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Escherichia coli K-12 substr. MG1655 Compound: β-D-ribopyranose

Superclasses: all carbohydratesa carbohydratea glycana sugara monosaccharidea hexosea D-hexosea D-aldohexosea D-aldopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidea hexosea D-hexosea D-aldohexosea D-aldopyranoseD-ribopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidea hexosean aldohexosea D-aldohexosea D-aldopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidea hexosean aldohexosea D-aldohexosea D-aldopyranoseD-ribopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidea pentosean aldopentoseD-riboseD-ribopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidean aldosea D-aldosea D-aldohexosea D-aldopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidean aldosea D-aldosea D-aldohexosea D-aldopyranoseD-ribopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidean aldosean aldohexosea D-aldohexosea D-aldopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidean aldosean aldohexosea D-aldohexosea D-aldopyranoseD-ribopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidean aldosean aldopentoseD-riboseD-ribopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidean aldosean aldopyranosea D-aldopyranose
all carbohydratesa carbohydratea glycana sugara monosaccharidean aldosean aldopyranosea D-aldopyranoseD-ribopyranose
an aldehyde or ketonean aldehydean aldosea D-aldosea D-aldohexosea D-aldopyranose
an aldehyde or ketonean aldehydean aldosea D-aldosea D-aldohexosea D-aldopyranoseD-ribopyranose
an aldehyde or ketonean aldehydean aldosean aldohexosea D-aldohexosea D-aldopyranose
an aldehyde or ketonean aldehydean aldosean aldohexosea D-aldohexosea D-aldopyranoseD-ribopyranose
an aldehyde or ketonean aldehydean aldosean aldopentoseD-riboseD-ribopyranose
an aldehyde or ketonean aldehydean aldosean aldopyranosea D-aldopyranose
an aldehyde or ketonean aldehydean aldosean aldopyranosea D-aldopyranoseD-ribopyranose


Component of: RbsR-ribose

Summary from MetaCyc:
D-Ribose has many different forms in solution. In decreasing order of frequency, the species are β-D-ribopyranose (59%), α-D-ribopyranose (20%), β-D-ribofuranose (13%), α-D-ribofuranose (7%) and open chain (0.1%) [Drew98].

Chemical Formula: C5H10O5

Molecular Weight: 150.13 Daltons

Monoisotopic Molecular Weight: 150.0528234315 Daltons

β-D-ribopyranose compound structure

SMILES: C1(OC(C(C(C1O)O)O)O)

InChI: InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4-,5-/m1/s1

InChIKey: InChIKey=SRBFZHDQGSBBOR-TXICZTDVSA-N

Unification Links: ChEBI:27476, ChemSpider:390205, DrugBank:DB04286, HMDB:HMDB12194, KEGG:C08353, PubChem:441481

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -180.06

Reactions known to consume the compound:

Not in pathways:
an aldehyde + NADP+ + H2O → a carboxylate + NADPH + 2 H+

Reactions known to produce the compound:

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

two-component alkanesulfonate monooxygenase :
an alkylsulfonate + FMNH2 + oxygen → an aldehyde + sulfite + FMN + H2O + 2 H+

Not in pathways:
an aliphatic amine[periplasm] + H2O[periplasm] + oxygen[periplasm]an aldehyde[periplasm] + ammonium[periplasm] + hydrogen peroxide[periplasm]
a primary amine[periplasm] + H2O[periplasm] + oxygen[periplasm]an aldehyde[periplasm] + ammonium[periplasm] + hydrogen peroxide[periplasm]

Reactions known to both consume and produce the compound:

ribose degradation :
β-D-ribopyranose ↔ β-D-ribofuranose

Not in pathways:
aldehydo-D-ribose ↔ D-ribopyranose

Not in pathways:
a primary alcohol + NAD+an aldehyde + NADH + H+

In Reactions of unknown directionality:

Not in pathways:
D-ribose + RbsR = RbsR-ribose

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

Not in pathways:
an aldose[periplasm] + an oxidized unknown electron acceptor[periplasm] + H2O[periplasm] = an aldonate[periplasm] + an reduced unknown electron acceptor[periplasm] + H+[periplasm]

Not in pathways:
an aldehyde[periplasm] + FAD[periplasm] + H2O[periplasm] = a carboxylate[periplasm] + FADH2[periplasm]
an alcohol + NADP+ = an aldehyde + NADPH + H+

In Transport reactions:
ATP + D-ribopyranose[periplasm] + H2O → ADP + D-ribopyranose[cytosol] + phosphate + H+,
a monosaccharide[periplasm]a monosaccharide[extracellular space],
a [PTS enzyme I]-Nπ-phospho-L-histidine + a sugar[periplasm] → a [PTS enzyme I]-L-histidine + a sugar phosphate[cytosol]

This compound has been characterized as an alternative substrate of the following enzymes: transport of D-xylose, D-allose ABC transporter

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

Transcription Units regulated by related protein RbsR-ribose (2 total):

Transcription-unit diagram

Transcription-unit diagram


References

Drew98: Drew KN, Zajicek J, Bondo G, Bose B, Serianni AS (1998). "13C-labeled aldopentoses: detection and quantitation of cyclic and acyclic forms by heteronuclear 1D and 2D NMR spectroscopy." Carbohydrate Research 307(3-4);199-209.


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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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