Pyrimidine-nucleoside phosphorylase

Pyrimidine-nucleoside phosphorylase
Identifiers
EC no.2.4.2.2
CAS no.9055-35-0
Databases
BRENDAenzyme data
ExPASyNiceZyme view
KEGGenzyme entry
MetaCycmetabolic pathway
Rheareactions
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
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PMCarticles
PubMedarticles
NCBIproteins

Pyrimidine-nucleoside phosphorylase (EC 2.4.2.2) is an enzyme that catalyzes several phosphorolysis reactions which convert a pyrimidine nucleoside into the corresponding pyrimidine, by cleavage of the α-D-ribose 1-phosphate sugar unit:[1]

a pyrimidine nucleoside + phosphate (Pi) α-D-ribose 1-phosphate + a pyrimidine base

For example, uridine gives uracil:

 
 
Reversible left-right reaction arrow with minor forward substrate(s) from top left and minor reverse product(s) to bottom left
 
 
2D representation of the chemical structure of Q18213356.
ribose 1-phosphate
+
 

The reaction is reversible, so this is also how the pyrimidine nucleosides uridine, cytidine, 2'-deoxyuridine, and thymidine can be made in the bacterium Bacillus stearothermophilus in which the enzyme was characterised.[2][3][4] It has also been described from Enterobacter aerogenes.[5]

This enzyme belongs to the family of glycosyltransferases, specifically the pentosyltransferases. The systematic name of this enzyme class is pyrimidine-nucleoside:phosphate alpha-D-ribosyltransferase. This enzyme is also called Py-NPase.[6]

Structural studies

As of late 2007, two structures have been solved for this class of enzymes, with PDB accession codes PDB: 1BRW​ and PDB: 2DSJ​.[7]

References

  1. ↑ Boyer, P.D., Lardy, H. and Myrback, K. (Eds.), The Enzymes, 2nd ed., vol. 5, Academic Press, New York, 1961, p. 237-255.
  2. ↑ Saunders, P. P.; Wilson, B. A.; Saunders, G. F. (1969). "Purification and Comparative Properties of a Pyrimidine Nucleoside Phosphorylase from Bacillus stearothermophilus". Journal of Biological Chemistry. 244 (13): 3691–3697. doi:10.1016/S0021-9258(18)83424-X. PMID 4978445.
  3. ↑ Tomoki, Hamamoto; Toshitada, Noguchi; Yuichiro, Midorikawa (1996). "Purification and Characterization of Purine Nucleoside Phosphorylase and Pyrimidine Nucleoside Phosphorylase from Bacillus stearothermophilus TH 6-2". Bioscience, Biotechnology, and Biochemistry. 60 (7): 1179–1180. doi:10.1271/bbb.60.1179. PMID 8782414.
  4. ↑ Okuyama, Kiyoshi; Hamamoto, Tomoki; Noguchi, Toshitada; Midorikawa, Yuichiro (1996). "Molecular Cloning and Expression of the Pyrimidine Nucleoside Phosphorylase Gene from Bacillus stearothermophilus TH 6–2". Bioscience, Biotechnology, and Biochemistry. 60 (10): 1655–1659. doi:10.1271/bbb.60.1655. PMID 8987664.
  5. ↑ Wei, Xiao-kun; Ding, Qing-bao; Zhang, Lu; Guo, Yong-li; Ou, Lin; Wang, Chang-lu (2008). "Induction of nucleoside phosphorylase in Enterobacter aerogenes and enzymatic synthesis of adenine arabinoside". Journal of Zhejiang University Science B. 9 (7): 520–526. doi:10.1631/jzus.B0710618. PMC 2443347. PMID 18600781.
  6. ↑ Enzyme 2.4.2.2 at KEGG Pathway Database.
  7. ↑ Pugmire, Matthew J.; Ealick, Steven E. (1998). "The crystal structure of pyrimidine nucleoside phosphorylase in a closed conformation". Structure. 6 (11): 1467–1479. doi:10.1016/S0969-2126(98)00145-2. PMID 9817849.