Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
twitter

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 Mon Dec 22, 2014, BIOCYC13A.