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Escherichia coli K-12 substr. MG1655 Compound: ribitol

Synonyms: meso-ribitol, adonitol, (2R,3s,4S)-pentane-1,2,3,4,5-pentol, D-ribitol

Superclasses: all carbohydratesa carbohydratea glycana sugara sugar alcohola pentitol
an alcohola sugar alcohola pentitol

Chemical Formula: C5H12O5

Molecular Weight: 152.15 Daltons

Monoisotopic Molecular Weight: 152.0684734957 Daltons

ribitol compound structure

SMILES: C(O)C(O)C(O)C(O)CO

InChI: InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5-

InChIKey: InChIKey=HEBKCHPVOIAQTA-ZXFHETKHSA-N

Unification Links: CAS:488-81-3, ChEBI:15963, HMDB:HMDB00508, KEGG:C00474, MetaboLights:MTBLC15963

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -189.02

Reactions known to produce the compound:

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

β-D-glucuronide and D-glucuronate degradation :
a β-D-glucuronoside + H2O → D-glucopyranuronate + an alcohol

glycerophosphodiester degradation :
a glycerophosphodiester + H2O → an alcohol + sn-glycerol 3-phosphate + H+

Not in pathways:
an organic hydroperoxide + NADH + H+an alcohol + NAD+ + H2O
an N-acetyl-β-D-hexosaminide + H2O → an N-acetyl-β-D-hexosamine + an alcohol
a carboxylic ester + H2O → an alcohol + a carboxylate + H+
an acetic ester + H2O → an alcohol + acetate + H+
an organic hydroperoxide + a reduced thioredoxin → an alcohol + an oxidized thioredoxin + H2O
a phosphate monoester[periplasm] + H2O[periplasm]an alcohol[periplasm] + phosphate[periplasm]
a phosphate monoester[periplasm] + H2O[periplasm]an alcohol[periplasm] + phosphate[periplasm]

In Reactions of unknown directionality:

Not in pathways:
an alcohol + NADP+ = an aldehyde + NADPH + H+

In Transport reactions:
a sugar alcohol[periplasm]a sugar alcohol[extracellular space],
a [PTS enzyme I]-Nπ-phospho-L-histidine + a sugar[periplasm] → a [PTS enzyme I]-L-histidine + a sugar phosphate[cytosol]

Enzymes inhibited by ribitol, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: L-arabinose isomerase [Patrick68] Inhibitor (Mechanism unknown) of: D-arabinose isomerase [Boulter73]

This compound has been characterized as an alternative substrate of the following enzymes: diffusion of glycerol

In Growth Media: PMA carbon source test + D-ribitol


References

Boulter73: Boulter JR, Gielow WO (1973). "Properties of D-arabinose isomerase purified from two strains of Escherichia coli." J Bacteriol 113(2);687-96. PMID: 4632320

Patrick68: Patrick JW, Lee N (1968). "Purification and properties of an L-arabinose isomerase from Escherichia coli." J Biol Chem 1968;243(16);4312-8. PMID: 4878429


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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 Pathway Tools version 19.5 (software by SRI International) on Mon May 2, 2016, biocyc13.