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. 1976 Dec;73(12):4415–4419. doi: 10.1073/pnas.73.12.4415

Isolation of 3-phosphohistidine from phosphorylated pyruvate, phosphate dikinase.

A M Spronk, H Yoshida, H G Wood
PMCID: PMC431479  PMID: 12506

Abstract

Pyruvate, phosphate dikinase (EC 2-7-9-1) catalyzes formation of phosphoenolpyruvate, AMP, and inorganic pyrophosphate from pyruvate, ATP, and orthophosphate. A pyrophosphoryl and phosphoryl form of the enzyme is involved in this transfer. The [32P]phosphoryl form of pyruvate, phosphate dikinase was prepared with enzyme isolated from Bacteroides symbiosus. The [32P]phosphoryl enzyme was found to have properties corresponding to a phosphoramidate linkage and this was confirmed by isolation of 3-[32P]phosphohistidine from alkaline hydrolysates of the enzyme. The histidyl residue is considered to be the pyrophosphoryl- and phosphoryl-carrier between the three substrate sites of this enzyme.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. ANDERSON L., JOLLES G. R. A study of the linkage of phosphorus to protein in phosphoglucomutase. Arch Biochem Biophys. 1957 Jul;70(1):121–128. doi: 10.1016/0003-9861(57)90085-1. [DOI] [PubMed] [Google Scholar]
  2. Anderson B., Weigel N., Kundig W., Roseman S. Sugar transport. 3. Purification and properties of a phosphocarrier protein (HPr) of the phosphoenolpyruvate-dependent phosphotransferase system of Escherichia coli. J Biol Chem. 1971 Nov 25;246(22):7023–7033. [PubMed] [Google Scholar]
  3. Anthony R. S., Spector L. B. Phosphorylated acetate kinase. Its isolation and reactivity. J Biol Chem. 1972 Apr 10;247(7):2120–2125. [PubMed] [Google Scholar]
  4. BANDURSKI R. S., AXELROD B. The chromatographic identification of some biologically important phosphate esters. J Biol Chem. 1951 Nov;193(1):405–410. [PubMed] [Google Scholar]
  5. BLACK S., WRIGHT N. G. beta-Aspartokinase and beta-aspartyl phosphate. J Biol Chem. 1955 Mar;213(1):27–38. [PubMed] [Google Scholar]
  6. Bell R. M., Koshland D. E., Jr Covalent enzyme-substrate intermediates. Science. 1971 Jun 18;172(3989):1253–1256. doi: 10.1126/science.172.3989.1253. [DOI] [PubMed] [Google Scholar]
  7. DELUCA M., EBNER K. E., HULTQUIST D. E., KREIL G., PETER J. B., MOYER R. W., BOYER P. D. THE ISOLATION AND IDENTIFICATION OF PHOSPHOHISTIDINE FROM MITOCHONDRIAL PROTEIN. Biochem Z. 1963;338:512–525. [PubMed] [Google Scholar]
  8. EBEL J. P., VOLMAR Y. Chromatographie sur papier des ortho, pyro, méta et polyphosphates. C R Hebd Seances Acad Sci. 1951 Jul 30;233(5):415–417. [PubMed] [Google Scholar]
  9. Edlund B., Rask L., Olsson P., Wålinder O., Zetterqvist O., Engström L. Preparation of crystalline nucleoside diphosphate kinase from baker's yeast and identification of 1-[32P]phosphohistidine as the main phosphorylated product of an alkaline hydrolysate of enzyme incubated with adenosine [32P]triphosphate. Eur J Biochem. 1969 Jul;9(4):451–455. doi: 10.1111/j.1432-1033.1969.tb00630.x. [DOI] [PubMed] [Google Scholar]
  10. Evans H. J., Wood H. G. The mechanism of the pyruvate, phosphate dikinase reaction. Proc Natl Acad Sci U S A. 1968 Dec;61(4):1448–1453. doi: 10.1073/pnas.61.4.1448. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Feldman F., Butler L. G. Detection and characterization of the phosphorylated form of microsomal glucose-6-phosphatase. Biochem Biophys Res Commun. 1969 Jul 7;36(1):119–125. doi: 10.1016/0006-291x(69)90657-3. [DOI] [PubMed] [Google Scholar]
  12. HERR E. B., Jr, KOSHLAND D. E., Jr Acid and base catalysis in a non-enzymic transfer reaction; a possible enzyme model. Biochim Biophys Acta. 1957 Jul;25(1):219–220. doi: 10.1016/0006-3002(57)90456-0. [DOI] [PubMed] [Google Scholar]
  13. Hays J. B., Simoni R. D., Roseman S. Sugar transport. V. A trimeric lactose-specific phosphocarrier protein of the Staphylococcus aureus phosphotransferase system. J Biol Chem. 1973 Feb 10;248(3):941–956. [PubMed] [Google Scholar]
  14. Hickey M. E., VanEtten R. L. Stoichiometric trapping of a convalent phosphoryl-enzyme intermediate occurring in reactions catalyzed by an acid phosphatase. Arch Biochem Biophys. 1972 Sep;152(1):423–425. doi: 10.1016/0003-9861(72)90232-9. [DOI] [PubMed] [Google Scholar]
  15. Hultquist D. E. The preparation and characterization of phosphorylated derivatives of histidine. Biochim Biophys Acta. 1968 Feb 12;153(2):329–340. doi: 10.1016/0005-2728(68)90078-9. [DOI] [PubMed] [Google Scholar]
  16. Kreil G., Boyer P. D. Detection of bound phosphohistidine in E. coli succinate thiokinase. Biochem Biophys Res Commun. 1964 Aug 11;16(6):551–555. doi: 10.1016/0006-291x(64)90191-3. [DOI] [PubMed] [Google Scholar]
  17. Lauppe H. -F., Rau G., Hengstenberg W. Synthese von [32P]phosphoenolpyruvat. FEBS Lett. 1972 Sep 15;25(2):357–357. doi: 10.1016/0014-5793(72)80524-6. [DOI] [PubMed] [Google Scholar]
  18. Macpherson H. T. Modified procedures for the colorimetric estimation of arginine and histidine. Biochem J. 1942 Feb;36(1-2):59–63. doi: 10.1042/bj0360059. [DOI] [PMC free article] [PubMed] [Google Scholar]
  19. Michaels G., Milner Y., Reed G. H. Magnetic resonance and kinetic studies of pyruvate, phosphate dikinase. Interaction of oxalate with the phosphorylated form of the enzyme. Biochemistry. 1975 Jul 15;14(14):3213–3219. doi: 10.1021/bi00685a028. [DOI] [PubMed] [Google Scholar]
  20. Miles E. W., Kumagai H. Modification of essential histidyl residues of the beta 2 subunit of tryptophan synthetase by photo-oxidation in the presence of pyridoxal 5'-phosphate and L-serine and by diethylpyrocarbonate. J Biol Chem. 1974 May 10;249(9):2843–2851. [PubMed] [Google Scholar]
  21. Milner Y., Wood H. G. Isolation of a pyrophosphoryl form of pyruvate, phosphate dikinase from Propionibacteria. Proc Natl Acad Sci U S A. 1972 Sep;69(9):2463–2468. doi: 10.1073/pnas.69.9.2463. [DOI] [PMC free article] [PubMed] [Google Scholar]
  22. Nazarova T. I., Fink N. Yu., Avaeva S. M. Phosphohistidine as the result of phosphate migration in phosphorylated inorganic pyrophosphatase from yeast. FEBS Lett. 1972 Feb 1;20(2):167–170. doi: 10.1016/0014-5793(72)80784-1. [DOI] [PubMed] [Google Scholar]
  23. Plimmer R. H. Esters of phosphoric acid: Phosphoryl hydroxyamino-acids. Biochem J. 1941 Apr;35(4):461–469. doi: 10.1042/bj0350461. [DOI] [PMC free article] [PubMed] [Google Scholar]
  24. RABINOWITZ M., LIPMANN F. Reversible phosphate transfer between yolk phosphoprotein and adenosine triphosphate. J Biol Chem. 1960 Apr;235:1043–1050. [PubMed] [Google Scholar]
  25. Rose Z. B. Evidence for a phosphohistidine protein intermediate in the phosphoglycerate mutase reaction. Arch Biochem Biophys. 1970 Oct;140(2):508–513. doi: 10.1016/0003-9861(70)90095-0. [DOI] [PubMed] [Google Scholar]
  26. Simoni R. D., Hays J. B., Nakazawa T., Roseman S. Sugar transport. VI. Phosphoryl transfer in the lactose phosphotransferase system of Staphylococcus aureus. J Biol Chem. 1973 Feb 10;248(3):957–965. [PubMed] [Google Scholar]
  27. Suzuki F. Studies on adenosine triphosphate citrate lyase of rat liver. Binding site of citrate. Biochemistry. 1971 Jul 6;10(14):2707–2710. doi: 10.1021/bi00790a008. [DOI] [PubMed] [Google Scholar]
  28. Walsh C. T., Jr, Spector L. B. Citryl phosphate and the mode of action of the citrate cleavage enzyme. J Biol Chem. 1969 Aug 25;244(16):4366–4374. [PubMed] [Google Scholar]

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