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Escherichia coli K-12 substr. MG1655 Compound: guanine

Superclasses: a nucleic acid componenta nucleobasea purine base
an organic heterocyclic compoundan organic heterobicyclic compounda purinea purine base
an organic heterocyclic compoundan organic heterobicyclic compounda purine
an organic heterocyclic compoundan organonitrogen heterocyclic compounda nucleobasea purine base
an organic heterocyclic compoundan organonitrogen heterocyclic compounda purinea purine base
an organic heterocyclic compoundan organonitrogen heterocyclic compounda purine


Chemical Formula: C5H5N5O

Molecular Weight: 151.13 Daltons

Monoisotopic Molecular Weight: 151.0494098086 Daltons

guanine compound structure

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 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[periplasm]guanine[cytosol],
a nucleobase[periplasm]a nucleobase[extracellular space]

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


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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 Pathway Tools version 19.5 (software by SRI International) on Sat Feb 13, 2016, biocyc13.