PMID: 3768305Aug 12, 1986Paper

Mevalonate-5-diphosphate decarboxylase: stereochemical course of ATP-dependent phosphorylation of mevalonate 5-diphosphate

Biochemistry
R IyengarP A Frey

Abstract

Chicken liver mevalonate-5-diphosphate decarboxylase catalyzes the reaction of mevalonate 5-diphosphate (MVADP) with ATP to produce isopentenyl diphosphate, ADP, CO2, and inorganic phosphate. The overall reaction involves an anti elimination of the tertiary hydroxyl and carboxyl groups. To investigate the mechanism for transfer of the terminal phosphoryl group of ATP to the C-3 oxygen of MVADP, we have carried out the reaction using stereospecifically labeled (Sp)-adenosine 5'-O-(3-thio[3-17O2,18O]triphosphate) [( gamma-17O2,18O]ATP gamma S) in place of ATP. The configuration of the [17O,18O]thiophosphate produced was found to be Rp, corresponding to overall inversion of configuration at phosphorus in the thiophosphoryl group transfer step. This result is consistent with the direct transfer of the thiophosphoryl group from (Sp)-[gamma-17O2,18O]ATP gamma S to MVADP at the active site. Our result does not indicate the involvement of a covalent thiophosphoryl-enzyme on the reaction pathway.

References

Jan 1, 1985·Methods in Enzymology·E Cardemil, A M Jabalquinto
Jan 1, 1982·Methods in Enzymology·M R Webb
Aug 1, 1983·Archives of Biochemistry and Biophysics·A M JabalquintoE Cardemil
Jan 1, 1962·Biochemistry·M LINDBERGK BLOCH

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Citations

Nov 26, 1987·Biochimica Et Biophysica Acta·A M Jabalquinto, E Cardemil
Dec 18, 1987·Biochimica Et Biophysica Acta·Y E ChiewC S Lee
Jul 6, 1989·Biochimica Et Biophysica Acta·A M Jabalquinto, E Cardemil
Jan 1, 1988·Comparative Biochemistry and Physiology. B, Comparative Biochemistry·A M JabalquintoE Cardemil
May 23, 2012·Antimicrobial Agents and Chemotherapy·Seung Young KimWilfred A van der Donk
Oct 8, 2011·Natural Product Reports·Jeroen S Dickschat
Nov 26, 2014·Protein Science : a Publication of the Protein Society·Jeffrey M VinokurJames U Bowie
Oct 12, 2010·Archives of Biochemistry and Biophysics·Henry M Miziorko
Dec 23, 2016·Scientific Reports·Jeffrey M VinokurJames U Bowie
Mar 11, 2015·The Journal of Biological Chemistry·Perry Allen Frey

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