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MetaCyc Compound: α-D-galactose 1-phosphate

Systematic Name: alpha-D-galactopyranose, 1-(dihydrogen phosphate)

Synonyms: α-D-Gal-1-P, α-D-galactopyranose 1-phosphate, galactose-1-P, D-galactose-1-phosphate

Superclasses: all carbohydrates a carbohydrate a glycan a carbohydrate derivative a sugar phosphate a hexose phosphate a galactose phosphate a D-galactose 1-phosphate
all carbohydrates a carbohydrate a glycan a carbohydrate derivative a sugar phosphate a hexose phosphate a hexose 1-phosphate an alpha-hexose 1-phosphate
all carbohydrates a carbohydrate a glycan a carbohydrate derivative a sugar phosphate a hexose phosphate a hexose 6-phosphate a D-galactose 1-phosphate
all carbohydrates a carbohydrate a glycan a carbohydrate derivative a sugar phosphate a sugar 1-phosphate a hexose 1-phosphate an alpha-hexose 1-phosphate
all carbohydrates a carbohydrate a glycan a carbohydrate derivative a sugar phosphate a sugar 6-phosphate a hexose 6-phosphate a D-galactose 1-phosphate

Chemical Formula: C6H11O9P

Molecular Weight: 258.12 Daltons

Monoisotopic Molecular Weight: 260.0297185262 Daltons

α-D-galactose 1-phosphate compound structure

SMILES: C(O)C1(OC(OP(=O)([O-])[O-])C(O)C(O)C(O)1)

InChI: InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/p-2/t2-,3+,4+,5-,6-/m1/s1

InChIKey: InChIKey=HXXFSFRBOHSIMQ-FPRJBGLDSA-L

Unification Links: CAS:2255-14-3 , ChEBI:58336 , ChemSpider:5447153 , HMDB:HMDB00645 , IAF1260:35001 , KEGG:C00446 , MetaboLights:MTBLC58336 , PubChem:7098639

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -319.04593 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

Not in pathways:
α-D-galactose 1-phosphate + H2O → D-galactopyranose + phosphate

Not in pathways:
a sugar phosphate + H2O → a sugar + phosphate

Reactions known to both consume and produce the compound:

D-galactose degradation V (Leloir pathway) :
α-D-galactose + ATP ↔ α-D-galactose 1-phosphate + ADP + H+
UDP-α-D-glucose + α-D-galactose 1-phosphate ↔ UDP-α-D-galactose + α-D-glucopyranose 1-phosphate

galactose degradation I (Leloir pathway) :
α-D-galactose + ATP ↔ α-D-galactose 1-phosphate + ADP + H+
UDP-α-D-glucose + α-D-galactose 1-phosphate ↔ UDP-α-D-galactose + α-D-glucopyranose 1-phosphate

galactose degradation III :
α-D-galactose + ATP ↔ α-D-galactose 1-phosphate + ADP + H+
α-D-galactose 1-phosphate + UTP + H+ ↔ UDP-α-D-galactose + diphosphate

stachyose degradation :
α-D-galactose + ATP ↔ α-D-galactose 1-phosphate + ADP + H+
α-D-galactose 1-phosphate + UTP + H+ ↔ UDP-α-D-galactose + diphosphate
UDP-α-D-glucose + α-D-galactose 1-phosphate ↔ UDP-α-D-galactose + α-D-glucopyranose 1-phosphate

Not in pathways:
β-D-galactosyl-(1->4)-L-rhamnose + phosphate ↔ L-rhamnopyranose + α-D-galactose 1-phosphate

Not in pathways:
UTP + a sugar 1-phosphate + H+ ↔ a UDP-sugar + diphosphate

In Reactions of unknown directionality:

Not in pathways:
β-D-galactopyranosyl-(1->3)-N-acetyl-D-glucosamine + phosphate = α-D-galactose 1-phosphate + N-acetyl-β-D-glucosamine
α-D-galactose 1-phosphate + dTTP + H+ = dTDP-α-D-galactose + diphosphate

Not in pathways:
phosphoramidate + a D-hexose = an α-hexose 1-phosphate + ammonium

In Transport reactions:
a [PTS enzyme I]-Nπ-phospho-L-histidine + a sugar[out] → a [PTS enzyme I]-L-histidine + a sugar phosphate[in]

Enzymes inhibited by α-D-galactose 1-phosphate, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: galactokinase [Dey83]

This compound has been characterized as an alternative substrate of the following enzymes: UDP-sugar pyrophosphorylase , α-D-glucose-1-phosphatase


References

Dey83: Dey PM (1983). "Galactokinase of Vicia faba seeds." Eur J Biochem 136(1);155-9. PMID: 6617655

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


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 19.0 on Wed Sep 2, 2015, biocyc14.