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Showing metabocard for D-Alanyl-D-alanine (HMDB0003459)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-12 21:25:35 UTC
Update Date2023-02-21 17:16:41 UTC
HMDB IDHMDB0003459
Secondary Accession Numbers
  • HMDB03459
Metabolite Identification
Common NameD-Alanyl-D-alanine
DescriptionThe ATP-dependent carboxylate-amine/thiol ligase superfamily is known to contain enzymes catalyzing the formation of various types of peptide, one of which is d-alanyl-d-alanine.(PMID: 16030213 ). The glycopeptide antibiotic vancomycin acts by binding to the D-alanyl-D-alanine terminus of the cell wall precursor lipid II in the cytoplasmic membrane.(PMID: 17418637 ). D-alanine-D-alanine ligase from Thermotoga maritima ATCC 43589 (TmDdl) was a useful biocatalyst for synthesizing D-amino acid dipeptides.D-Alanine-D-alanine ligase (Ddl) catalyzes the biosynthesis of an essential bacterial peptidoglycan precursor D-alanyl-D-alanine and it represents an important target for development of new antibacterial drugs. (PMID: 17267218 ). D-Alanyl-D-alanine is a microbial metabolite.
Structure
Data?1676999801
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003459 (D-Alanyl-D-alanine)


  Mrv0541 02231219442D          

 11 10  0  0  1  0            999 V2000
   18.6616  -20.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3761  -21.9055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5195  -19.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8051  -21.0805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9485  -20.6679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0906  -20.6679    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.2341  -21.0805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0906  -19.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2341  -21.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3761  -21.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5195  -20.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  2 10  2  0  0  0  0
  3 11  2  0  0  0  0
  6  4  1  1  0  0  0
  4 11  1  0  0  0  0
  7  5  1  6  0  0  0
  6  8  1  0  0  0  0
  6 10  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
M  END
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3D MOL for HMDB0003459 (D-Alanyl-D-alanine)

HMDB0003459
     RDKit          3D
D-Alanyl-D-alanine
 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.9646    1.0402    0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207   -0.2162    0.4598 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2844   -1.0523   -0.7139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134    0.1702    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372    0.8896    1.6550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3230   -0.2567   -0.1937 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7052    0.0939   -0.0211 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2226    0.8557   -1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5436   -1.1353    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9827   -2.2607    0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8996   -1.1007    0.2959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885    1.7833   -0.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0557    1.5014    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9695    0.7408   -0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5020   -0.7360    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603   -0.7441   -1.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4131   -2.0460   -0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710   -0.8545   -0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783    0.7291    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889    1.1091   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6315    1.7596   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2582    0.1777   -2.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050   -0.4481    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  3 16  1  0
  3 17  1  0
  6 18  1  0
  7 19  1  1
  8 20  1  0
  8 21  1  0
  8 22  1  0
 11 23  1  0
M  END
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3D SDF for HMDB0003459 (D-Alanyl-D-alanine)


  Mrv0541 02231219442D          

 11 10  0  0  1  0            999 V2000
   18.6616  -20.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3761  -21.9055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5195  -19.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8051  -21.0805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9485  -20.6679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0906  -20.6679    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.2341  -21.0805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0906  -19.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2341  -21.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3761  -21.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5195  -20.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  2 10  2  0  0  0  0
  3 11  2  0  0  0  0
  6  4  1  1  0  0  0
  4 11  1  0  0  0  0
  7  5  1  6  0  0  0
  6  8  1  0  0  0  0
  6 10  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003459

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](N)C(=O)N[C@H](C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)/t3-,4-/m1/s1

> <INCHI_KEY>
DEFJQIDDEAULHB-QWWZWVQMSA-N

> <FORMULA>
C6H12N2O3

> <MOLECULAR_WEIGHT>
160.1711

> <EXACT_MASS>
160.08479226

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
15.661226134276223

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2R)-2-aminopropanamido]propanoic acid

> <ALOGPS_LOGP>
-2.64

> <JCHEM_LOGP>
-3.3796765186342177

> <ALOGPS_LOGS>
-0.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.8228437022597

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7263415407443627

> <JCHEM_PKA_STRONGEST_BASIC>
8.388610500766903

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
37.794700000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.07e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-ala-D-ala

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0003459 (D-Alanyl-D-alanine)

HMDB0003459
     RDKit          3D
D-Alanyl-D-alanine
 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.9646    1.0402    0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207   -0.2162    0.4598 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2844   -1.0523   -0.7139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134    0.1702    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372    0.8896    1.6550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3230   -0.2567   -0.1937 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7052    0.0939   -0.0211 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2226    0.8557   -1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5436   -1.1353    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9827   -2.2607    0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8996   -1.1007    0.2959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885    1.7833   -0.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0557    1.5014    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9695    0.7408   -0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5020   -0.7360    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603   -0.7441   -1.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4131   -2.0460   -0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710   -0.8545   -0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783    0.7291    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889    1.1091   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6315    1.7596   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2582    0.1777   -2.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050   -0.4481    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  3 16  1  0
  3 17  1  0
  6 18  1  0
  7 19  1  1
  8 20  1  0
  8 21  1  0
  8 22  1  0
 11 23  1  0
M  END
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PDB for HMDB0003459 (D-Alanyl-D-alanine)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      34.835 -38.580   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      36.169 -40.890   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      40.170 -37.040   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      38.836 -39.350   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      42.837 -38.580   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      37.502 -38.580   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      41.504 -39.350   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      37.502 -37.040   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      41.504 -40.890   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      36.169 -39.350   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      40.170 -38.580   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4    6   11                                                       
CONECT    5    7                                                            
CONECT    6    4    8   10                                                  
CONECT    7    5    9   11                                                  
CONECT    8    6                                                            
CONECT    9    7                                                            
CONECT   10    1    2    6                                                  
CONECT   11    3    4    7                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0003459 (D-Alanyl-D-alanine)

COMPND    HMDB0003459
HETATM    1  C1  UNL     1      -2.965   1.040   0.319  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.121  -0.216   0.460  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.284  -1.052  -0.714  1.00  0.00           N  
HETATM    4  C3  UNL     1      -0.713   0.170   0.678  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.437   0.890   1.655  1.00  0.00           O  
HETATM    6  N2  UNL     1       0.323  -0.257  -0.194  1.00  0.00           N  
HETATM    7  C4  UNL     1       1.705   0.094  -0.021  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.223   0.856  -1.219  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.544  -1.135   0.119  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.983  -2.261   0.073  1.00  0.00           O  
HETATM   11  O3  UNL     1       3.900  -1.101   0.296  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.489   1.783  -0.339  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.056   1.501   1.331  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.970   0.741  -0.078  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.502  -0.736   1.381  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.160  -0.744  -1.229  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.413  -2.046  -0.426  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.071  -0.855  -1.000  1.00  0.00           H  
HETATM   19  H8  UNL     1       1.778   0.729   0.884  1.00  0.00           H  
HETATM   20  H9  UNL     1       3.289   1.109  -0.991  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.632   1.760  -1.427  1.00  0.00           H  
HETATM   22  H11 UNL     1       2.258   0.178  -2.102  1.00  0.00           H  
HETATM   23  H12 UNL     1       4.405  -0.448   0.870  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4   15
CONECT    3   16   17
CONECT    4    5    5    6
CONECT    6    7   18
CONECT    7    8    9   19
CONECT    8   20   21   22
CONECT    9   10   10   11
CONECT   11   23
END
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SMILES for HMDB0003459 (D-Alanyl-D-alanine)

C[C@@H](N)C(=O)N[C@H](C)C(O)=O
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INCHI for HMDB0003459 (D-Alanyl-D-alanine)

InChI=1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)/t3-,4-/m1/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(D-Ala)2ChEBI
D-Ala-D-alaChEBI
H-D-Ala-D-ala-OHChEBI
Alanyl-D-alanineHMDB
Ala-alaHMDB
H-Ala-ala-OHHMDB
AlanylalanineHMDB
Alanylalanine, (D)-isomerHMDB
Alanylalanine, (D-ala)-(L-ala)-isomerHMDB
Alanylalanine, (L)-isomerHMDB
Alanylalanine, (L-ala)-(D-ala)-isomerHMDB
Alanylalanine, (L-ala)-(DL-ala)-isomerHMDB
DialanineHMDB
D-Alanyl-L-alanineHMDB
L-Alanyl-D-alanineHMDB
Di-L-alanineHMDB
D-AlanylalanineHMDB
L-Alanyl-L-alanineHMDB
N-D-Alanyl-L-alanineHMDB
N-L-Alanyl-D-alanineHMDB
Chemical FormulaC6H12N2O3
Average Molecular Weight160.1711
Monoisotopic Molecular Weight160.08479226
IUPAC Name(2R)-2-[(2R)-2-aminopropanamido]propanoic acid
Traditional NameD-ala-D-ala
CAS Registry Number923-16-0
SMILES
C[C@@H](N)C(=O)N[C@H](C)C(O)=O
InChI Identifier
InChI=1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)/t3-,4-/m1/s1
InChI KeyDEFJQIDDEAULHB-QWWZWVQMSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alanine or derivatives
  • Alpha-amino acid or derivatives
  • Amino acid or derivatives
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Primary amine
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available134.051http://allccs.zhulab.cn/database/detail?ID=AllCCS00000060
Predicted Molecular Properties
PropertyValueSource
Water Solubility70.7 g/LALOGPS
logP-2.6ALOGPS
logP-3.4ChemAxon
logS-0.36ALOGPS
pKa (Strongest Acidic)3.73ChemAxon
pKa (Strongest Basic)8.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity37.79 m³·mol⁻¹ChemAxon
Polarizability15.66 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.9131661259
DarkChem[M-H]-132.68331661259
DeepCCS[M+H]+136.9930932474
DeepCCS[M-H]-134.59430932474
DeepCCS[M-2H]-169.61130932474
DeepCCS[M+Na]+144.0730932474
AllCCS[M+H]+138.032859911
AllCCS[M+H-H2O]+134.232859911
AllCCS[M+NH4]+141.532859911
AllCCS[M+Na]+142.532859911
AllCCS[M-H]-132.532859911
AllCCS[M+Na-2H]-134.532859911
AllCCS[M+HCOO]-136.832859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.1.28 minutes32390414
Predicted by Siyang on May 30, 20229.6918 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.17 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid330.9 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid623.8 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid300.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid52.4 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid168.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid48.3 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid275.2 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid228.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)666.3 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid607.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid52.0 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid709.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid178.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid201.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate540.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA463.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water319.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
D-Alanyl-D-alanineC[C@@H](N)C(=O)N[C@H](C)C(O)=O2310.1Standard polar33892256
D-Alanyl-D-alanineC[C@@H](N)C(=O)N[C@H](C)C(O)=O1388.4Standard non polar33892256
D-Alanyl-D-alanineC[C@@H](N)C(=O)N[C@H](C)C(O)=O1529.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
D-Alanyl-D-alanine,1TMS,isomer #1C[C@@H](N)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C1490.7Semi standard non polar33892256
D-Alanyl-D-alanine,1TMS,isomer #2C[C@@H](NC(=O)[C@@H](C)N[Si](C)(C)C)C(=O)O1515.9Semi standard non polar33892256
D-Alanyl-D-alanine,1TMS,isomer #3C[C@@H](N)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C1526.6Semi standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #1C[C@@H](N[Si](C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C1602.2Semi standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #1C[C@@H](N[Si](C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C1580.9Standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #1C[C@@H](N[Si](C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C2116.0Standard polar33892256
D-Alanyl-D-alanine,2TMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1531.3Semi standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1655.7Standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2277.6Standard polar33892256
D-Alanyl-D-alanine,2TMS,isomer #3C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C1610.1Semi standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #3C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C1590.7Standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #3C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C2089.3Standard polar33892256
D-Alanyl-D-alanine,2TMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O1703.9Semi standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O1623.8Standard non polar33892256
D-Alanyl-D-alanine,2TMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2410.0Standard polar33892256
D-Alanyl-D-alanine,3TMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1741.1Semi standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1690.3Standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1965.0Standard polar33892256
D-Alanyl-D-alanine,3TMS,isomer #2C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1627.9Semi standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #2C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1673.5Standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #2C[C@@H](N[Si](C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1802.2Standard polar33892256
D-Alanyl-D-alanine,3TMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1744.8Semi standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1730.6Standard non polar33892256
D-Alanyl-D-alanine,3TMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2011.3Standard polar33892256
D-Alanyl-D-alanine,4TMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1797.9Semi standard non polar33892256
D-Alanyl-D-alanine,4TMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1805.2Standard non polar33892256
D-Alanyl-D-alanine,4TMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1748.9Standard polar33892256
D-Alanyl-D-alanine,1TBDMS,isomer #1C[C@@H](N)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C1747.8Semi standard non polar33892256
D-Alanyl-D-alanine,1TBDMS,isomer #2C[C@@H](NC(=O)[C@@H](C)N[Si](C)(C)C(C)(C)C)C(=O)O1808.9Semi standard non polar33892256
D-Alanyl-D-alanine,1TBDMS,isomer #3C[C@@H](N)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C1769.4Semi standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #1C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C2053.5Semi standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #1C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C1998.2Standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #1C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C2239.0Standard polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1988.4Semi standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2055.2Standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #2C[C@@H](N)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2373.4Standard polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #3C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C2088.2Semi standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #3C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C2016.4Standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #3C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C2251.2Standard polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2195.0Semi standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2041.8Standard non polar33892256
D-Alanyl-D-alanine,2TBDMS,isomer #4C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2393.1Standard polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2435.0Semi standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2314.2Standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #1C[C@@H](NC(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2263.8Standard polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #2C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2314.6Semi standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #2C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2291.3Standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #2C[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2203.9Standard polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2424.4Semi standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2354.0Standard non polar33892256
D-Alanyl-D-alanine,3TBDMS,isomer #3C[C@H](C(=O)O)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2308.7Standard polar33892256
D-Alanyl-D-alanine,4TBDMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2656.0Semi standard non polar33892256
D-Alanyl-D-alanine,4TBDMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2577.2Standard non polar33892256
D-Alanyl-D-alanine,4TBDMS,isomer #1C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2244.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - D-Alanyl-D-alanine GC-EI-TOF (Non-derivatized)splash10-0f79-0900000000-5d9afc4a11f868ffd54e2018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Alanyl-D-alanine GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-8c6c90ec8315f93e4ad42018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Alanyl-D-alanine GC-EI-TOF (Non-derivatized)splash10-0f79-0900000000-5d9afc4a11f868ffd54e2018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Alanyl-D-alanine GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-8c6c90ec8315f93e4ad42018-05-25HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Alanyl-D-alanine GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9100000000-b16775fe354ea161228e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Alanyl-D-alanine GC-MS (1 TMS) - 70eV, Positivesplash10-00r6-9400000000-b5b87eed7f3175b80e2e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Alanyl-D-alanine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Alanyl-D-alanine LC-ESI-QTOF , positive-QTOFsplash10-03dl-6900000000-90b25f3c22007ea839b52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Alanyl-D-alanine 35V, Negative-QTOFsplash10-0a4i-0900000000-bd7876a01b4ebfb8700f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Alanyl-D-alanine 35V, Positive-QTOFsplash10-0006-9000000000-8d6a984538d3c099b09f2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 10V, Positive-QTOFsplash10-0296-5900000000-799966b5c9620715d16a2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 20V, Positive-QTOFsplash10-0006-9200000000-513a3e368e7c6334e54f2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 40V, Positive-QTOFsplash10-006x-9000000000-0724d314ee5219f1c7282015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 10V, Negative-QTOFsplash10-0a4i-2900000000-b6d1f12edd1486d8cbb42015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 20V, Negative-QTOFsplash10-059i-9600000000-8635adeca87ba2d6a6662015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 40V, Negative-QTOFsplash10-00du-9000000000-17647b2edc99cfa2d13b2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 10V, Negative-QTOFsplash10-052o-4900000000-aae09911d82d8cfafc1f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 20V, Negative-QTOFsplash10-000i-9100000000-fcc1d4e4f5652338825f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 40V, Negative-QTOFsplash10-0006-9000000000-f5f0d3e84942d47714c62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 10V, Positive-QTOFsplash10-0006-9100000000-a9556cdd03ea097d92132021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 20V, Positive-QTOFsplash10-0006-9000000000-2cbbf675159b82ddf5e82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Alanyl-D-alanine 40V, Positive-QTOFsplash10-0006-9000000000-ac3751498e9cf095d11f2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Prostate Tissue
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected and Quantified0.119 +/- 0.176 uMAdult (>18 years old)Not Specified
Normal
    • Sugimoto et al. (...
 details
SalivaDetected and Quantified0.184 +/- 0.138 uMAdult (>18 years old)Not Specified
Normal
    • Sugimoto et al. (...
 details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Prostate TissueDetected and Quantified0.5 (0.0-1.0) umol/g tissueAdult (>18 years old)Both
Prostate cancer		 details
Associated Disorders and Diseases
Disease References
Prostate cancer
  1. 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. doi: 10.1038/nature07762. [PubMed:19212411 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003740
KNApSAcK IDC00019576
Chemspider ID4573916
KEGG Compound IDC00993
BioCyc IDD-ALA-D-ALA
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6937
PubChem Compound5460362
PDB IDNot Available
ChEBI ID16576
Food Biomarker OntologyNot Available
VMH IDM03164
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNeuhaus, Francis C. Enzymic synthesis of D-alanyl-D-alanine. Biochemical and Biophysical Research Communications (1960), 3 401-5.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Ladesic B, Tomasic J, Kveder S, Hrsak I: The metabolic fate of 14C-labeled immunoadjuvant peptidoglycan monomer. II. In vitro studies. Biochim Biophys Acta. 1981 Nov 18;678(1):12-7. [PubMed:6118181 ]
  2. Franken N, Seidl PH, Kuchenbauer T, Kolb HJ, Schleifer KH, Weiss L, Tympner KD: Specific immunoglobulin A antibodies to a peptide subunit sequence of bacterial cell wall peptidoglycan. Infect Immun. 1984 Apr;44(1):182-7. [PubMed:6423541 ]
  3. Tabata K, Ikeda H, Hashimoto S: ywfE in Bacillus subtilis codes for a novel enzyme, L-amino acid ligase. J Bacteriol. 2005 Aug;187(15):5195-202. [PubMed:16030213 ]
  4. Jansen A, Turck M, Szekat C, Nagel M, Clever I, Bierbaum G: Role of insertion elements and yycFG in the development of decreased susceptibility to vancomycin in Staphylococcus aureus. Int J Med Microbiol. 2007 Jul;297(4):205-15. Epub 2007 Apr 5. [PubMed:17418637 ]
  5. Kovac A, Majce V, Lenarsic R, Bombek S, Bostock JM, Chopra I, Polanc S, Gobec S: Diazenedicarboxamides as inhibitors of D-alanine-D-alanine ligase (Ddl). Bioorg Med Chem Lett. 2007 Apr 1;17(7):2047-54. Epub 2007 Jan 17. [PubMed:17267218 ]