5'-Phosphorylation of natural nucleosides and their modified analogs by intact Erwinia herbicola cells: specificity with respect to donors and acceptors of phosphate group

Authors

  • A. I. Zinchenko Institute of Microbiology, Academy of Sciences of the Byelorussian SSR Minsk, USSR Author
  • I. L. Popov Institute of Microbiology, Academy of Sciences of the Byelorussian SSR Minsk, USSR Author
  • V. N. Barai Institute of Microbiology, Academy of Sciences of the Byelorussian SSR Minsk, USSR Author
  • I. A. Mikhailopulo Istitute of Bioorganic Chemistry, Academy of Sciences of the Byelorussian SSR Minsk, USSR Author

DOI:

https://doi.org/10.7124/bc.0000C8

Abstract

Nucleoside-phosphotransferase reaction catalyzed by intact cells of Erwinia herbicola 47/3 has been studied. p-Nitrophenyl phosphate is found to manifest the highest activity among phosphate donors tested. All the natural ribonucleotides and ribose-5-phosphate proved to be highly efficient as well. The activity of ribonucleosides as acceptors of phosphate group decreases in the following order: guanosine>uridine>ribothymidine>cytidine>adenosine>inosine>xanthosine. 2'-Deoxynucleosides proved to be less efficient phosphate acceptors as compared to the corresponding ribonucleosides. The findings obtained suggest that intact cells of Erw. herbicola 47/3 may be used to produce modified nucleoside-5'-monophosphates in preparative amounts

References

Scheit K. H. Nucleotide analogs. Synthesis and biological function. New York: Wiley-Interscience, 1980. 288 p.

Mitsugi K, Kamimura A, Kimura M, Okumura S. Bacterial synthesis of nucleotides. Pt ii. PhosPhoryl transfer between mononucleotides and nucleosides via a PhosPhotransferase reaction. Agr Biol Chem. 1965; 29(12):1109-18.

Harvey CL, Clericuzio EM, Nussbaum AL. Small-scale preparation of 5'-nucleotides and analogs by carrot phosphotransferase. Anal Biochem. 1970;36(2):413-21.

Marutzky R, Peterssen-Borstel H, Flosdorf J. Large scale enzymatic synthesis of nucleoside-5'-monophosphates using a phosphotransferase from carrots. Biotechnol Bioeng. 1974;16(11):1449-58.

Kazarinova LA, Matveichuk NV, Lukin NS. Study of inosine transformation into 5'-inosinic acid by the culture of Pseudomonas trifoli. Prikl Biokhim Mikrobiol. 1975;11(2):195-202.

Giziewicz J, Shugar D. Preparative enzymic synthesis of nucleoside-5'-phosphates. Acta Biochim Pol. 1975;22(1):87-98.

Juodka B. Enzymatic PhosPhorylation of 5'-hydroxyl grouP of nucleosides, nucleotides and oligonucleotides. Russian Journal of Bioorganic Chemistry. 1975; 1(10):1434-40.

Humble RW, Mackenzie G, Shaw G. Phosphorylation of Some 5-Aminoimidazole Nucleosides to the 5’ -Phosphates Using a Phosphotransferase from Wheat. Nucleosides Nucleotides. 1984;3(4):363–7.

Popov IL, Barai VN, Zinchenko AI, Chernov SP, Kvasiuk EI. Adenosine transformation into adenosine-5'-monophosphate by intact Erwinia herbicola cells. Antibiot Med Biotekhnol. 1985;30(8):588-91.

Chao HM. Nucleoside phosphotransferase from Erwinia herbicola, a new membrane-bound enzyme. J Biol Chem. 1976;251(8):2330-3.

Mitsugi K. Bacterial synthesis of nucleotides. Pt 4. Effects of inhibitors and metallic ions on the nucleoside PhosPhotransferase. Agr. Biol. Chem. 1964. 28, N 10:669-77.

Mitsugi K, Komagata K, Takahaghi M et al. Bacterial synthesis of nucleotides. Pt 11. Distribution of nucleoside PhosPhotransferases in bacteria. Agr Biol Chem. 1964; 28(9):586-600.

Eroshevskaia LA, Barai VN, Zinchenko AI, Kvasiuk EI, Mikhaĭlopulo IA. Preparative synthesis of the antiviral nucleoside 9-beta-D-arabinofuranosyladenine by using bacterial cells. Antibiot Med Biotekhnol. 1986;31(3):174-8.

Poopeiko NE, Kvasyuk EI, Mikhailopulo IA, Lidaks MJ. Stereospecific Synthesis of β-D-Xylofuranosides of Adenine and Guanine. Synthesis. 1985;1985(6/7):605–9.

Akhrem AA, Kalinichenko EN, Kvasyuk EI. MikhailoPulo IA. Synthesis of O2,2'-cyclocytidine and its 5'-monoPhosPhate. Russian Journal of Bioorganic Chemistry. 1977; 3(6):845-7.

Bray GA. A simple efficient liquid scintillator for counting aqueous solutions in a liquid scintillation counter. Anal Biochem. 1960;1(4-5):279–85.

Brunngraber EF. Nucleoside phosphotransferase from carrot. Methods Enzymol. 1978;51:387-94.

Prasher DC, Carr MC, Ives DH, Tsai TC, Frey PA. Nucleoside phosphotransferase from barley. Characterization and evidence for ping pong kinetics involving phosphoryl enzyme. J Biol Chem. 1982;257(9):4931-9.

Tunis M, Chargaff E. Studies on the nucleoside phosphotransferase of carrot. III. On the synthetic ability of the transfer enzyme. Biochim Biophys Acta. 1960;40:206-10.

Published

1989-05-20

Issue

Section

Structure and Function of Biopolymers