Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc 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): 36.0766 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

guanosine nucleotides degradation II , guanosine nucleotides degradation III , purine nucleobases degradation I (anaerobic) , purine nucleobases degradation II (anaerobic) :
guanine + H+ + H2O → ammonium + xanthine

Reactions known to produce the compound:

archaeosine biosynthesis :
guanine at position 15 of an archaeal tRNA + preQ0 → preQ0 at position 15 of an archaeal tRNA + guanine

guanine and guanosine salvage II , guanosine nucleotides degradation II :
guanosine + H2O → D-ribofuranose + guanine

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

arsenate detoxification I (glutaredoxin) :
a purine ribonucleoside + arsenate → a purine base + ribose-1-arsenate

Not in pathways:
a purine ribonucleoside + H2O → D-ribofuranose + a purine base

Reactions known to both consume and produce the compound:

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

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

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

purine deoxyribonucleosides degradation , 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 Reactions of unknown directionality:

Not in pathways:
a guanine34 in tRNA + queuine + H+ = a queuosine34 in tRNA + guanine


a purine 2'-deoxyribonucleoside + phosphate = a purine base + 2-deoxy-α-D-ribose 1-phosphate


a D-ribosyl-base(1) + a base(2) = a D-ribosyl-base(2) + a base(1)
a 2-deoxy-D-ribosyl-base(1) + a base(2) = a 2-deoxy-D-ribosyl-base(2) + a base(1)

In Transport reactions:
guanine[extracellular space] + ATP + H2O ↔ guanine[cytosol] + ADP + phosphate + H+ ,
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]


References

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

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 MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Wed Nov 26, 2014, biocyc13.