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Metabolic Modeling Tutorial
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Escherichia coli K-12 substr. MG1655 Compound: guanine

Superclasses: a nucleic acid component a nucleobase a purine base
an organic heterocyclic compound an organic heterobicyclic compound a purine
an organic heterocyclic compound an organic heterobicyclic compound a purine a purine base
an organic heterocyclic compound an organonitrogen heterocyclic compound a nucleobase a purine base
an organic heterocyclic compound an organonitrogen heterocyclic compound a purine
an organic heterocyclic compound an organonitrogen heterocyclic compound a purine a purine base

Chemical Formula: C5H5N5O

Molecular Weight: 151.13 Daltons

Monoisotopic Molecular Weight: 151.0494098086 Daltons

SMILES: C2(=NC1(=C(N=C(NC(=O)1)N)N2))

InChI: InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)

InChIKey: InChIKey=UYTPUPDQBNUYGX-UHFFFAOYSA-N

Unification Links: CAS:73-40-5 , ChEBI:16235 , ChemSpider:744 , DrugBank:DB02377 , HMDB:HMDB00132 , IAF1260:34363 , KEGG:C00242 , MetaboLights:MTBLC16235 , PubChem:764

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -15.279

Reactions known to consume the compound:

guanine and guanosine salvage :
GMP + diphosphate ← guanine + 5-phospho-α-D-ribose 1-diphosphate

guanosine nucleotides degradation III :
guanine + H+ + H2O → ammonium + xanthine

Reactions known to produce the compound:

queuosine biosynthesis :
a guanine34 in tRNA + preQ1 → a 7-aminomethyl-7-deazaguanosine34 in tRNA + guanine

Reactions known to both consume and produce the compound:

guanine and guanosine salvage , guanosine nucleotides degradation III , purine ribonucleosides degradation :
guanosine + phosphate ↔ α-D-ribose-1-phosphate + guanine

purine deoxyribonucleosides degradation I :
2'-deoxyguanosine + phosphate ↔ guanine + 2-deoxy-α-D-ribose 1-phosphate

Not in pathways:
a purine ribonucleoside + phosphate ↔ a purine base + α-D-ribose-1-phosphate

In Transport reactions:
guanine[periplasmic space]guanine[cytosol]

Enzymes inhibited by guanine, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: hypoxanthine transport [Papakostas13] , hypoxanthine transport [Papakostas13]

In Growth Media: Neidhardt EZ rich defined medium , PMA nitrogen source test + guanine


References

Papakostas13: Papakostas K, Botou M, Frillingos S (2013). "Functional identification of the hypoxanthine/guanine transporters YjcD and YgfQ and the adenine transporters PurP and YicO of Escherichia coli K-12." J Biol Chem 288(52);36827-40. PMID: 24214977


Report Errors or Provide Feedback
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 18.5 on Thu Nov 27, 2014, BIOCYC14A.