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Escherichia coli K-12 substr. MG1655 Compound: pyrimidin-2-one-ribonucleoside

Superclasses: a nucleic acid component a nucleoside a pyrimidine nucleoside
an organic heterocyclic compound an organonitrogen heterocyclic compound a diazine a pyrimidine a pyrimidine nucleoside

Chemical Formula: C9H12N2O5

Molecular Weight: 228.2 Daltons

Monoisotopic Molecular Weight: 228.07462150610002 Daltons

pyrimidin-2-one-ribonucleoside compound structure

SMILES: C2(=NC(=O)N(C1(OC(CO)C(O)C(O)1))C=C2)

InChI: InChI=1S/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2/t5-,6-,7-,8-/m1/s1

InChIKey: InChIKey=RPQZTTQVRYEKCR-WCTZXXKLSA-N

Unification Links: ChEBI:46938 , PubChem:100016

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -159.71

Reactions known to consume the compound:

Not in pathways:
a pyrimidine nucleoside + H2O + H+ → a pyrimidine base + D-ribofuranose

Reactions known to produce the compound:

Not in pathways:
a nucleoside 5'-monophosphate[periplasmic space] + H2O[periplasmic space]a nucleoside[periplasmic space] + phosphate[periplasmic space]

In Transport reactions:
a nucleoside[extracellular space]a nucleoside[periplasmic space] ,
a nucleoside[periplasmic space] + H+[periplasmic space]a nucleoside[cytosol] + H+[cytosol]

Enzymes inhibited by pyrimidin-2-one-ribonucleoside, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: cytidine deaminase [Frick89]


References

Frick89: Frick L, Yang C, Marquez VE, Wolfenden R (1989). "Binding of pyrimidin-2-one ribonucleoside by cytidine deaminase as the transition-state analogue 3,4-dihydrouridine and the contribution of the 4-hydroxyl group to its binding affinity." Biochemistry 1989;28(24);9423-30. PMID: 2692708


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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by SRI International Pathway Tools version 19.0 on Tue Aug 4, 2015, biocyc13.