<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>2.0</version>
  <creation_date>2012-07-30 14:55:05 -0600</creation_date>
  <update_date>2015-06-03 17:20:59 -0600</update_date>
  <accession>ECMDB21241</accession>
  <m2m_id>M2MDB001649</m2m_id>
  <name>L-Alanyl-D-glutamate</name>
  <description>L-alanine-D-glutamate is a dipeptide. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.  It is a dipeptide that is a component of the bacterial cell wall.  It is a substrate of Alanyl-glutamate epimerase which catalyzes the epimerization of L-Ala-D-Glu to L-Ala-L- Glu and has a role in the recycling of the murein peptide, of which L-Ala-D-Glu is a component. This enzyme also able to catalyze the reverse reaction.</description>
  <synonyms>
    <synonym>L-Ala-&amp;gamma;-D-Glu</synonym>
    <synonym>L-Ala-g-D-glu</synonym>
    <synonym>L-Ala-gamma-D-Glu</synonym>
    <synonym>L-Ala-γ-D-glu</synonym>
    <synonym>L-alanine-D-glutamate</synonym>
    <synonym>L-Alanine-D-glutamic acid</synonym>
    <synonym>L-Alanyl-D-glutamic acid</synonym>
  </synonyms>
  <chemical_formula>C8H13N2O5</chemical_formula>
  <average_molecular_weight>217.1992</average_molecular_weight>
  <monisotopic_moleculate_weight>217.082446536</monisotopic_moleculate_weight>
  <iupac_name>2-[(2-amino-1-hydroxypropylidene)amino]pentanedioic acid</iupac_name>
  <traditional_iupac>2-[(2-amino-1-hydroxypropylidene)amino]pentanedioic acid</traditional_iupac>
  <cas_registry_number/>
  <smiles>CC(N)C(O)=NC(CCC([O-])=O)C(O)=O</smiles>
  <inchi>InChI=1S/C8H14N2O5/c1-4(9)7(13)10-5(8(14)15)2-3-6(11)12/h4-5H,2-3,9H2,1H3,(H,10,13)(H,11,12)(H,14,15)/p-1</inchi>
  <inchikey>VYZAGTDAHUIRQA-UHFFFAOYSA-M</inchikey>
  <state/>
  <cellular_locations>
    <cellular_location>Cytoplasm</cellular_location>
  </cellular_locations>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-3.36</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.57</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>5.93e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-3.2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>3.13</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>9.57</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>2-[(2-amino-1-hydroxypropylidene)amino]pentanedioic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>217.1992</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>217.082446536</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CC(N)C(O)=NC(CCC([O-])=O)C(O)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C8H13N2O5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C8H14N2O5/c1-4(9)7(13)10-5(8(14)15)2-3-6(11)12/h4-5H,2-3,9H2,1H3,(H,10,13)(H,11,12)(H,14,15)/p-1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>VYZAGTDAHUIRQA-UHFFFAOYSA-M</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>133.21</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>49.11</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>20.56</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>-1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1312432</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1312433</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1312434</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1426900</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1426901</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1426902</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id/>
  <pubchem_compound_id>25203551</pubchem_compound_id>
  <chemspider_id>13211968</chemspider_id>
  <kegg_id/>
  <chebi_id>61395</chebi_id>
  <biocyc_id>CPD0-2190</biocyc_id>
  <het_id/>
  <wikipidia/>
  <foodb_id/>
  <general_references>
  </general_references>
  <synthesis_reference/>
  <msds_url/>
  <enzymes>
    <enzyme>
      <name>L-Ala-D/L-Glu epimerase</name>
      <uniprot_id>P51981</uniprot_id>
      <uniprot_name>AEEP_ECOLI</uniprot_name>
      <gene_name>ycjG</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P51981.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Protein mpaA</name>
      <uniprot_id>P0ACV6</uniprot_id>
      <uniprot_name>MPAA_ECOLI</uniprot_name>
      <gene_name>mpaA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0ACV6.xml</protein_url>
    </enzyme>
  </enzymes>
  <transporters>
    <enzyme>
      <name>Dipeptide and tripeptide permease B</name>
      <uniprot_id>P36837</uniprot_id>
      <uniprot_name>DTPB_ECOLI</uniprot_name>
      <gene_name>dtpB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P36837.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Probable dipeptide and tripeptide permease YjdL</name>
      <uniprot_id>P39276</uniprot_id>
      <uniprot_name>YJDL_ECOLI</uniprot_name>
      <gene_name>yjdL</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P39276.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Dipeptide permease D</name>
      <uniprot_id>P75742</uniprot_id>
      <uniprot_name>DTPD_ECOLI</uniprot_name>
      <gene_name>dtpD</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P75742.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Dipeptide and tripeptide permease A</name>
      <uniprot_id>P77304</uniprot_id>
      <uniprot_name>DTPA_ECOLI</uniprot_name>
      <gene_name>dtpA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P77304.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>L-Alanyl-D-glutamate &lt;&gt; L-Alanine-L-glutamate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>L-alanine-D-glutamate-meso-2,6-diaminoheptanedioate + Water &gt; Diaminopimelic acid + L-Alanyl-D-glutamate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>L-Alanyl-D-glutamate &gt; L-Alanyl-L-Glutamate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
  </reactions>
  <concentrations>
  </concentrations>
</compound>
