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Showing metabocard for Lipoamide (HMDB0000962)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:20 UTC
HMDB IDHMDB0000962
Secondary Accession Numbers
Metabolite Identification
Common NameLipoamide
DescriptionLipoamide is a trivial name for 6,8-dithiooctanoic amide. It is 6,8-dithiooctanoic acid's functional form where the carboxyl group is attached to protein (or any other amine) by an amide linkage (containing -NH2) to an amino group. Lipoamide forms a thioester bond, oxidizing the disulfide bond, with acetaldehyde (pyruvate after it has been decarboxylated). It then transfers the acetaldehyde group to CoA which can then continue in the TCA cycle. Lipoamide is an intermediate in glycolysis/gluconeogenesis, citrate cycle (TCA cycle), alanine, aspartate and pyruvate metabolism, and valine, leucine and isoleucine degradation (KEGG:C00248). It is generated from dihydrolipoamide via the enzyme dihydrolipoamide dehydrogenase (EC:1.8.1.4) and then converted to S-glutaryl-dihydrolipoamide via the enzyme oxoglutarate dehydrogenase (EC:1.2.4.2).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000962 (Lipoamide)

  Mrv1652305271900192D          

 12 12  0  0  0  0            999 V2000
    9.8950   -6.8097    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0700   -6.8097    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8225   -6.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4825   -5.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1425   -6.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8438   -5.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5863   -6.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2875   -5.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9888   -6.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7313   -5.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4325   -6.0260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7313   -4.7885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
Download

3D MOL for HMDB0000962 (Lipoamide)

HMDB0000962
     RDKit          3D
Lipoamide
 27 27  0  0  0  0  0  0  0  0999 V2000
    4.1624    0.3932    0.3891 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855   -0.3873    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4768   -0.8403    1.3904 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3012   -0.7180   -0.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0201   -1.4585   -0.8117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532   -0.7262   -0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4040    0.5889   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4575    1.3606    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7111    0.5610    0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7336    1.3152    0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9603    1.5255    2.5780 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9411    1.6072    1.7917 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428    0.1874   -0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1539    1.2335    1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9983   -1.3896   -1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.1981   -1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355   -2.3879   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114   -1.8158   -1.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9579   -1.4079   -0.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2238   -0.6851    1.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810    1.2487   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7191    0.3519   -1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6753    2.3193   -0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1130    0.4604   -0.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6217   -0.4479    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421    2.3189    0.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985    0.6638    1.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  1 13  1  0
  1 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
  7 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
M  END
Download

3D SDF for HMDB0000962 (Lipoamide)

  Mrv1652305271900192D          

 12 12  0  0  0  0            999 V2000
    9.8950   -6.8097    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0700   -6.8097    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8225   -6.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4825   -5.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1425   -6.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8438   -5.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5863   -6.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2875   -5.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9888   -6.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7313   -5.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4325   -6.0260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7313   -4.7885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000962

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)CCCCC1CCSS1

> <INCHI_IDENTIFIER>
InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)

> <INCHI_KEY>
FCCDDURTIIUXBY-UHFFFAOYSA-N

> <FORMULA>
C8H15NOS2

> <MOLECULAR_WEIGHT>
205.341

> <EXACT_MASS>
205.059505487

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
22.384415060709664

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(1,2-dithiolan-3-yl)pentanamide

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
1.3068367939999996

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.449049724883853

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3815647676501084

> <JCHEM_POLAR_SURFACE_AREA>
43.09

> <JCHEM_REFRACTIVITY>
56.1936

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lipoamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000962 (Lipoamide)

HMDB0000962
     RDKit          3D
Lipoamide
 27 27  0  0  0  0  0  0  0  0999 V2000
    4.1624    0.3932    0.3891 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855   -0.3873    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4768   -0.8403    1.3904 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3012   -0.7180   -0.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0201   -1.4585   -0.8117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532   -0.7262   -0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4040    0.5889   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4575    1.3606    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7111    0.5610    0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7336    1.3152    0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9603    1.5255    2.5780 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9411    1.6072    1.7917 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428    0.1874   -0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1539    1.2335    1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9983   -1.3896   -1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.1981   -1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355   -2.3879   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114   -1.8158   -1.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9579   -1.4079   -0.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2238   -0.6851    1.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810    1.2487   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7191    0.3519   -1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6753    2.3193   -0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1130    0.4604   -0.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6217   -0.4479    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421    2.3189    0.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985    0.6638    1.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  1 13  1  0
  1 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
  7 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
M  END
Download

PDB for HMDB0000962 (Lipoamide)

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  S   UNK     0      18.471 -12.711   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      16.931 -12.711   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      16.469 -11.249   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.701 -10.325   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.933 -11.249   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.242 -10.479   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.628 -11.249   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.937 -10.479   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.246 -11.249   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.632 -10.479   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      26.941 -11.249   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      25.632  -8.939   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0000962 (Lipoamide)

COMPND    HMDB0000962
HETATM    1  N1  UNL     1       4.162   0.393   0.389  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.985  -0.387   0.308  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.477  -0.840   1.390  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.301  -0.718  -0.942  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.020  -1.459  -0.812  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.053  -0.726  -0.042  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.404   0.589  -0.687  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.458   1.361   0.039  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.711   0.561   0.102  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.734   1.315   0.918  1.00  0.00           C  
HETATM   11  S1  UNL     1      -2.960   1.526   2.578  1.00  0.00           S  
HETATM   12  S2  UNL     1      -0.941   1.607   1.792  1.00  0.00           S  
HETATM   13  H1  UNL     1       5.043   0.187  -0.121  1.00  0.00           H  
HETATM   14  H2  UNL     1       4.154   1.233   1.000  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.998  -1.390  -1.524  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.196   0.198  -1.594  1.00  0.00           H  
HETATM   17  H5  UNL     1       1.235  -2.388  -0.213  1.00  0.00           H  
HETATM   18  H6  UNL     1       0.611  -1.816  -1.778  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.958  -1.408  -0.077  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.224  -0.685   1.002  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.481   1.249  -0.797  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.719   0.352  -1.731  1.00  0.00           H  
HETATM   23  H11 UNL     1      -1.675   2.319  -0.428  1.00  0.00           H  
HETATM   24  H12 UNL     1      -3.113   0.460  -0.909  1.00  0.00           H  
HETATM   25  H13 UNL     1      -2.622  -0.448   0.530  1.00  0.00           H  
HETATM   26  H14 UNL     1      -3.942   2.319   0.549  1.00  0.00           H  
HETATM   27  H15 UNL     1      -4.599   0.664   1.056  1.00  0.00           H  
CONECT    1    2   13   14
CONECT    2    3    3    4
CONECT    4    5   15   16
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8   21   22
CONECT    8    9   12   23
CONECT    9   10   24   25
CONECT   10   11   26   27
CONECT   11   12
END
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SMILES for HMDB0000962 (Lipoamide)

NC(=O)CCCCC1CCSS1
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INCHI for HMDB0000962 (Lipoamide)

InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)
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View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC8H15NOS2
Average Molecular Weight205.341
Monoisotopic Molecular Weight205.059505487
IUPAC Name5-(1,2-dithiolan-3-yl)pentanamide
Traditional Namelipoamide
CAS Registry Number940-69-2
SMILES
NC(=O)CCCCC1CCSS1
InChI Identifier
InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)
InChI KeyFCCDDURTIIUXBY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as lipoamides. Lipoamides are compounds containing a lipoamide moiety, which consists of a pentanamide attached to the C3 carbon atom of a 1,2-dithiolane ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDithiolanes
Sub ClassLipoamides
Direct ParentLipoamides
Alternative Parents
Substituents
  • Lipoamide
  • Fatty amide
  • Fatty acyl
  • 1,2-dithiolane
  • Carboxamide group
  • Organic disulfide
  • Primary carboxylic acid amide
  • Carboxylic acid derivative
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point126.0 - 129.0 °CNot 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 Available139.298http://allccs.zhulab.cn/database/detail?ID=AllCCS00000468
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
  • Mitochondria
Biospecimen Locations
  • Saliva
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022340
KNApSAcK IDNot Available
Chemspider ID840
KEGG Compound IDC00248
BioCyc IDLIPOAMIDE
BiGG ID34384
Wikipedia LinkLipoamide
METLIN ID3372
PubChem Compound863
PDB IDNot Available
ChEBI ID17460
Food Biomarker OntologyNot Available
VMH IDLPAM
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceXu, Yaming; Li, Zhitian; Gu, Yunlong. Synthesis of thioctamide. Faming Zhuanli Shenqing Gongkai Shuomingshu (1997), 5 pp.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Arner ES, Nordberg J, Holmgren A: Efficient reduction of lipoamide and lipoic acid by mammalian thioredoxin reductase. Biochem Biophys Res Commun. 1996 Aug 5;225(1):268-74. [PubMed:8769129 ]
  2. Nordman T, Xia L, Bjorkhem-Bergman L, Damdimopoulos A, Nalvarte I, Arner ES, Spyrou G, Eriksson LC, Bjornstedt M, Olsson JM: Regeneration of the antioxidant ubiquinol by lipoamide dehydrogenase, thioredoxin reductase and glutathione reductase. Biofactors. 2003;18(1-4):45-50. [PubMed:14695919 ]
  3. Oizumi J, Hayakawa K: Liberation of lipoate by human serum lipoamidase from bovine heart pyruvate dehydrogenase. Biochem Biophys Res Commun. 1989 Jul 31;162(2):658-63. [PubMed:2502979 ]
  4. Nakai T, Nakagawa N, Maoka N, Masui R, Kuramitsu S, Kamiya N: Ligand-induced conformational changes and a reaction intermediate in branched-chain 2-oxo acid dehydrogenase (E1) from Thermus thermophilus HB8, as revealed by X-ray crystallography. J Mol Biol. 2004 Apr 2;337(4):1011-33. [PubMed:15033367 ]
  5. Wynn RM, Machius M, Chuang JL, Li J, Tomchick DR, Chuang DT: Roles of His291-alpha and His146-beta' in the reductive acylation reaction catalyzed by human branched-chain alpha-ketoacid dehydrogenase: refined phosphorylation loop structure in the active site. J Biol Chem. 2003 Oct 31;278(44):43402-10. Epub 2003 Aug 5. [PubMed:12902323 ]
  6. Panak KC, Ruiz OA, Giorgieri SA, Diaz LE: Direct determination of glutathione in human blood by micellar electrokinetic chromatography: simultaneous determination of lipoamide and lipoic acid. Electrophoresis. 1996 Oct;17(10):1613-6. [PubMed:8957191 ]

Enzymes

Enzyme Details
1. Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial
General function:
Involved in oxidoreductase activity, acting on the aldehyde or oxo group of donors, disulfide as acceptor
Specific function:
The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:
PDHA1
Uniprot ID:
P08559
Molecular weight:
43295.255
Enzyme Details
2. Dihydrolipoyl dehydrogenase, mitochondrial
General function:
Involved in oxidoreductase activity
Specific function:
Lipoamide dehydrogenase is a component of the glycine cleavage system as well as of the alpha-ketoacid dehydrogenase complexes. Involved in the hyperactivation of spermatazoa during capacitation and in the spermatazoal acrosome reaction.
Gene Name:
DLD
Uniprot ID:
P09622
Molecular weight:
54176.91
Reactions
Dihydrolipoamide + NAD → Lipoamide + NADH + Hydrogen Iondetails
Enzyme Details
3. 2-oxoisovalerate dehydrogenase subunit alpha, mitochondrial
General function:
Involved in oxidoreductase activity, acting on the aldehyde or oxo group of donors, disulfide as acceptor
Specific function:
The branched-chain alpha-keto dehydrogenase complex catalyzes the overall conversion of alpha-keto acids to acyl-CoA and CO(2). It contains multiple copies of three enzymatic components: branched-chain alpha-keto acid decarboxylase (E1), lipoamide acyltransferase (E2) and lipoamide dehydrogenase (E3).
Gene Name:
BCKDHA
Uniprot ID:
P12694
Molecular weight:
50470.58
Enzyme Details
4. 2-oxoglutarate dehydrogenase, mitochondrial
General function:
Involved in oxoglutarate dehydrogenase (succinyl-transferring) activity
Specific function:
The 2-oxoglutarate dehydrogenase complex catalyzes the overall conversion of 2-oxoglutarate to succinyl-CoA and CO(2). It contains multiple copies of three enzymatic components: 2-oxoglutarate dehydrogenase (E1), dihydrolipoamide succinyltransferase (E2) and lipoamide dehydrogenase (E3).
Gene Name:
OGDH
Uniprot ID:
Q02218
Molecular weight:
48179.59
Enzyme Details
5. Glycine dehydrogenase [decarboxylating], mitochondrial
General function:
Involved in lyase activity
Specific function:
The glycine cleavage system catalyzes the degradation of glycine. The P protein binds the alpha-amino group of glycine through its pyridoxal phosphate cofactor; CO(2) is released and the remaining methylamine moiety is then transferred to the lipoamide cofactor of the H protein.
Gene Name:
GLDC
Uniprot ID:
P23378
Molecular weight:
112728.805