<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>2.0</version>
  <creation_date>2012-05-31 10:25:06 -0600</creation_date>
  <update_date>2015-09-13 12:56:07 -0600</update_date>
  <accession>ECMDB00258</accession>
  <m2m_id>M2MDB000109</m2m_id>
  <name>Sucrose</name>
  <description>Sucrose is a nonreducing disaccharide composed of glucose and fructose linked via their anomeric carbons. Sucrose can be used as a carbon/energy substrate by E. coli. The sucrose porin (ScrY) which resides in the bacterial outer membrane  facilitate the passive diffusion of sucrose into the cell.  Sucrose metabolism is controlled by the csc regulon.  The csc regulon comprises three genes for a sucrose permease, a fructokinase, and a sucrose hydrolase (genes cscB, cscK, and cscA, respectively).</description>
  <synonyms>
    <synonym>&amp;alpha;-D-glucopyranosyl &amp;beta;-D-fructofuranoside</synonym>
    <synonym>(+)-Sucrose</synonym>
    <synonym>a-D-Glucopyranosyl b-D-fructofuranoside</synonym>
    <synonym>Alpha-D-Glucopyranosyl beta-D-fructofuranoside</synonym>
    <synonym>B -D-Fructofuranosyl a-D-glucopyranoside</synonym>
    <synonym>D-(+)-Saccharose</synonym>
    <synonym>D-(+)-Sucrose</synonym>
    <synonym>D-Sucrose</synonym>
    <synonym>Glc(&amp;alpha;1-&gt;2&amp;beta;)Fru</synonym>
    <synonym>GLC(a1-&gt;2b)fru</synonym>
    <synonym>Glc(alpha1-&gt;2beta)Fru</synonym>
    <synonym>GLC(α1-&gt;2β)fru</synonym>
    <synonym>Saccharose</synonym>
    <synonym>Saccharum</synonym>
    <synonym>Sucrose</synonym>
    <synonym>Sugar</synonym>
    <synonym>Table sugar</synonym>
    <synonym>White sugar</synonym>
    <synonym>α-D-Glucopyranosyl β-D-fructofuranoside</synonym>
  </synonyms>
  <chemical_formula>C12H22O11</chemical_formula>
  <average_molecular_weight>342.2965</average_molecular_weight>
  <monisotopic_moleculate_weight>342.116211546</monisotopic_moleculate_weight>
  <iupac_name>(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol</iupac_name>
  <traditional_iupac>sucrose</traditional_iupac>
  <cas_registry_number>57-50-1</cas_registry_number>
  <smiles>OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O</smiles>
  <inchi>InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1</inchi>
  <inchikey>CZMRCDWAGMRECN-UGDNZRGBSA-N</inchikey>
  <state>Solid</state>
  <cellular_locations>
    <cellular_location>Extra-organism</cellular_location>
    <cellular_location>Periplasm</cellular_location>
  </cellular_locations>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-2.63</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>0.38</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>8.24e+02 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>185.5 oC</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-4.5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>11.84</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>342.2965</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>342.116211546</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C12H22O11</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>CZMRCDWAGMRECN-UGDNZRGBSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>189.53</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>68.77</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>31.04</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>11</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
    <pathway>
      <name>Starch and sucrose metabolism</name>
      <description>The metabolism of starch and sucrose begins with D-fructose interacting with a D-glucose in a reversible reaction through a maltodextrin glucosidase resulting in a water molecule and a sucrose. D-fructose is phosphorylated through an ATP driven fructokinase resulting in the release of an ADP, a hydrogen ion and a Beta-D-fructofuranose 6-phosphate. This compound can also be introduced into the cytoplasm through either a mannose PTS permease or a hexose-6-phosphate:phosphate antiporter. 
The Beta-D-fructofuranose 6-phosphate is isomerized through a phosphoglucose isomerase resulting in a Beta-D-glucose 6-phosphate. This compound can also be incorporated by glucose PTS permease or a hexose-6-phosphate:phosphate antiporter. 
The beta-D-glucose 6 phosphate can also be produced by a D-glucose being phosphorylated by an ATP-driven glucokinase resulting in a ADP, a hydrogen ion and a Beta-D-glucose 6 phosphate. 

The beta-D-glucose can produce alpha-D-glucose-1-phosphate  by two methods:
1.-Beta-D-glucose is isomerized into an alpha-D-Glucose 6-phosphate and then interacts in a reversible reaction through a phosphoglucomutase-1 resulting in a alpha-D-glucose-1-phosphate.
2.-Beta-D-glucose interacts with a putative beta-phosphoglucomutase resulting in a Beta-D-glucose 1-phosphate.  Beta-D-glucose 1-phosphate can be incorporated into the cytoplasm through a 
glucose PTS permease. This compound is then isomerized into a Alpha-D-glucose-1-phosphate
The beta-D-glucose can cycle back into a D-fructose by first interacting with D-fructose in a reversible reaction through a Polypeptide: predicted glucosyltransferase resulting in the release of a phosphate and a sucrose. The sucrose then interacts in a reversible reaction with a water molecule through a maltodextrin glucosidase resulting in a D-glucose and a D-fructose. 

Alpha-D-glucose-1-phosphate can produce glycogen in by two different sets of reactions:
1.-Alpha-D-glucose-1-phosphate interacts with a hydrogen ion and an ATP through a glucose-1-phosphate adenylyltransferase resulting in a pyrophosphate and an ADP-glucose. The ADP-glucose then interacts with an amylose through a glycogen synthase resulting in the release of an ADP and an Amylose. The amylose then interacts with 1,4-α-glucan branching enzyme resulting in glycogen
2.- Alpha-D-glucose-1-phosphate interacts with amylose through a maltodextrin phosphorylase resulting in a phosphate and a glycogen.

Alpha-D-glucose-1-phosphate can also interacts with UDP-galactose through a galactose-1-phosphate uridylyltransferase resulting in a galactose 1-phosphate and a Uridine diphosphate glucose. The UDP-glucose then interacts with an alpha-D-glucose 6-phosphate through a trehalose-6-phosphate synthase resulting in a uridine 5'-diphosphate, a hydrogen ion and a Trehalose 6- phosphate. The latter compound can also be incorporated into the cytoplasm through a trehalose PTS permease. Trehalose interacts with a water molecule through a trehalose-6-phosphate phosphatase resulting in the release of a phosphate and an alpha,alpha-trehalose.The alpha,alpha-trehalose can also be obtained from glycogen being metabolized through a glycogen debranching enzyme resulting in a the alpha, alpha-trehalose. This compound ca then be hydrated through a cytoplasmic trehalase resulting in the release of an alpha-D-glucose and a beta-d-glucose.

Glycogen is then metabolized by reacting with a phosphate through a glycogen phosphorylase resulting in a alpha-D-glucose-1-phosphate and a dextrin. The dextrin is then hydrated through a glycogen phosphorylase-limit dextrin α-1,6-glucohydrolase resulting in the release of a debranched limit dextrin and a maltotetraose. This compound can also be incorporated into the cytoplasm through a 
maltose ABC transporter. The maltotetraose interacts with a phosphate through a maltodextrin phosphorylase releasing a alpha-D-glucose-1-phosphate and a maltotriose. The maltotriose can also be incorporated through a maltose ABC transporter. The maltotriose can then interact with water through a maltodextrin glucosidase resulting in a D-glucose and a D-maltose. D-maltose can also be incorporated through a 
maltose ABC transporter 

The D-maltose can then interact with a maltotriose through a amylomaltase resulting in a maltotetraose and a D-glucose. The D-glucose is then phosphorylated through an ATP driven glucokinase resulting in a hydrogen ion, an ADP and a Beta-D-glucose 6-phosphate</description>
      <pathwhiz_id>PW000941</pathwhiz_id>
      <kegg_map_id>ec00500</kegg_map_id>
      <subject>Metabolic</subject>
    </pathway>
    <pathway>
      <name>Galactose metabolism</name>
      <description>Galactose can be synthesized through two pathways: melibiose degradation involving an alpha galactosidase and lactose degradation involving a beta galactosidase. Melibiose is first transported inside the cell through the melibiose:Li+/Na+/H+ symporter. Once inside the cell, melibiose is degraded through alpha galactosidase  into an alpha-D-galactose and a beta-D-glucose. The beta-D-glucose is phosphorylated by a glucokinase to produce a beta-D-glucose-6-phosphate which can spontaneously be turned into a alpha D glucose 6 phosphate. This alpha D-glucose-6-phosphate is metabolized into a glucose -1-phosphate through a phosphoglucomutase-1. The glucose -1-phosphate is transformed into a uridine diphosphate glucose through UTP--glucose-1-phosphate uridylyltransferase. The product, uridine diphosphate glucose, can undergo a reversible reaction in which it can be turned into uridine diphosphategalactose through an UDP-glucose 4-epimerase.
Galactose can also be produced by lactose degradation involving a lactose permease to uptake lactose from the environment and a beta-galactosidase to turn lactose into Beta-D-galactose. 
Beta-D-galactose can also be uptaken from the environment through a galactose proton symporter.
Galactose is degraded through the following process:
Beta-D-galactose is introduced into the cytoplasm through a galactose proton symporter, or it can be synthesized from an alpha lactose that is introduced into the cytoplasm through a lactose permease. Alpha lactose interacts with water through a beta-galactosidase resulting in a beta-D-glucose and beta-D-galactose. Beta-D-galactose is isomerized into D-galactose. D-Galactose undergoes phosphorylation through a galactokinase, hence producing galactose 1 phosphate. On the other side of the pathway, a gluose-1-phosphate (product of the interaction of alpha-D-glucose 6-phosphate with a phosphoglucomutase resulting in a alpha-D-glucose-1-phosphate, an isomer of Glucose 1-phosphate, or an isomer of Beta-D-glucose 1-phosphate) interacts with UTP and a hydrogen ion in order to produce a uridine diphosphate glucose. This is followed by the interaction of galactose-1-phosphate with an established amount of uridine diphosphate glucose through a galactose-1-phosphate uridylyltransferase, which in turn output a glucose-1-phosphate and a uridine diphosphate galactose. The glucose -1-phosphate is transformed into a uridine diphosphate glucose through UTP--glucose-1-phosphate uridylyltransferase. The product, uridine diphosphate glucose, can undergo a reversible reaction in which it can be turned into uridine diphosphategalactose through an  UDP-glucose 4-epimerase, and so the cycle can keep going as long as more lactose or galactose is imported into the cell
</description>
      <pathwhiz_id>PW000821</pathwhiz_id>
      <kegg_map_id>ec00052</kegg_map_id>
      <subject>Metabolic</subject>
    </pathway>
    <pathway>
      <name>Phosphotransferase system (PTS)</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec02060</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>ABC transporters</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec02010</kegg_map_id>
      <subject/>
    </pathway>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>493</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>494</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>495</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>15318</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>30233</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>30697</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>30774</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>31787</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>37389</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>137266</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>145000</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055594</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055596</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055598</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055600</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055602</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055604</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055606</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055608</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055610</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055611</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055613</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055615</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055617</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1055619</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::EiMs</type>
      <spectrum_id>1756</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>1220</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>1293</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>3910</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>4186</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>4996</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>166519</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>448</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>449</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>450</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3790</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>178587</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>178588</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>178589</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>180906</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>180907</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>180908</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>439024</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2227157</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2227566</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2234291</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2236230</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2237135</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2238398</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2239203</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2240377</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2241307</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2242436</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2243439</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2248756</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2249642</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2253031</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrTwoD</type>
      <spectrum_id>1009</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrTwoD</type>
      <spectrum_id>1243</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB00258</hmdb_id>
  <pubchem_compound_id>5988</pubchem_compound_id>
  <chemspider_id>5768</chemspider_id>
  <kegg_id>C00089</kegg_id>
  <chebi_id>17992</chebi_id>
  <biocyc_id>SUCROSE</biocyc_id>
  <het_id>SUC</het_id>
  <wikipidia>Sucrose</wikipidia>
  <foodb_id/>
  <general_references>
    <reference>
      <reference_text>Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.</reference_text>
      <pubmed_id>21097882</pubmed_id>
    </reference>
    <reference>
      <reference_text>Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.</reference_text>
      <pubmed_id>22080510</pubmed_id>
    </reference>
    <reference>
      <reference_text>Vijayendran, C., Barsch, A., Friehs, K., Niehaus, K., Becker, A., Flaschel, E. (2008). "Perceiving molecular evolution processes in Escherichia coli by comprehensive metabolite and gene expression profiling." Genome Biol 9:R72.</reference_text>
      <pubmed_id>18402659</pubmed_id>
    </reference>
    <reference>
      <reference_text>van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25.</reference_text>
      <pubmed_id>17765195</pubmed_id>
    </reference>
    <reference>
      <reference_text>Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948.</reference_text>
      <pubmed_id>18331064</pubmed_id>
    </reference>
    <reference>
      <reference_text>Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4.</reference_text>
      <pubmed_id>19212411</pubmed_id>
    </reference>
    <reference>
      <reference_text>Shoemaker JD, Elliott WH: Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease. J Chromatogr. 1991 Jan 2;562(1-2):125-38.</reference_text>
      <pubmed_id>2026685</pubmed_id>
    </reference>
    <reference>
      <reference_text>Chambers ST, Kunin CM: Isolation of glycine betaine and proline betaine from human urine. Assessment of their role as osmoprotective agents for bacteria and the kidney. J Clin Invest. 1987 Mar;79(3):731-7.</reference_text>
      <pubmed_id>3546377</pubmed_id>
    </reference>
    <reference>
      <reference_text>Ayala-Bravo HA, Quintanar-Guerrero D, Naik A, Kalia YN, Cornejo-Bravo JM, Ganem-Quintanar A: Effects of sucrose oleate and sucrose laureate on in vivo human stratum corneum permeability. Pharm Res. 2003 Aug;20(8):1267-73.</reference_text>
      <pubmed_id>12948025</pubmed_id>
    </reference>
    <reference>
      <reference_text>Rogers AJ, Greenwald MH, Deguzman MA, Kelley ME, Simon HK: A randomized, controlled trial of sucrose analgesia in infants younger than 90 days of age who require bladder catheterization in the pediatric emergency department. Acad Emerg Med. 2006 Jun;13(6):617-22. Epub 2006 Apr 24.</reference_text>
      <pubmed_id>16636358</pubmed_id>
    </reference>
    <reference>
      <reference_text>Nakano S, Kato T, Nakamura S, Kameyama M: Acetylcholinesterase activity in cerebrospinal fluid of patients with Alzheimer's disease and senile dementia. J Neurol Sci. 1986 Sep;75(2):213-23.</reference_text>
      <pubmed_id>3760912</pubmed_id>
    </reference>
    <reference>
      <reference_text>Ponec M, Wauben-Penris PJ, Burger A, Kempenaar J, Bodde HE: Nitroglycerin and sucrose permeability as quality markers for reconstructed human epidermis. Skin Pharmacol. 1990;3(2):126-35.</reference_text>
      <pubmed_id>2127677</pubmed_id>
    </reference>
    <reference>
      <reference_text>Rodrigues Silva C, Dutra de Oliveira JE, de Souza RA, Silva HC: Effect of a rice bran fiber diet on serum glucose levels of diabetic patients in Brazil. Arch Latinoam Nutr. 2005 Mar;55(1):23-7.</reference_text>
      <pubmed_id>16187674</pubmed_id>
    </reference>
    <reference>
      <reference_text>Nakamura J, Koh N, Sakakibara F, Hamada Y, Wakao T, Sasaki H, Mori K, Nakashima E, Naruse K, Hotta N: Diabetic neuropathy in sucrose-fed Otsuka Long-Evans Tokushima fatty rats: effect of an aldose reductase inhibitor, TAT. Life Sci. 1997;60(21):1847-57.</reference_text>
      <pubmed_id>9154994</pubmed_id>
    </reference>
    <reference>
      <reference_text>Calderilla-Fajardo SB, Cazares-Delgadillo J, Villalobos-Garcia R, Quintanar-Guerrero D, Ganem-Quintanar A, Robles R: Influence of sucrose esters on the in vivo percutaneous penetration of octyl methoxycinnamate formulated in nanocapsules, nanoemulsion, and emulsion. Drug Dev Ind Pharm. 2006 Jan;32(1):107-13.</reference_text>
      <pubmed_id>16455609</pubmed_id>
    </reference>
    <reference>
      <reference_text>Poschalko A, Rohr T, Gruber H, Bianco A, Guichard G, Briand JP, Weber V, Falkenhagen D: SUBPOL: a novel SUcrose-Based Polymer support for solid-phase peptide synthesis and affinity chromatography applications. J Am Chem Soc. 2003 Nov 5;125(44):13415-26.</reference_text>
      <pubmed_id>14583037</pubmed_id>
    </reference>
    <reference>
      <reference_text>Hamer I, Jadot M: Endolysosomal transport of newly-synthesized cathepsin D in a sucrose model of lysosomal storage. Exp Cell Res. 2005 Oct 1;309(2):284-95.</reference_text>
      <pubmed_id>16055118</pubmed_id>
    </reference>
    <reference>
      <reference_text>Wilson M, Patel H, Kpendema H, Noar JH, Hunt NP, Mordan NJ: Corrosion of the intra-oral magnets by multi-species biofilms in the presence and absence of sucrose. Biomaterials. 1997 Jan;18(1):53-7.</reference_text>
      <pubmed_id>9003897</pubmed_id>
    </reference>
    <reference>
      <reference_text>Giofre MR, Meduri G, Pallio S, Calandra S, Magnano A, Niceforo D, Cinquegrani M, di Leo V, Mazzon E, Sturniolo GC, Longo G, Fries W: Gastric permeability to sucrose is increased in portal hypertensive gastropathy. Eur J Gastroenterol Hepatol. 2000 May;12(5):529-33.</reference_text>
      <pubmed_id>10833096</pubmed_id>
    </reference>
    <reference>
      <reference_text>Chanarat P, Chiewsilp P: A simple method for the elimination of platelets from the lymphocyte-platelet mixture by sucrose. Am J Clin Pathol. 1975 Feb;63(2):237-9.</reference_text>
      <pubmed_id>803775</pubmed_id>
    </reference>
    <reference>
      <reference_text>Skogsdal Y, Eriksson M, Schollin J: Analgesia in newborns given oral glucose.  Acta Paediatr. 1997 Feb;86(2):217-20.</reference_text>
      <pubmed_id>9055897</pubmed_id>
    </reference>
    <reference>
      <reference_text>Cohen J, Malter H, Wright G, Kort H, Massey J, Mitchell D: Partial zona dissection of human oocytes when failure of zona pellucida penetration is anticipated. Hum Reprod. 1989 May;4(4):435-42.</reference_text>
      <pubmed_id>2745674</pubmed_id>
    </reference>
  </general_references>
  <synthesis_reference>Fitremann, Juliette; Queneau, Yves; Maitre, Jean-Paul; Bouchu, Alain. Co-melting of solid sucrose and multivalent cation soaps for solvent-free synthesis of sucrose esters.   Tetrahedron Letters  (2007),  48(23),  4111-4114.</synthesis_reference>
  <msds_url>http://hmdb.ca/system/metabolites/msds/000/000/190/original/HMDB00258.pdf?1358895907</msds_url>
  <enzymes>
    <enzyme>
      <name>PTS system mannitol-specific EIICBA component</name>
      <uniprot_id>P00550</uniprot_id>
      <uniprot_name>PTM3C_ECOLI</uniprot_name>
      <gene_name>mtlA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P00550.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Alpha-galactosidase</name>
      <uniprot_id>P06720</uniprot_id>
      <uniprot_name>AGAL_ECOLI</uniprot_name>
      <gene_name>melA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P06720.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system beta-glucoside-specific EIIBCA component</name>
      <uniprot_id>P08722</uniprot_id>
      <uniprot_name>PTV3B_ECOLI</uniprot_name>
      <gene_name>bglF</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P08722.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Phosphoenolpyruvate-protein phosphotransferase</name>
      <uniprot_id>P08839</uniprot_id>
      <uniprot_name>PT1_ECOLI</uniprot_name>
      <gene_name>ptsI</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P08839.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system N-acetylglucosamine-specific EIICBA component</name>
      <uniprot_id>P09323</uniprot_id>
      <uniprot_name>PTW3C_ECOLI</uniprot_name>
      <gene_name>nagE</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P09323.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Phosphatase yidA</name>
      <uniprot_id>P0A8Y5</uniprot_id>
      <uniprot_name>YIDA_ECOLI</uniprot_name>
      <gene_name>yidA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0A8Y5.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system maltose- and glucose-specific EIICB component</name>
      <uniprot_id>P19642</uniprot_id>
      <uniprot_name>PTOCB_ECOLI</uniprot_name>
      <gene_name>malX</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P19642.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system fructose-specific EIIBC component</name>
      <uniprot_id>P20966</uniprot_id>
      <uniprot_name>PTFBC_ECOLI</uniprot_name>
      <gene_name>fruA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P20966.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Maltodextrin glucosidase</name>
      <uniprot_id>P21517</uniprot_id>
      <uniprot_name>MALZ_ECOLI</uniprot_name>
      <gene_name>malZ</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P21517.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system arbutin-, cellobiose-, and salicin-specific EIIBC component</name>
      <uniprot_id>P24241</uniprot_id>
      <uniprot_name>PTIBC_ECOLI</uniprot_name>
      <gene_name>ascF</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P24241.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Alpha-glucosidase yihQ</name>
      <uniprot_id>P32138</uniprot_id>
      <uniprot_name>YIHQ_ECOLI</uniprot_name>
      <gene_name>yihQ</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P32138.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Fructose-like PTS system EIIBC component</name>
      <uniprot_id>P32154</uniprot_id>
      <uniprot_name>PTFLB_ECOLI</uniprot_name>
      <gene_name>frvB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P32154.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Fructose-like phosphotransferase enzyme IIB component 3</name>
      <uniprot_id>P32676</uniprot_id>
      <uniprot_name>PTFB3_ECOLI</uniprot_name>
      <gene_name>frwD</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P32676.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system trehalose-specific EIIBC component</name>
      <uniprot_id>P36672</uniprot_id>
      <uniprot_name>PTTBC_ECOLI</uniprot_name>
      <gene_name>treB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P36672.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Galactitol-specific phosphotransferase enzyme IIB component</name>
      <uniprot_id>P37188</uniprot_id>
      <uniprot_name>PTKB_ECOLI</uniprot_name>
      <gene_name>gatB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P37188.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>N-acetylgalactosamine-specific phosphotransferase enzyme IIB component 2</name>
      <uniprot_id>P42904</uniprot_id>
      <uniprot_name>PTPB2_ECOLI</uniprot_name>
      <gene_name>agaV</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P42904.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>N-acetylgalactosamine-specific phosphotransferase enzyme IIB component 1</name>
      <uniprot_id>P42909</uniprot_id>
      <uniprot_name>PTPB1_ECOLI</uniprot_name>
      <gene_name>agaB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P42909.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Heat-responsive suppressor hrsA</name>
      <uniprot_id>P54745</uniprot_id>
      <uniprot_name>HRSA_ECOLI</uniprot_name>
      <gene_name>hrsA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P54745.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Glucitol/sorbitol-specific phosphotransferase enzyme IIB component</name>
      <uniprot_id>P56580</uniprot_id>
      <uniprot_name>PTHB_ECOLI</uniprot_name>
      <gene_name>srlE</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P56580.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Putative phosphotransferase enzyme IIB component sgcB</name>
      <uniprot_id>P58035</uniprot_id>
      <uniprot_name>SGCB_ECOLI</uniprot_name>
      <gene_name>sgcB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P58035.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Glucose-specific phosphotransferase enzyme IIA component</name>
      <uniprot_id>P69783</uniprot_id>
      <uniprot_name>PTGA_ECOLI</uniprot_name>
      <gene_name>crr</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P69783.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system glucose-specific EIICB component</name>
      <uniprot_id>P69786</uniprot_id>
      <uniprot_name>PTGCB_ECOLI</uniprot_name>
      <gene_name>ptsG</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P69786.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>N,N'-diacetylchitobiose-specific phosphotransferase enzyme IIB component</name>
      <uniprot_id>P69795</uniprot_id>
      <uniprot_name>PTQB_ECOLI</uniprot_name>
      <gene_name>chbB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P69795.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system mannose-specific EIIAB component</name>
      <uniprot_id>P69797</uniprot_id>
      <uniprot_name>PTNAB_ECOLI</uniprot_name>
      <gene_name>manX</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P69797.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Fructose-like phosphotransferase enzyme IIB component 1</name>
      <uniprot_id>P69808</uniprot_id>
      <uniprot_name>PTFB1_ECOLI</uniprot_name>
      <gene_name>fryB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P69808.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Fructose-like phosphotransferase enzyme IIB component 2</name>
      <uniprot_id>P69816</uniprot_id>
      <uniprot_name>PTFB2_ECOLI</uniprot_name>
      <gene_name>frwB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P69816.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Ascorbate-specific phosphotransferase enzyme IIB component</name>
      <uniprot_id>P69822</uniprot_id>
      <uniprot_name>ULAB_ECOLI</uniprot_name>
      <gene_name>ulaB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P69822.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system mannitol-specific cryptic EIICB component</name>
      <uniprot_id>P69826</uniprot_id>
      <uniprot_name>PTMCB_ECOLI</uniprot_name>
      <gene_name>cmtA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P69826.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Sugar phosphatase supH</name>
      <uniprot_id>P75792</uniprot_id>
      <uniprot_name>SUPH_ECOLI</uniprot_name>
      <gene_name>supH</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P75792.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Putative sucrose phosphorylase</name>
      <uniprot_id>P76041</uniprot_id>
      <uniprot_name>SUCP_ECOLI</uniprot_name>
      <gene_name>ycjM</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P76041.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system N-acetylmuramic acid-specific EIIBC component</name>
      <uniprot_id>P77272</uniprot_id>
      <uniprot_name>PTYBC_ECOLI</uniprot_name>
      <gene_name>murP</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P77272.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Uncharacterized protein yigL</name>
      <uniprot_id>P27848</uniprot_id>
      <uniprot_name>YIGL_ECOLI</uniprot_name>
      <gene_name>yigL</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P27848.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Phosphocarrier protein HPr</name>
      <uniprot_id>P0AA04</uniprot_id>
      <uniprot_name>PTHP_ECOLI</uniprot_name>
      <gene_name>ptsH</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0AA04.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>2-deoxyglucose-6-P phosphatase</name>
      <uniprot_id>P77247</uniprot_id>
      <uniprot_name/>
      <gene_name>yniC</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P77247.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>sugar phosphatas</name>
      <uniprot_id>P77625</uniprot_id>
      <uniprot_name/>
      <gene_name>yfbT</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P77625.xml</protein_url>
    </enzyme>
  </enzymes>
  <transporters>
    <enzyme>
      <name>PTS system mannitol-specific EIICBA component</name>
      <uniprot_id>P00550</uniprot_id>
      <uniprot_name>PTM3C_ECOLI</uniprot_name>
      <gene_name>mtlA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P00550.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system beta-glucoside-specific EIIBCA component</name>
      <uniprot_id>P08722</uniprot_id>
      <uniprot_name>PTV3B_ECOLI</uniprot_name>
      <gene_name>bglF</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P08722.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system N-acetylglucosamine-specific EIICBA component</name>
      <uniprot_id>P09323</uniprot_id>
      <uniprot_name>PTW3C_ECOLI</uniprot_name>
      <gene_name>nagE</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P09323.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system maltose- and glucose-specific EIICB component</name>
      <uniprot_id>P19642</uniprot_id>
      <uniprot_name>PTOCB_ECOLI</uniprot_name>
      <gene_name>malX</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P19642.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system fructose-specific EIIBC component</name>
      <uniprot_id>P20966</uniprot_id>
      <uniprot_name>PTFBC_ECOLI</uniprot_name>
      <gene_name>fruA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P20966.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system arbutin-, cellobiose-, and salicin-specific EIIBC component</name>
      <uniprot_id>P24241</uniprot_id>
      <uniprot_name>PTIBC_ECOLI</uniprot_name>
      <gene_name>ascF</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P24241.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Fructose-like PTS system EIIBC component</name>
      <uniprot_id>P32154</uniprot_id>
      <uniprot_name>PTFLB_ECOLI</uniprot_name>
      <gene_name>frvB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P32154.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system trehalose-specific EIIBC component</name>
      <uniprot_id>P36672</uniprot_id>
      <uniprot_name>PTTBC_ECOLI</uniprot_name>
      <gene_name>treB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P36672.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system glucose-specific EIICB component</name>
      <uniprot_id>P69786</uniprot_id>
      <uniprot_name>PTGCB_ECOLI</uniprot_name>
      <gene_name>ptsG</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P69786.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system mannitol-specific cryptic EIICB component</name>
      <uniprot_id>P69826</uniprot_id>
      <uniprot_name>PTMCB_ECOLI</uniprot_name>
      <gene_name>cmtA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P69826.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>PTS system N-acetylmuramic acid-specific EIIBC component</name>
      <uniprot_id>P77272</uniprot_id>
      <uniprot_name>PTYBC_ECOLI</uniprot_name>
      <gene_name>murP</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P77272.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Sugar efflux transporter C</name>
      <uniprot_id>P31436</uniprot_id>
      <uniprot_name>SETC_ECOLI</uniprot_name>
      <gene_name>setC</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P31436.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Outer membrane protein N</name>
      <uniprot_id>P77747</uniprot_id>
      <uniprot_name>OMPN_ECOLI</uniprot_name>
      <gene_name>ompN</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P77747.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Outer membrane pore protein E</name>
      <uniprot_id>P02932</uniprot_id>
      <uniprot_name>PHOE_ECOLI</uniprot_name>
      <gene_name>phoE</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P02932.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Outer membrane protein F</name>
      <uniprot_id>P02931</uniprot_id>
      <uniprot_name>OMPF_ECOLI</uniprot_name>
      <gene_name>ompF</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P02931.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Outer membrane protein C</name>
      <uniprot_id>P06996</uniprot_id>
      <uniprot_name>OMPC_ECOLI</uniprot_name>
      <gene_name>ompC</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P06996.xml</protein_url>
    </enzyme>
  </transporters>
  <reactions>
    <reaction_text>Phosphoenolpyruvic acid + Sucrose &gt; Pyruvic acid + Sucrose-6-phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Sucrose + Water &lt;&gt; D-Fructose + D-Glucose</reaction_text>
    <kegg_reaction_id>R00801</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Sucrose + Water &lt;&gt; beta-D-Fructose + alpha-D-Glucose</reaction_text>
    <kegg_reaction_id>R00802</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Sucrose + Phosphate &lt;&gt; D-Fructose + Glucose 1-phosphate</reaction_text>
    <kegg_reaction_id>R00803</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Raffinose + Water &lt;&gt; D-Galactose + Sucrose</reaction_text>
    <kegg_reaction_id>R01103</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Protein EIIB N(pi)-phospho-L-histidine/cysteine + Sucrose &gt; protein EIIB + sugar phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Sucrose + Inorganic phosphate &gt; D-Fructose + Alpha-D-glucose 1-phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Sugar phosphate + Water &gt; Sucrose + Inorganic phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Sucrose + Phosphate &lt;&gt; D-Fructose + Glucose 1-phosphate</reaction_text>
    <kegg_reaction_id>R00803 R06034 </kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Sucrose + Water &lt;&gt; D-Fructose + D-Glucose + D-Fructose</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R003504</pw_reaction_id>
    <reaction_text>UDP-Glucose + D-Fructose + D-Fructose &lt;&gt; Sucrose + Phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R003518</pw_reaction_id>
    <reaction_text>D-Fructose + Alpha-D-glucose 1-phosphate + D-Fructose &lt;&gt; Phosphate + Sucrose</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R003519</pw_reaction_id>
  </reactions>
  <concentrations>
  </concentrations>
</compound>
