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Showing metabocard for Glutarylglycine (HMDB0000590)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:14:58 UTC
HMDB IDHMDB0000590
Secondary Accession Numbers
  • HMDB00590
Metabolite Identification
Common NameGlutarylglycine
DescriptionGlutarylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:. acyl-CoA + glycine < -- > CoA + N-acylglycine. Glutarylglycine is involved in lysine metabolism. An elevated level of glutarylglycine occurs in patients with glutaric acidemia type II, which is an autosomal recessive inborn error of metabolism due to a mitochondrial respiratory electron chain transport defect. (http://www.pediatricneuro.com/alfonso/pg75.htm).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000590 (Glutarylglycine)

  Mrv1652305271900132D          

 13 12  0  0  0  0            999 V2000
    2.1153   -4.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8298   -4.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5443   -4.7765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2587   -4.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -4.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6877   -4.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021   -4.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166   -4.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2587   -3.5390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1153   -5.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -4.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166   -3.5390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8311   -4.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
 10  1  2  0  0  0  0
 11  1  1  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
M  END
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3D MOL for HMDB0000590 (Glutarylglycine)

HMDB0000590
     RDKit          3D
Glutarylglycine
 24 23  0  0  0  0  0  0  0  0999 V2000
   -2.4357   -1.9333   -0.2840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2802   -1.0210   -0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4781   -1.2967   -0.9913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0221    0.2943    0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193    0.4336    0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461    0.3272   -0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7649    0.4556    0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776    0.6308    1.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907    0.3771   -0.8639 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1938    0.4867   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6680   -0.5437    0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550   -1.4444    0.8806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0081   -0.5351    0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2820   -0.7408   -0.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2234    1.0406   -0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    0.5703    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4039   -0.4298    1.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4840    1.3680    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231   -0.5818   -0.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8724    1.1892   -1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5312    0.2303   -1.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7741    0.3795   -1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3535    1.5231   -0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321   -0.7796    1.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  9 21  1  0
 10 22  1  0
 10 23  1  0
 13 24  1  0
M  END
Download

3D SDF for HMDB0000590 (Glutarylglycine)

  Mrv1652305271900132D          

 13 12  0  0  0  0            999 V2000
    2.1153   -4.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8298   -4.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5443   -4.7765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2587   -4.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -4.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6877   -4.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021   -4.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166   -4.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2587   -3.5390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1153   -5.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -4.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166   -3.5390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8311   -4.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
 10  1  2  0  0  0  0
 11  1  1  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000590

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCC(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H11NO5/c9-5(8-4-7(12)13)2-1-3-6(10)11/h1-4H2,(H,8,9)(H,10,11)(H,12,13)

> <INCHI_KEY>
NBLKTRLPZFCMJG-UHFFFAOYSA-N

> <FORMULA>
C7H11NO5

> <MOLECULAR_WEIGHT>
189.1659

> <EXACT_MASS>
189.063722467

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
17.67627289023406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(carboxymethyl)carbamoyl]butanoic acid

> <ALOGPS_LOGP>
-0.82

> <JCHEM_LOGP>
-1.0591975420000002

> <ALOGPS_LOGS>
-1.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.301716576145145

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4690609880358116

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8926575344090852

> <JCHEM_POLAR_SURFACE_AREA>
103.7

> <JCHEM_REFRACTIVITY>
40.9415

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(carboxymethylcarbamoyl)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0000590 (Glutarylglycine)

HMDB0000590
     RDKit          3D
Glutarylglycine
 24 23  0  0  0  0  0  0  0  0999 V2000
   -2.4357   -1.9333   -0.2840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2802   -1.0210   -0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4781   -1.2967   -0.9913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0221    0.2943    0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193    0.4336    0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461    0.3272   -0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7649    0.4556    0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776    0.6308    1.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907    0.3771   -0.8639 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1938    0.4867   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6680   -0.5437    0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550   -1.4444    0.8806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0081   -0.5351    0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2820   -0.7408   -0.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2234    1.0406   -0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    0.5703    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4039   -0.4298    1.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4840    1.3680    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231   -0.5818   -0.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8724    1.1892   -1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5312    0.2303   -1.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7741    0.3795   -1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3535    1.5231   -0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321   -0.7796    1.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  9 21  1  0
 10 22  1  0
 10 23  1  0
 13 24  1  0
M  END
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PDB for HMDB0000590 (Glutarylglycine)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       3.949  -8.916   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.282  -8.146   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       6.616  -8.916   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.950  -8.146   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.283  -8.916   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.617  -8.146   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.951  -8.916   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.284  -8.146   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.950  -6.606   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.949 -10.456   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.615  -8.146   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      13.284  -6.606   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.618  -8.916   0.000  0.00  0.00           O+0
CONECT    1    2   10   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   12   13                                                  
CONECT    9    4                                                            
CONECT   10    1                                                            
CONECT   11    1                                                            
CONECT   12    8                                                            
CONECT   13    8                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for HMDB0000590 (Glutarylglycine)

COMPND    HMDB0000590
HETATM    1  O1  UNL     1      -2.436  -1.933  -0.284  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.280  -1.021  -0.343  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.478  -1.297  -0.991  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.022   0.294   0.248  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.619   0.434   0.764  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.646   0.327  -0.350  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.765   0.456   0.091  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.978   0.631   1.315  1.00  0.00           O  
HETATM    9  N1  UNL     1       1.791   0.377  -0.864  1.00  0.00           N  
HETATM   10  C6  UNL     1       3.194   0.487  -0.561  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.668  -0.544   0.373  1.00  0.00           C  
HETATM   12  O4  UNL     1       2.955  -1.444   0.881  1.00  0.00           O  
HETATM   13  O5  UNL     1       5.008  -0.535   0.732  1.00  0.00           O  
HETATM   14  H1  UNL     1      -5.282  -0.741  -0.775  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.223   1.041  -0.581  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.779   0.570   1.028  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.404  -0.430   1.465  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.484   1.368   1.364  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.823  -0.582  -0.936  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.872   1.189  -1.053  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.531   0.230  -1.864  1.00  0.00           H  
HETATM   22  H9  UNL     1       3.774   0.379  -1.496  1.00  0.00           H  
HETATM   23  H10 UNL     1       3.353   1.523  -0.165  1.00  0.00           H  
HETATM   24  H11 UNL     1       5.332  -0.780   1.660  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5   15   16
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8    8    9
CONECT    9   10   21
CONECT   10   11   22   23
CONECT   11   12   12   13
CONECT   13   24
END
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SMILES for HMDB0000590 (Glutarylglycine)

OC(=O)CCCC(=O)NCC(O)=O
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INCHI for HMDB0000590 (Glutarylglycine)

InChI=1S/C7H11NO5/c9-5(8-4-7(12)13)2-1-3-6(10)11/h1-4H2,(H,8,9)(H,10,11)(H,12,13)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
5-[(Carboxymethyl)amino]-5-oxo-pentanoateHMDB
5-[(Carboxymethyl)amino]-5-oxo-pentanoic acidHMDB
N-(Carboxymethyl)-glutaramic acidHMDB
4-[(Carboxymethyl)-C-hydroxycarbonimidoyl]butanoateGenerator, HMDB
Chemical FormulaC7H11NO5
Average Molecular Weight189.1659
Monoisotopic Molecular Weight189.063722467
IUPAC Name4-[(carboxymethyl)carbamoyl]butanoic acid
Traditional Name4-(carboxymethylcarbamoyl)butanoic acid
CAS Registry Number17686-38-3
SMILES
OC(=O)CCCC(=O)NCC(O)=O
InChI Identifier
InChI=1S/C7H11NO5/c9-5(8-4-7(12)13)2-1-3-6(10)11/h1-4H2,(H,8,9)(H,10,11)(H,12,13)
InChI KeyNBLKTRLPZFCMJG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Fatty acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
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 PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.0035–0.0565 umol/mmol creatinineAdult (25-30 years old)Both
Not Available		 details
UrineDetected and Quantified0.0025–0.0517 umol/mmol creatinineAdult (25-30 years old)Both
Not Available		 details
UrineDetected and Quantified0.0012–0.0586 umol/mmol creatinineAdult (25-30 years old)Both
Not Available		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022131
KNApSAcK IDNot Available
Chemspider ID19712034
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5569
PubChem Compound23592950
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferencePaul, Lieselotte; Dittmar, Adelheid; Rusch, Christel. Synthesis of maleoyl- and glutarylglycyl chlorides. Chemische Berichte (1967), 100(8), 2757-60.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ohie T, Fu X, Iga M, Kimura M, Yamaguchi S: Gas chromatography-mass spectrometry with tert.-butyldimethylsilyl derivation: use of the simplified sample preparations and the automated data system to screen for organic acidemias. J Chromatogr B Biomed Sci Appl. 2000 Sep 1;746(1):63-73. [PubMed:11048741 ]
  2. Gron I, Gregersen N, Kolvraa S, Rasmussen K: Formation of N-dicarboxyl-mono-glycines catalyzed by glycine-N-acylase. Biochem Med. 1978 Feb;19(1):133-48. [PubMed:623642 ]
  3. Gregersen N, Kolvraa S, Rasmussen K, Gron I: Demonstration of N-dicarboxyl-mono-glycines in dicarboxylic acidurias by mass fragmentography. Clin Chim Acta. 1977 Jul 15;78(2):173-82. [PubMed:884855 ]
  4. Bonafe L, Troxler H, Kuster T, Heizmann CW, Chamoles NA, Burlina AB, Blau N: Evaluation of urinary acylglycines by electrospray tandem mass spectrometry in mitochondrial energy metabolism defects and organic acidurias. Mol Genet Metab. 2000 Apr;69(4):302-11. [PubMed:10870848 ]
  5. Gregersen N, Gron I, Rasmussen K, Kolvraa S: Gas chromatographic mass spectrometric identification of N-dicarboxylmonoglycines. Biomed Mass Spectrom. 1978 Jan;5(1):80-3. [PubMed:623898 ]
  6. (). Asai, Kiyofumi. Urinary glutarylglycine in a patient with glutaric aciduria type I. Quantification of urinary glutarylglycine by a carboxylic acid analyzer and its clinical application. Nagoya-shiritsu Daigaku Igakkai Zasshi (1989), 40(4), 743-58. .
  7. (). Curtius, T., Hechtenberg, Wihelm. Synthesis of -aminobutyric acid from glutarylglycine ester. Journal fuer Praktische Chemie (Leipzig) (1923), 105 319-26. .
  8. (). Fujita, A. Synthesis of anemoninic acid. Yakugaku Zasshi (1923), No. 492 67-75. .
  9. (). Paul, L., Dittmar, A., Rusch, Christel. Synthesis of maleoyl- and glutarylglycyl chlorides. Chemische Berichte (1967), 100(8), 2757-60. .

Enzymes

Enzyme Details
1. Glycine N-acyltransferase
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Mitochondrial acyltransferase which transfers an acyl group to the N-terminus of glycine and glutamine, although much less efficiently. Can conjugate numerous substrates to form a variety of N-acylglycines, with a preference for benzoyl-CoA over phenylacetyl-CoA as acyl donors. Thereby detoxify xenobiotics, such as benzoic acid or salicylic acid, and endogenous organic acids, such as isovaleric acid.
Gene Name:
GLYAT
Uniprot ID:
Q6IB77
Molecular weight:
18506.33
Enzyme Details
2. Glycine N-acyltransferase-like protein 1
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Acyltransferase which transfers an acyl group to the N-terminus of glutamine. Can use phenylacetyl-CoA as an acyl donor.
Gene Name:
GLYATL1
Uniprot ID:
Q969I3
Molecular weight:
35100.895
Enzyme Details
3. Glycine N-acyltransferase-like protein 2
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Mitochondrial acyltransferase which transfers the acyl group to the N-terminus of glycine. Conjugates numerous substrates, such as arachidonoyl-CoA and saturated medium and long-chain acyl-CoAs ranging from chain-length C8:0-CoA to C18:0-CoA, to form a variety of N-acylglycines. Shows a preference for monounsaturated fatty acid oleoyl-CoA (C18:1-CoA) as an acyl donor. Does not exhibit any activity toward C22:6-CoA and chenodeoxycholoyl-CoA, nor toward serine or alanine.
Gene Name:
GLYATL2
Uniprot ID:
Q8WU03
Molecular weight:
34277.055
Enzyme Details
4. Glycine N-acyltransferase-like protein 3
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Acyltransferase which transfers the acyl group to the N- terminus of glycine
Gene Name:
GLYATL3
Uniprot ID:
Q5SZD4
Molecular weight:
32703.3