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

Synonyms: β-D-glucose-6-P

Superclasses: all carbohydrates a carbohydrate a glycan a carbohydrate derivative a sugar phosphate a hexose phosphate a hexose 6-phosphate D-glucose 6-phosphate D-glucopyranose 6-phosphate
all carbohydrates a carbohydrate a glycan a carbohydrate derivative a sugar phosphate a sugar 6-phosphate a hexose 6-phosphate D-glucose 6-phosphate D-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 Change Formation (ΔfG in kcal/mol): -430.78

Reactions known to consume the compound:

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

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

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

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

Reactions known to produce the compound:

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

trehalose degradation I (low osmolarity) :
α,α-trehalose 6-phosphate + H2O → β-D-glucose 6-phosphate + D-glucopyranose

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

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

Reactions known to both consume and produce the compound:

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

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

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

In Reactions of unknown directionality:

Not in pathways:
β-D-glucose 1-phosphate = β-D-glucose 6-phosphate
β-D-glucose 6-phosphate + UhpC = UhpC-glucose-6-P

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

In Transport reactions:
β-D-glucose 6-phosphate[periplasmic space] + phosphate[cytosol]β-D-glucose 6-phosphate[cytosol] + phosphate[periplasmic space] ,
HPr-Phis15 + β-D-glucopyranose[periplasmic space]β-D-glucose 6-phosphate[cytosol] + HPr ,
a [PTS enzyme I]-Nπ-phospho-L-histidine + a sugar[periplasmic space] → 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: phosphoglucosamine mutase , 2-deoxyglucose-6-phosphatase , sugar phosphatase , 3-phytase

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


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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 SRI International Pathway Tools version 19.0 on Fri Aug 28, 2015, biocyc14.