journal of biological chemistry 1981-06, Vol.256 (12), p.5965-5966
Main Authors: Bryant, F R, Benkovic, S J, Sammons, D, Frey, P A
Format: Article
Language:English
Subjects:
Adenine Nucleotides - metabolism
Adenosine Monophosphate - analogs & derivatives
Adenosine Monophosphate - metabolism
Adenosine Triphosphate - analogs & derivatives
Adenosine Triphosphate - metabolism
ATP
Catalysis
Dinucleoside Phosphates
Gas Chromatography-Mass Spectrometry
Isoenzymes
mechanisms
Molecular Conformation
phage T4
Phosphodiesterase I
Phosphoric Diester Hydrolases
Phosphotransferases - metabolism
Polynucleotide 5'-Hydroxyl-Kinase - metabolism
polynucleotide kinase
stereochemistry
T-Phages - enzymology
Thionucleotides - metabolism
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Summary:The stereochemical course of the phosphoryl transfer reaction catalyzed by T4 polynucleotide kinase has been determined using the chiral ATP analog, (Sp)-adenosine-5'-(3-thio-3-[18O]triphosphate). T4 polynucleotide kinase catalyzes the transfer of the gamma-thiophosphoryl group of (Sp)-adenosine-5'-(3-thio-3-[18O]triphosphate) to the 5'-hydroxyl group of ApA to give the thiophosphorylated dinucleotide adenyl-5'-[18O]phosphorothioate-(3'-5')adenosine. A sample of adenyl-5'-[18O]phosphorothioate-(3'-5')adenosine was subjected to venom phosphodiesterase digestion. The resulting adenosine-5'-[18O]phosphorothioate was shown to have the Rp configuration, thus indicating that the thiophosphoryl transfer reaction occurs with overall inversion of configuration of phosphorus.
ISSN:0021-9258
1083-351X
DOI:10.1016/S0021-9258(19)69110-6