Escherichia coli K-12 substr. MG1655 Compound Class: D-ribose 5-phosphate

Synonyms: D-ribose-5-phosphoric acid, ribose-5-phosphoric acid, ribose-5P, D-ribose-5-P, ribose-5-P, D-ribose 5'-phosphate

Superclasses: all carbohydrates a carbohydrate a glycan a carbohydrate derivative a sugar phosphate a pentose phosphate a pentose 5-phosphate
all carbohydrates a carbohydrate a glycan a carbohydrate derivative a sugar phosphate a sugar 5-phosphate a pentose 5-phosphate

Please note that the structure shown here is that of keto-D-ribose 5-phosphate, and is not accurate for this generic class, which also contains the furanose forms of D-ribose 5-phosphate.

D-ribose 5-phosphate compound structure

Chemical Formula: C5H9O8P

Child Classes: D-ribofuranose 5-phosphate (2)

keto-D-ribose 5-phosphate

Molecular Weight: 228.1 Daltons

Monoisotopic Molecular Weight: 230.01915383989999 Daltons

SMILES: [CH](=O)C(O)C(O)C(COP([O-])([O-])=O)O

InChI: InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h1,3-5,7-9H,2H2,(H2,10,11,12)/p-2/t3-,4+,5-/m0/s1

Unification Links: CAS:4300-28-1 , ChEBI:78346 , HMDB:HMDB01548 , IAF1260:42420 , KEGG:C00117 , PubChem:24794349

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -387.37

Reactions known to consume the compound:

PRPP biosynthesis I :
D-ribose 5-phosphate + ATP → 5-phospho-α-D-ribose 1-diphosphate + AMP + H+

Not in pathways:
D-ribose 5-phosphate[periplasmic space] + H2O[periplasmic space]aldehydo-D-ribose[periplasmic space] + phosphate[periplasmic space]

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

Reactions known to both consume and produce the compound:

pentose phosphate pathway (non-oxidative branch) :
D-sedoheptulose 7-phosphate + D-glyceraldehyde 3-phosphate ↔ D-ribose 5-phosphate + D-xylulose 5-phosphate
D-ribose 5-phosphate ↔ D-ribulose 5-phosphate

PRPP biosynthesis II , purine ribonucleosides degradation , pyrimidine ribonucleosides degradation :
α-D-ribose-1-phosphate ↔ D-ribose 5-phosphate

In Transport reactions:
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 D-ribose 5-phosphate, sorted by the type of activation, are:

Activator (Mechanism unknown) of: pyruvate kinase [Somani77]

Enzymes inhibited by D-ribose 5-phosphate, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: 3-deoxy-D-manno-octulosonate 8-phosphate synthase [Ray80, Comment 1]

This compound has been characterized as an alternative substrate of the following enzymes: sugar phosphatase , alkaline phosphatase , 2-deoxyglucose-6-phosphatase , fructose 1,6-bisphosphatase , sugar phosphatase , 3-phytase


Ray80: Ray PH (1980). "Purification and characterization of 3-deoxy-D-manno-octulosonate 8-phosphate synthetase from Escherichia coli." J Bacteriol 1980;141(2);635-44. PMID: 6988389

Somani77: Somani BL, Valentini G, Malcovati M (1977). "Purification and molecular properties of the AMP-activated pyruvate kinase from Escherichia coli." Biochim Biophys Acta 482(1);52-63. PMID: 193572

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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
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