Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
twitter

Escherichia coli K-12 substr. MG1655 Compound: β-D-glucose 6-phosphate

Synonyms: β-D-glucose-6-P

Superclasses: all carbohydratesa carbohydratea glycana carbohydrate derivativea sugar phosphatea hexose phosphatea hexose 6-phosphateD-glucose 6-phosphateD-glucopyranose 6-phosphate
all carbohydratesa carbohydratea glycana carbohydrate derivativea sugar phosphatea sugar 6-phosphatea hexose 6-phosphateD-glucose 6-phosphateD-glucopyranose 6-phosphate


Chemical Formula: C6H11O9P

Molecular Weight: 258.12 Daltons

Monoisotopic Molecular Weight: 260.0297185262 Daltons

β-D-glucose 6-phosphate compound structure

SMILES: C(C1(OC(C(C(C1O)O)O)O))OP([O-])([O-])=O

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

InChIKey: InChIKey=NBSCHQHZLSJFNQ-VFUOTHLCSA-L

Unification Links: ChEBI:58247, ChemSpider:10239176, HMDB:HMDB03498, IAF1260:36977, KEGG:C01172, PubChem:21604865

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -430.78

Reactions known to consume the compound:

Not in pathways:
β-D-glucose 6-phosphate + H2O → β-D-glucopyranose + phosphate

pentose phosphate pathway (oxidative branch) , superpathway of glycolysis and Entner-Doudoroff :
D-glucopyranose 6-phosphate + NADP+ → 6-phospho D-glucono-1,5-lactone + NADPH + H+

trehalose biosynthesis I :
UDP-α-D-glucose + D-glucopyranose 6-phosphate → UDP + α,α-trehalose 6-phosphate + H+

Not in pathways:
D-glucopyranose 6-phosphate[periplasm] + H2O[periplasm] → D-glucopyranose[periplasm] + phosphate[periplasm]

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

Reactions known to produce the compound:

Not in pathways:
arbutin-6-phosphate + H2O → β-D-glucose 6-phosphate + benzene-1,4-diol
salicin 6-phosphate + H2O → β-D-glucose 6-phosphate + salicyl alcohol
methyl β-D-glucoside 6-phosphate + H2O → β-D-glucose 6-phosphate + methanol

glucose and glucose-1-phosphate degradation , glycogen degradation I , trehalose degradation II (trehalase) :
D-glucopyranose + ATP → D-glucopyranose 6-phosphate + ADP + H+

trehalose degradation I (low osmolarity) :
α,α-trehalose 6-phosphate + H2O → D-glucopyranose 6-phosphate + D-glucopyranose
D-glucopyranose + ATP → D-glucopyranose 6-phosphate + ADP + H+

Not in pathways:
D-cellobiose 6'-phosphate + H2O → D-glucopyranose 6-phosphate + D-glucopyranose

Reactions known to both consume and produce the compound:

fructoselysine and psicoselysine degradation :
fructoselysine 6-phosphate + H2O ↔ β-D-glucose 6-phosphate + L-lysine

Not in pathways:
α-D-glucose 6-phosphate ↔ β-D-glucose 6-phosphate

GDP-mannose biosynthesis , gluconeogenesis I , glycolysis I (from glucose 6-phosphate) , UDP-N-acetyl-D-glucosamine biosynthesis I :
D-glucopyranose 6-phosphate ↔ β-D-fructofuranose 6-phosphate

glucose and glucose-1-phosphate degradation , glycogen biosynthesis I (from ADP-D-Glucose) , glycogen degradation I , UDP-glucose biosynthesis :
α-D-glucopyranose 1-phosphate ↔ D-glucopyranose 6-phosphate

In Reactions of unknown directionality:

Not in pathways:
β-D-glucose 1-phosphate = β-D-glucose 6-phosphate
glucose-1,6-bisphosphate + a β-phosphoglucomutase + H+ = β-D-glucose 6-phosphate + a phosphorylated β-phosphoglucomutase
β-D-glucose 6-phosphate + UhpC = UhpC-glucose-6-P

Not in pathways:
α-glucose 1,6-bisphosphate + a phosphoglucomutase = D-glucopyranose 6-phosphate + a phosphorylated phosphoglucomutase

Not in pathways:
a hexose phosphate + H2O = a hexose + phosphate

In Transport reactions:
β-D-glucose 6-phosphate[periplasm] + phosphate[cytosol]β-D-glucose 6-phosphate[cytosol] + phosphate[periplasm],
HPr-Phis15 + β-D-glucopyranose[periplasm]β-D-glucose 6-phosphate[cytosol] + HPr,
a [PTS enzyme I]-Nπ-phospho-L-histidine + a sugar[periplasm] → a [PTS enzyme I]-L-histidine + a sugar phosphate[cytosol]

Enzymes activated by β-D-glucose 6-phosphate, sorted by the type of activation, are:

Activator (Mechanism unknown) of: malate dehydrogenase [Bologna07]

Enzymes inhibited by β-D-glucose 6-phosphate, sorted by the type of inhibition, are:

Inhibitor (Mechanism unknown) of: fructose-1,6-bisphosphatase [Hines07]

This compound has been characterized as an alternative substrate of the following enzymes: sugar phosphatase, 3-phytase, phosphoglucosamine mutase, 2-deoxyglucose-6-phosphatase

In Growth Media: PMA carbon source test + D-glucose-6-phosphate, PMA phosphorus source test + D-glucose-6-phosphate


References

Bologna07: Bologna FP, Andreo CS, Drincovich MF (2007). "Escherichia coli malic enzymes: two isoforms with substantial differences in kinetic properties, metabolic regulation, and structure." J Bacteriol 189(16);5937-46. PMID: 17557829

Hines07: Hines JK, Kruesel CE, Fromm HJ, Honzatko RB (2007). "Structure of inhibited fructose-1,6-bisphosphatase from Escherichia coli: distinct allosteric inhibition sites for AMP and glucose 6-phosphate and the characterization of a gluconeogenic switch." J Biol Chem 282(34);24697-706. PMID: 17567577


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 Pathway Tools version 19.5 (software by SRI International) on Mon May 2, 2016, biocyc14.