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Showing metabocard for Allysine (HMDB0001263)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (6) Show 6 proteinsXML
enzymes (6) Show 6 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:20:03 UTC
HMDB IDHMDB0001263
Secondary Accession Numbers
  • HMDB0059595
  • HMDB01263
  • HMDB59595
Metabolite Identification
Common NameAllysine
DescriptionAllysine (CAS: 1962-83-0), also known as 2-amino-6-oxohexanoic acid or 6-oxonorleucine, belongs to the class of organic compounds known as alpha-amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Outside of the human body, allysine has been detected, but not quantified in, several different foods, such as winged beans, wasabi, common verbena, arrowhead, and oats. This could make allysine a potential biomarker for the consumption of these foods. Allysine is a derivative of lysine used in the production of elastin and collagen. It is produced by the actions of the enzyme lysyl oxidase in the extracellular matrix and is essential in the crosslink formation that stabilizes collagen and elastin.
Structure
Data?1590604871
MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001263 (Allysine)


  Mrv1652306222023452D          

 11 10  0  0  1  0            999 V2000
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  5  7  1  1  0  0  0
  8  4  2  0  0  0  0
  9  6  2  0  0  0  0
 10  6  1  0  0  0  0
  5 11  1  1  0  0  0
M  END
Download

3D MOL for HMDB0001263 (Allysine)

Download
3D SDF for HMDB0001263 (Allysine)

  Mrv1652306222023452D          

 11 10  0  0  1  0            999 V2000
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  5  7  1  1  0  0  0
  8  4  2  0  0  0  0
  9  6  2  0  0  0  0
 10  6  1  0  0  0  0
  5 11  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0001263

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)/t5-/m0/s1

> <INCHI_KEY>
GFXYTQPNNXGICT-YFKPBYRVSA-N

> <FORMULA>
C6H11NO3

> <MOLECULAR_WEIGHT>
145.1564

> <EXACT_MASS>
145.073893223

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
14.583357065587663

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-6-oxohexanoic acid

> <ALOGPS_LOGP>
-2.20

> <JCHEM_LOGP>
-2.9081307009163337

> <ALOGPS_LOGS>
-0.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.588756721963396

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.249930329891744

> <JCHEM_PKA_STRONGEST_BASIC>
9.326170574223008

> <JCHEM_POLAR_SURFACE_AREA>
80.39000000000001

> <JCHEM_REFRACTIVITY>
34.963300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.94e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-6-oxo-hexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for HMDB0001263 (Allysine)
https://cactus.nci.nih.gov/chemical/structure/N%5BC@@H%5D(CCCC=O)C(O)=O/file?...
 OpenBabel09142113213D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:20})
 21 20  0  0  0  0  0  0  0  0999 V2000
    1.1656    1.7511    0.3569 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2557    0.2931    0.5121 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1975    0.0360    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1004   -0.3721   -0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2262    0.0232    0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3815   -0.6420   -0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6882   -0.2527    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5613    0.2509   -0.3610 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5665   -0.1920   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0562   -1.3852    0.3202 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1766    0.4932   -0.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797    2.2170    0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2172    2.0151   -0.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1063   -0.0445   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166   -1.4551   -0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2321   -0.3044    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3424    1.1062    0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -0.3144   -1.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.7250   -0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8437   -0.4242    1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9003   -1.6535   -0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  1 13  1  0  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  2  9  1  0  0  0  0
  4  5  1  0  0  0  0
  4 14  1  0  0  0  0
  4 15  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  1  0  0  0  0
  5 17  1  0  0  0  0
  6  7  1  0  0  0  0
  6 18  1  0  0  0  0
  6 19  1  0  0  0  0
  7  8  2  0  0  0  0
  7 20  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 21  1  0  0  0  0
M  END
$$$$

Download
PDB for HMDB0001263 (Allysine)
HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.621   4.977   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       1.953   2.667   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0       8.621   1.897   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    8                                                       
CONECT    5    3    6    7   11                                             
CONECT    6    5    9   10                                                  
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    5                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

Download
3D PDB for HMDB0001263 (Allysine)
COMPND    https://cactus.nci.nih.gov/chemical/structure/N%5BC@@H%5D(CCCC=O)C(O)=O/file?... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  N   UNL     1       1.166   1.751   0.357  1.00  0.00           N  
HETATM    2  CA  UNL     1       1.256   0.293   0.512  1.00  0.00           C  
HETATM    3  HA  UNL     1       1.198   0.036   1.570  1.00  0.00           H  
HETATM    4  C   UNL     1       0.100  -0.372  -0.239  1.00  0.00           C  
HETATM    5  C   UNL     1      -1.226   0.023   0.413  1.00  0.00           C  
HETATM    6  C   UNL     1      -2.381  -0.642  -0.338  1.00  0.00           C  
HETATM    7  C   UNL     1      -3.688  -0.253   0.304  1.00  0.00           C  
HETATM    8  O   UNL     1      -4.561   0.251  -0.361  1.00  0.00           O  
HETATM    9  C   UNL     1       2.567  -0.192  -0.051  1.00  0.00           C  
HETATM   10  O   UNL     1       3.056  -1.385   0.320  1.00  0.00           O  
HETATM   11  OXT UNL     1       3.177   0.493  -0.838  1.00  0.00           O  
HETATM   12  H1  UNL     1       1.880   2.217   0.896  1.00  0.00           H  
HETATM   13  H2  UNL     1       1.217   2.015  -0.616  1.00  0.00           H  
HETATM   14  H   UNL     1       0.106  -0.044  -1.278  1.00  0.00           H  
HETATM   15  H   UNL     1       0.217  -1.455  -0.198  1.00  0.00           H  
HETATM   16  H   UNL     1      -1.232  -0.304   1.453  1.00  0.00           H  
HETATM   17  H   UNL     1      -1.342   1.106   0.373  1.00  0.00           H  
HETATM   18  H   UNL     1      -2.376  -0.314  -1.377  1.00  0.00           H  
HETATM   19  H   UNL     1      -2.265  -1.725  -0.298  1.00  0.00           H  
HETATM   20  H   UNL     1      -3.844  -0.424   1.359  1.00  0.00           H  
HETATM   21  H   UNL     1       3.900  -1.653  -0.068  1.00  0.00           H  
CONECT    1    2   12   13                                            
CONECT    2    1    3    4    9                                       
CONECT    3    2                                                      
CONECT    4    2    5   14   15                                       
CONECT    5    4    6   16   17                                       
CONECT    6    5    7   18   19                                       
CONECT    7    6    8    8   20                                       
CONECT    8    7    7                                                 
CONECT    9    2   10   11   11                                       
CONECT   10    9   21                                                 
CONECT   11    9    9                                                 
CONECT   12    1                                                      
CONECT   13    1                                                      
CONECT   14    4                                                      
CONECT   15    4                                                      
CONECT   16    5                                                      
CONECT   17    5                                                      
CONECT   18    6                                                      
CONECT   19    6                                                      
CONECT   20    7                                                      
CONECT   21   10                                                      
MASTER        0    0    0    0    0    0    0    0   21    0   21    0
END

Download
SMILES for HMDB0001263 (Allysine)
[H][C@](N)(CCCC=O)C(O)=O
Download
INCHI for HMDB0001263 (Allysine)
InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)/t5-/m0/s1
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
2-AMINO-6-oxo-hexanoIC ACIDChEBI
6-oxo-L-NorleucineChEBI
AllysineChEBI
L-2-Aminoadipate 6-semialdehydeChEBI
L-6-OxonorleucineChEBI
2-Aminoadipate 6-semialdehydeKegg
L-AllysineKegg
2-AMINO-6-oxo-hexanoateGenerator
L-2-Aminoadipic acid 6-semialdehydeGenerator
2-Aminoadipic acid 6-semialdehydeGenerator
(S)-2-Amino-6-oxohexanoic acidGenerator
2-Aminoadipate semialdehydeHMDB
alpha-AASAHMDB
alpha-Aminoadipate semialdehydeHMDB
2-Aminoadipic semialdehydeHMDB
2-Amino-5-formylvaleric acidHMDB
2-Amino-6-oxohexanoateHMDB
6-OxonorleucineHMDB
L-Homoglutamic semialdehydeHMDB
alpha-Aminoadipic acid delta-semialdehydeHMDB
alpha-Aminoadipic delta-semialdehydeHMDB
α-Aminoadipic acid δ-semialdehydeHMDB
α-Aminoadipic δ-semialdehydeHMDB
Chemical FormulaC6H11NO3
Average Molecular Weight145.1564
Monoisotopic Molecular Weight145.073893223
IUPAC Name(2S)-2-amino-6-oxohexanoic acid
Traditional Name2-amino-6-oxo-hexanoic acid
CAS Registry Number6665-12-9
SMILES
N[C@@H](CCCC=O)C(O)=O
InChI Identifier
InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)/t5-/m0/s1
InChI KeyGFXYTQPNNXGICT-YFKPBYRVSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentL-alpha-amino acids  
Alternative Parents
Substituents
  • L-alpha-amino acid
    • 

  • Medium-chain fatty acid
    • 

  • Amino fatty acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Alpha-hydrogen aldehyde
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Aldehyde
    • 

  • Hydrocarbon derivative
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • Primary aliphatic amine
    • 

  • Organopnictogen compound
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition
Source:
Biological location:
Process
Naturally occurring process:
Role
Industrial application:
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility49.4 g/LALOGPS
logP-2.2ALOGPS
logP-2.9ChemAxon
logS-0.47ALOGPS
pKa (Strongest Acidic)2.25ChemAxon
pKa (Strongest Basic)9.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity34.96 m³·mol⁻¹ChemAxon
Polarizability14.58 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties
Collision Cross Sections
NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available132.25131661259  
DarkChem[M-H]-PredictedNot Available129.57231661259  
AllCCS[M+H]+PredictedNot Available133.60132859911  
AllCCS[M-H]-PredictedNot Available129.10432859911  
Retention Indices
Underivatized
Not Available
Derivatized
DerivativeValueReference
Allysine,1TMS,#11395.258https://arxiv.org/abs/1905.12712
Allysine,1TMS,#21561.0071https://arxiv.org/abs/1905.12712
Allysine,1TMS,#31476.4916https://arxiv.org/abs/1905.12712
Allysine,1TBDMS,#11618.2506https://arxiv.org/abs/1905.12712
Allysine,1TBDMS,#21808.2932https://arxiv.org/abs/1905.12712
Allysine,1TBDMS,#31723.1https://arxiv.org/abs/1905.12712
Spectra
GC-MS
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-9100000000-e7c5c166681ba0316b252016-09-22View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0udi-7900000000-a87d074458b671b94f652017-10-06View Spectrum
MSMass Spectrum (Electron Ionization)splash10-00fu-9100000000-921b3427689be66b60fa2021-09-05View Spectrum
LC-MS/MS
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Positivesplash10-0ufs-2900000000-cc3c3ade4cefc6b578802016-09-12View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Positivesplash10-0ue9-9700000000-1f5f0f3378ed80283ec82016-09-12View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Positivesplash10-0abc-9000000000-dd87ab890dceec9e01cb2016-09-12View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Negativesplash10-0006-0900000000-5623b839bf292d641b922016-09-12View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Negativesplash10-0006-4900000000-7473bdea5b2f626515f12016-09-12View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Negativesplash10-0006-9000000000-12c42805d877e4f712b62016-09-12View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Positivesplash10-0ue9-6900000000-d34f08b905440e7d79642021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Positivesplash10-001i-9000000000-684e25a1d77f85cbfa552021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Positivesplash10-0a4r-9000000000-96069f1c2588457b97ce2021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Negativesplash10-004l-0900000000-06ca102489283c43f7e62021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Negativesplash10-054o-2900000000-46f0e454239e803a85542021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Negativesplash10-0006-9000000000-3fc953bdebc8fddb25d12021-09-07View Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
    • 

  • Mitochondria
Biospecimen Locations
  • Blood
    • 

  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified<0.2 uMInfant (0-1 year old)Not SpecifiedNormal  details
UrineDetected and Quantified<1 umol/mmol creatinineInfant (0-1 year old)Not SpecifiedNormal  details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified1.6-28 umol/mmol creatinineInfant (0-1 year old)Not SpecifiedPyridoxine dependency with seizures (PDE)  details
Associated Disorders and Diseases
Disease References
Pyridoxine-dependent epilepsy
  1. Plecko B, Paul K, Paschke E, Stoeckler-Ipsiroglu S, Struys E, Jakobs C, Hartmann H, Luecke T, di Capua M, Korenke C, Hikel C, Reutershahn E, Freilinger M, Baumeister F, Bosch F, Erwa W: Biochemical and molecular characterization of 18 patients with pyridoxine-dependent epilepsy and mutations of the antiquitin (ALDH7A1) gene. Hum Mutat. 2007 Jan;28(1):19-26. [PubMed:17068770  ] 
Associated OMIM IDs
  • 266100   (Pyridoxine-dependent epilepsy)
DrugBank IDDB02571  
Phenol Explorer Compound IDNot Available
FooDB IDFDB010644  
KNApSAcK IDNot Available
Chemspider ID141126  
KEGG Compound IDC04076  
BioCyc IDALLYSINE  
BiGG IDNot Available
Wikipedia LinkAllysine  
METLIN IDNot Available
PubChem Compound160603  
PDB IDNot Available
ChEBI ID17917  
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available
Enzymes
  Enzyme Details
1. Carbonyl reductase [NADPH] 1
General function:
Involved in oxidoreductase activity
Specific function:
NADPH-dependent reductase with broad substrate specificity. Catalyzes the reduction of a wide variety of carbonyl compounds including quinones, prostaglandins, menadione, plus various xenobiotics. Catalyzes the reduction of the antitumor anthracyclines doxorubicin and daunorubicin to the cardiotoxic compounds doxorubicinol and daunorubicinol. Can convert prostaglandin E2 to prostaglandin F2-alpha. Can bind glutathione, which explains its higher affinity for glutathione-conjugated substrates. Catalyzes the reduction of S-nitrosoglutathione.

Gene Name:
CBR1
Uniprot ID:
P16152  
Molecular weight:
30374.73
Reactions
Allysine → 2-amino-6-hydroxyhexanoic aciddetails
  Enzyme Details
2. Aldehyde oxidase
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
AOX1
Uniprot ID:
Q06278  
Molecular weight:
147916.735
Reactions
Allysine → Aminoadipic aciddetails
  Enzyme Details
3. Alpha-aminoadipic semialdehyde dehydrogenase
General function:
Involved in oxidoreductase activity
Specific function:
Multifunctional enzyme mediating important protective effects. Metabolizes betaine aldehyde to betaine, an important cellular osmolyte and methyl donor. Protects cells from oxidative stress by metabolizing a number of lipid peroxidation-derived aldehydes. Involved in lysine catabolism.

Gene Name:
ALDH7A1
Uniprot ID:
P49419  
Molecular weight:
58486.74
Reactions
Allysine + NAD(P)(+) + Water → Aminoadipic acid + NAD(P)Hdetails
Allysine + NAD + Water → Aminoadipic acid + NADH + Hydrogen Iondetails
Allysine + NADP + Water → Aminoadipic acid + NADPH + Hydrogen Iondetails
alpha-Aminoadipoyl-S-acyl enzyme + NADPH + Hydrogen Ion → Allysine + Holo-Lys2 + NADPdetails
  Enzyme Details
4. Alpha-aminoadipic semialdehyde synthase, mitochondrial
General function:
Involved in oxidoreductase activity
Specific function:
Bifunctional enzyme that catalyzes the first two steps in lysine degradation. The N-terminal and the C-terminal contain lysine-ketoglutarate reductase and saccharopine dehydrogenase activity, respectively.

Gene Name:
AASS
Uniprot ID:
Q9UDR5  
Molecular weight:
102130.895
Reactions
N(6)-(L-1,3-dicarboxypropyl)-L-lysine + NAD + Water → L-Glutamic acid + Allysine + NADHdetails
Saccharopine + NAD + Water → L-Glutamic acid + Allysine + NADH + Hydrogen Iondetails
  Enzyme Details
5. Acyl-CoA synthetase family member 4
General function:
Involved in acyl carrier activity
Specific function:
Acyl-CoA synthases catalyze the initial reaction in fatty acid metabolism, by forming a thioester with CoA
Gene Name:
AASDH
Uniprot ID:
Q4L235  
Molecular weight:
122596.1
  Enzyme Details
6. 5-phosphohydroxy-L-lysine phospho-lyase
General function:
Involved in transaminase activity
Specific function:
Catalyzes the pyridoxal-phosphate-dependent breakdown of 5-phosphohydroxy-L-lysine, converting it to ammonia, inorganic phosphate and 2-aminoadipate semialdehyde.

Gene Name:
AGXT2L2
Uniprot ID:
Q8IUZ5  
Molecular weight:
49710.245
Reactions
5-phosphonooxy-L-lysine + Water → Allysine + Ammonia + Phosphatedetails