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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound Class: D-fructose

Synonyms: fructose, laevosan, levugen, laevoral, fructosteril, levulose, fru, fru-ring, D-fructose-ring, D-fructose

Superclasses: all carbohydrates a carbohydrate a glycan a sugar a monosaccharide a hexose a D-hexose
all carbohydrates a carbohydrate a glycan a sugar a monosaccharide a hexose fructose

Summary:
Fructose is a 6-carbon polyhydroxyketone. When dissolved in solution fructose forms one of two ring structures - the 5-member ring D-fructofuranoseand the 6-member ring D-fructopyranose. Mixtures at equilibrium contain 70% fructopyranose and 30% fructofuranose.

A homopolymeric form of fructose is called a fructan, and can be formed by β(2->1) or β(2->6) glycosidic bonds between fructose molecules.

Child Classes: D-fructofuranose (3) , D-fructopyranose (2)

Instances:
keto-D-fructose

Unification Links: CAS:57-48-7 , CAS:30237-26-4 , ChEBI:15824 , IAF1260:33835 , KEGG:C00095

Reactions known to produce the compound:

Not in pathways:
a protopanaxatriol-type ginsenoside with two glycosyl residues at position 6 + 2 H2O → a protopanaxatriol-type ginsenoside with no glycosidic modification at position 6 + a monosaccharide + D-glucopyranose
a protopanaxadiol-type ginsenoside with two glycosyl residues at position 20 + H2O → a protopanaxadiol-type ginsenoside with a single glucosyl residue at position 20 + a monosaccharide


a thioglucoside + H2O → a sugar + a thiol
a sugar phosphate + H2O → a sugar + phosphate
glycosyl-N-acylsphingosine + H2O → a ceramide + a sugar


an N-acetyl-β-D-galactosalaminyl-[glycan] + H2O → a glycan + N-acetyl-β-D-galactosamine

In Reactions of unknown directionality:

Not in pathways:
a D-hexose + an acyl phosphate = a D-hexose-phosphate + a carboxylate
a D-hexose + ATP = D-hexose 6-phosphate + ADP + H+
phosphoramidate + a D-hexose = an α-hexose 1-phosphate + ammonium


a protopanaxatriol-type ginsenoside with two glycosyl residues at position 6 + H2O = a protopanaxatriol-type ginsenoside with a single glucosyl at position 6 + a monosaccharide

In Transport reactions:
a [PTS enzyme I]-Nπ-phospho-L-histidine + D-fructose[periplasmic space] → D-fructose 1-phosphate[cytosol] + a [PTS enzyme I]-L-histidine ,
a monosaccharide[extracellular space] + ATP + H2O ↔ a monosaccharide[cytosol] + ADP + phosphate ,
a [PTS enzyme I]-Nπ-phospho-L-histidine + a sugar[out] → a [PTS enzyme I]-L-histidine + a sugar phosphate[in]

Enzymes inhibited by D-fructose, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: trehalose-6-phosphate hydrolase [Gotsche95]

Inhibitor (Mechanism unknown) of: sucrose synthase [morellM85] , fructokinase [Baysdorfer89] , fructokinase [Baysdorfer89]

Inhibitor (Other types) of: fructokinase [MartinezBarajas97] , fructokinase [MartinezBarajas96] , fructokinase [MartinezBarajas96]


References

Baysdorfer89: Baysdorfer C., Kremer D.F., Sicher R.C. "Partial purification and characterization of fructokinase activity from Barley leaves." J. Plant Physiol. (1989) 134:156-161.

Gotsche95: Gotsche S, Dahl MK (1995). "Purification and characterization of the phospho-alpha(1,1)glucosidase (TreA) of Bacillus subtilis 168." J Bacteriol 177(10);2721-6. PMID: 7751281

MartinezBarajas96: Martinez-Barajas E., Randall D.D. "Purification and characterization of fructokinase from developing tomato (Lycopersicon esculentum Mill.) fruits." Planta (1996) 199:451-458.

MartinezBarajas97: Martinez-Barajas E, Krohn BM, Stark DM, Randall DD (1997). "Purification and characterization of recombinant tomato fruit (Lycopersicon esculentum Mill.) fructokinase expressed in Escherichia coli." Protein Expr Purif 11(1);41-6. PMID: 9325137

morellM85: morell M., Copeland L. "Sucrose synthase of Soybean nodules." Plant Physiol. (1985) 78:149-154.


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Mon Nov 24, 2014, BIOCYC14B.