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

Superclasses: all carbohydrates a carbohydrate a glycan a sugar a monosaccharide a pentose an aldopentose D-ribose D-ribofuranose
all carbohydrates a carbohydrate a glycan a sugar a monosaccharide an aldose an aldopentose D-ribose D-ribofuranose
an aldehyde or ketone an aldehyde an aldose an aldopentose D-ribose D-ribofuranose

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-ribofuranose compound structure

SMILES: C(C1(C(O)C(O)C(O)O1))O

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

InChIKey: InChIKey=HMFHBZSHGGEWLO-TXICZTDVSA-N

Unification Links: ChEBI:47002 , ChemSpider:394477 , KEGG:C16639 , PubChem:447347

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -181.62

Reactions known to consume the compound:

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

Reactions known to produce the compound:

adenine and adenosine salvage II :
adenosine + H2O → D-ribofuranose + adenine

pyrimidine ribonucleosides salvage II :
uridine + H2O → D-ribofuranose + uracil

pyrimidine ribonucleosides salvage III :
cytidine + H2O → D-ribofuranose + cytosine

Not in pathways:
a pyrimidine nucleoside + H2O + H+ → a pyrimidine base + D-ribofuranose
inosine + H2O → D-ribofuranose + hypoxanthine
xanthosine + H2O → D-ribofuranose + xanthine

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[periplasmic space] + H2O[periplasmic space] + oxygen[periplasmic space]an aldehyde[periplasmic space] + ammonium[periplasmic space] + hydrogen peroxide[periplasmic space]
a primary amine[periplasmic space] + H2O[periplasmic space] + oxygen[periplasmic space]an aldehyde[periplasmic space] + ammonium[periplasmic space] + hydrogen peroxide[periplasmic space]

Reactions known to both consume and produce the compound:

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

Not in pathways:
β-D-ribofuranosealdehydo-D-ribose

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

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:
an aldose[periplasmic space] + an oxidized unknown electron acceptor[periplasmic space] + H2O[periplasmic space] = an aldonate[periplasmic space] + an reduced unknown electron acceptor[periplasmic space] + H+[periplasmic space]

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

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]

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.


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 SRI International Pathway Tools version 19.0 on Fri Sep 4, 2015, biocyc14.