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Human Metabolome Database Version 3.5

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Showing metabocard for Pyridoxal 5'-phosphate (HMDB01491)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:10:39 -0700
HMDB ID HMDB01491
Secondary Accession Numbers None
Metabolite Identification
Common Name Pyridoxal 5'-phosphate
Description This is the active form of vitamin B6 serving as a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. During transamination of amino acids, pyridoxal phosphate is transiently converted into pyridoxamine phosphate (pyridoxamine). -- Pubchem; Pyridoxal-phosphate (PLP, pyridoxal-5'-phosphate) is a cofactor of many enzymatic reactions. It is the active form of vitamin B6 which comprises three natural organic compounds, pyridoxal, pyridoxamine and pyridoxine. -- Wikipedia.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. Apolon B6
  2. Biosechs
  3. Codecarboxylase
  4. Coenzyme B6
  5. Hairoxal
  6. Hexermin-P
  7. Hi-Pyridoxin
  8. Hiadelon
  9. Himitan
  10. PAL-P
  11. Phosphopyridoxal
  12. Phosphopyridoxal coenzyme
  13. Pidopidon
  14. Piodel
  15. PLP
  16. Pydoxal
  17. Pyridoxal 5'-phosphate
  18. Pyridoxal 5-phosphate
  19. Pyridoxal P
  20. Pyridoxal phosphate
  21. Pyridoxal-P
  22. Pyridoxyl phosphate
  23. Pyromijin
  24. Sechvitan
  25. Vitahexin-P
  26. Vitazechs
Chemical Formula C8H10NO6P
Average Molecular Weight 247.1419
Monoisotopic Molecular Weight 247.024573569
IUPAC Name [(4-formyl-5-hydroxy-6-methylpyridin-3-yl)methoxy]phosphonic acid
Traditional IUPAC Name (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methoxyphosphonic acid
CAS Registry Number 54-47-7
SMILES CC1=NC=C(COP(O)(O)=O)C(C=O)=C1O
InChI Identifier InChI=1S/C8H10NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2-3,11H,4H2,1H3,(H2,12,13,14)
InChI Key NGVDGCNFYWLIFO-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteromonocyclic Compounds
Class Pyridines and Derivatives
Sub Class Pyridine Carboxaldehydes
Other Descriptors
  • Aromatic Heteromonocyclic Compounds
  • Pyridine Carboxaldehydes
  • vitamin B6 phosphate(ChEBI)
Substituents
  • Aldehyde
  • Organic Hypophosphite
  • Organic Phosphite
  • Phosphoric Acid Ester
Direct Parent Pyridoxals and Derivatives
Ontology
Status Detected and Quantified
Origin
  • Endogenous
Biofunction
  • Component of Vitamin B6 metabolism
  • Enzyme co-factor
Application Not Available
Cellular locations
  • Mitochondria
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point 255 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 28 mg/mL Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 5.7 g/L ALOGPS
LogP -0.55 ALOGPS
LogP -2.1 ChemAxon
LogS -1.64 ALOGPS
pKa (strongest acidic) 1.68 ChemAxon
pKa (strongest basic) 4.11 ChemAxon
Hydrogen Acceptor Count 6 ChemAxon
Hydrogen Donor Count 3 ChemAxon
Polar Surface Area 116.95 A2 ChemAxon
Rotatable Bond Count 4 ChemAxon
Refractivity 54.75 ChemAxon
Polarizability 20.91 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -2 ChemAxon
Spectra
1H NMR Spectrum
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
MS/MS Spectrum LC-ESI-QQ (API3000, Applied Biosystems) 10
MS/MS Spectrum LC-ESI-QQ (API3000, Applied Biosystems) 20
MS/MS Spectrum LC-ESI-QQ (API3000, Applied Biosystems) 30
MS/MS Spectrum LC-ESI-QQ (API3000, Applied Biosystems) 40
MS/MS Spectrum LC-ESI-QQ (API3000, Applied Biosystems) 50
MS/MS Spectrum LC-ESI-QTOF (UPLC Q-Tof Premier, Waters)
MS/MS Spectrum LC-ESI-QTOF (UPLC Q-Tof Premier, Waters)
MS/MS Spectrum LC-ESI-QTOF (UPLC Q-Tof Premier, Waters)
MS/MS Spectrum LC-ESI-QTOF (UPLC Q-Tof Premier, Waters)
MS/MS Spectrum GC-MS
[1H,1H] 2D NMR Spectrum
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Mitochondria
Biofluid Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
Tissue Location
  • Muscle
  • Neuron
  • Erythrocyte
  • Kidney
  • Liver
Pathways
Name SMPDB Link KEGG Link
Glucose-Alanine Cycle SMP00127 Not Available
Malate-Aspartate Shuttle SMP00129 Not Available
Vitamin B6 Metabolism SMP00017 map00750 Link_out
Normal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Detected and Quantified
Article_icon
0.046 (0.035-0.06) uM Adult (>18 years old) Both Normal Not Available
Blood Detected and Quantified
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0.042 (0.0076-1.26) uM Adult (>18 years old) Both Normal Not Available
Blood Detected and Quantified
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0.030 uM Adult (>18 years old) Female Normal It is reported in the reference that the...
Blood Detected and Quantified
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0.061 +/- 0.052 uM Children (1-13 year old) Both Normal Not Available
Blood Detected and Quantified
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0.056 +/- 0.042 uM Newborn (0-30 days old) Both Normal Not Available
Blood Detected and Quantified
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0.068 +/- 0.015 uM Adult (>18 years old) Female Normal Not Available
Blood Detected and Quantified
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0.075 +/- 0.022 uM Adult (>18 years old) Male Normal Not Available
Blood Detected and Quantified
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0.0047 +/- 0.00072 uM Adult (>18 years old) Both Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.0515 +/- 0.0166 uM Newborn (0-30 days old) Not Specified Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.0431 +/- 0.0193 uM Infant (0-1 year old) Not Specified Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.0305 +/- 0.0111 uM Children (1-13 year old) Not Specified Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.0207 +/- 0.0069 uM Children (1-13 year old) Not Specified Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
Article_icon
0.0654 +/- 0.0173 uM Infant (0-1 year old) Not Specified Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
Article_icon
0.0531 +/- 0.0186 uM Infant (0-1 year old) Not Specified Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.0312 +/- 0.0049 uM Children (1-13 year old) Not Specified Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.032-0.078 uM Children (1-13 year old) Not Specified Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.044-0.089 uM Children (1-13 year old) Not Specified Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.000972 +/- 0.000283 uM Adult (>18 years old) Not Specified Normal Not Available
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Detected and Quantified
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0.024 (0.019-0.031) uM Adult (>18 years old) Both Rheumatoid arthritis Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.064 uM Children (1-13 year old) Not Specified Truncus arteriosus, seizures and dystonia Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.00243 +/- 0.00138 uM Adult (>18 years old) Not Specified celiac disease Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.0119 (0.0036-0.018) uM Newborn (0-30 days old) Not Specified PNPO deficiency Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.0036 uM Newborn (0-30 days old) Not Specified PNPO deficiency Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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0.012 uM Newborn (0-30 days old) Not Specified PNPO deficiency Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
Article_icon
0.014 uM Newborn (0-30 days old) Not Specified PNPO deficiency Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
Article_icon
0.018 uM Newborn (0-30 days old) Not Specified PNPO deficiency Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
Article_icon
0.00243 +/- 0.00138 uM Adult (>18 years old) Not Specified celiac disease Not Available
Associated Disorders and Diseases
Disease References
Rheumatoid arthritis
  • Chiang EP, Smith DE, Selhub J, Dallal G, Wang YC, Roubenoff R: Inflammation causes tissue-specific depletion of vitamin B6. Arthritis Res Ther. 2005;7(6):R1254-62. Epub 2005 Sep 13. Pubmed: 16277678 Link_out
    Associated OMIM IDs
    DrugBank ID Not Available
    Phenol Explorer Compound ID Not Available
    Phenol Explorer Metabolite ID Not Available
    FoodDB ID FDB021820
    KNApSAcK ID Not Available
    Chemspider ID 1022 Link_out
    KEGG Compound ID C00018 Link_out
    BioCyc ID PYRIDOXAL_PHOSPHATE Link_out
    BiGG ID 33526 Link_out
    Wikipedia Link Pyridoxal 5'-phosphate Link_out
    NuGOwiki Link HMDB01491 Link_out
    Metagene Link HMDB01491 Link_out
    METLIN ID 6275 Link_out
    PubChem Compound 1051 Link_out
    PDB ID PLP Link_out
    ChEBI ID 18405 Link_out
    References
    Synthesis Reference Not Available
    Material Safety Data Sheet (MSDS) Download (PDF)
    General References
    1. Huang YC, Lan PH, Cheng CH, Lee BJ, Kan MN: Vitamin B6 intakes and status of mechanically ventilated critically ill patients in Taiwan. Eur J Clin Nutr. 2002 May;56(5):387-92. Pubmed: 12001008 Link_out
    2. Chiang EP, Bagley PJ, Roubenoff R, Nadeau M, Selhub J: Plasma pyridoxal 5'-phosphate concentration is correlated with functional vitamin B-6 indices in patients with rheumatoid arthritis and marginal vitamin B-6 status. J Nutr. 2003 Apr;133(4):1056-9. Pubmed: 12672918 Link_out
    3. Chiang EP, Selhub J, Bagley PJ, Dallal G, Roubenoff R: Pyridoxine supplementation corrects vitamin B6 deficiency but does not improve inflammation in patients with rheumatoid arthritis. Arthritis Res Ther. 2005;7(6):R1404-11. Epub 2005 Oct 14. Pubmed: 16277693 Link_out
    4. Heiskanen K, Kallio M, Salmenpera L, Siimes MA, Ruokonen I, Perheentupa J: Vitamin B-6 status during childhood: tracking from 2 months to 11 years of age. J Nutr. 1995 Dec;125(12):2985-92. Pubmed: 7500176 Link_out
    5. Longhi RC, Fleisher LD, Tallan HH, Gaull GE: Cystathionine beta-synthase deficiency: a qualitative abnormality of the deficient enzyme modified by vitamin B6 therapy. Pediatr Res. 1977 Feb;11(2):100-3. Pubmed: 840498 Link_out
    6. Fonda ML: Vitamin B6 metabolism and binding to proteins in the blood of alcoholic and nonalcoholic men. Alcohol Clin Exp Res. 1993 Dec;17(6):1171-8. Pubmed: 8116826 Link_out
    7. Lee BJ, Huang MC, Chung LJ, Cheng CH, Lin KL, Su KH, Huang YC: Folic acid and vitamin B12 are more effective than vitamin B6 in lowering fasting plasma homocysteine concentration in patients with coronary artery disease. Eur J Clin Nutr. 2004 Mar;58(3):481-7. Pubmed: 14985687 Link_out
    8. Schuster K, Bailey LB, Cerda JJ, Gregory JF 3rd: Urinary 4-pyridoxic acid excretion in 24-hour versus random urine samples as a measurement of vitamin B6 status in humans. Am J Clin Nutr. 1984 Mar;39(3):466-70. Pubmed: 6695847 Link_out
    9. Heiskanen K, Siimes MA, Perheentupa J, Salmenpera L: Reference ranges for erythrocyte pyridoxal 5'-phosphate concentration and the erythrocyte aspartate transaminase stimulation test in lactating mothers and their infants. Am J Clin Nutr. 1994 Jun;59(6):1297-303. Pubmed: 8198054 Link_out
    10. Selvaag E, Bohmer T, Benkestock K: Reduced serum concentrations of riboflavine and ascorbic acid, and blood thiamine pyrophosphate and pyridoxal-5-phosphate in geriatric patients with and without pressure sores. J Nutr Health Aging. 2002;6(1):75-7. Pubmed: 11813090 Link_out
    11. Iqbal SJ, Plaha DS, Linforth GH, Dalgleish R: Hypophosphatasia: diagnostic application of linked DNA markers in the dominantly inherited adult form. Clin Sci (Lond). 1999 Jul;97(1):73-8. Pubmed: 10369796 Link_out
    12. Heiskanen K, Siimes MA, Salmenpera L, Perheentupa J: Low vitamin B6 status associated with slow growth in healthy breast-fed infants. Pediatr Res. 1995 Nov;38(5):740-6. Pubmed: 8552443 Link_out
    13. Huang YC, Chang SJ, Chiu YT, Chang HH, Cheng CH: The status of plasma homocysteine and related B-vitamins in healthy young vegetarians and nonvegetarians. Eur J Nutr. 2003 Apr;42(2):84-90. Pubmed: 12638029 Link_out
    14. Huang YC, Chang HH, Huang SC, Cheng CH, Lee BJ, Cheng SY, Su KH: Plasma pyridoxal 5'-phosphate is a significant indicator of immune responses in the mechanically ventilated critically ill. Nutrition. 2005 Jul-Aug;21(7-8):779-85. Pubmed: 15975484 Link_out
    15. Chiang EP, Bagley PJ, Selhub J, Nadeau M, Roubenoff R: Abnormal vitamin B(6) status is associated with severity of symptoms in patients with rheumatoid arthritis. Am J Med. 2003 Mar;114(4):283-7. Pubmed: 12681455 Link_out
    16. Lacour B, Parry C, Drueke T, Touam M, Kreis H, Bailly M, Durand D: Pyridoxal 5'-phosphate deficiency in uremic undialyzed, hemodialyzed, and non-uremic kidney transplant patients. Clin Chim Acta. 1983 Jan 24;127(2):205-15. Pubmed: 6337752 Link_out
    17. Seki T: Combination treatment of high-dose pyridoxal phosphate and low-dose ACTH in children with West syndrome and related disorders. Jpn J Psychiatry Neurol. 1990 Jun;44(2):219-37. Pubmed: 1701836 Link_out
    18. Akopov MA, Kagan ZS, Berezov TT, Filiptsev PIa: [Kinetics and thermodynamics of heat inactivation of L-threonine-L-serine dehydratase from human liver] Biokhimiia. 1978 Nov;43(11):2027-32. Pubmed: 737218 Link_out
    19. Descombes E, Hanck AB, Fellay G: Water soluble vitamins in chronic hemodialysis patients and need for supplementation. Kidney Int. 1993 Jun;43(6):1319-28. Pubmed: 8315945 Link_out
    20. Stolzenberg-Solomon RZ, Albanes D, Nieto FJ, Hartman TJ, Tangrea JA, Rautalahti M, Sehlub J, Virtamo J, Taylor PR: Pancreatic cancer risk and nutrition-related methyl-group availability indicators in male smokers. J Natl Cancer Inst. 1999 Mar 17;91(6):535-41. Pubmed: 10088624 Link_out
    Enzymes
    Name: 5-aminolevulinate synthase, erythroid-specific, mitochondrial
    Reactions:
    • succinyl-CoA + glycine = 5-aminolevulinate + CoA + CO2 [RN:R00830]
    Gene Name: ALAS2
    Uniprot ID: P22557 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: 5-aminolevulinate synthase, nonspecific, mitochondrial
    Reactions:
    • succinyl-CoA + glycine = 5-aminolevulinate + CoA + CO2 [RN:R00830]
    Gene Name: ALAS1
    Uniprot ID: P13196 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: 2-amino-3-ketobutyrate coenzyme A ligase, mitochondrial
    Reactions:
    • acetyl-CoA + glycine = CoA + L-2-amino-3-oxobutanoate [RN:R00371]
    Gene Name: GCAT
    Uniprot ID: O75600 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Methylenetetrahydrofolate reductase
    Reactions:
    • 5-methyltetrahydrofolate + NAD(P)+ = 5,10-methylenetetrahydrofolate + NAD(P)H + H+ [RN:R01224 R07168]
    Gene Name: MTHFR
    Uniprot ID: P42898 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: 4-aminobutyrate aminotransferase, mitochondrial
    Reactions:
    • (S)-3-amino-2-methylpropanoate + 2-oxoglutarate = 2-methyl-3-oxopropanoate + L-glutamate
    Gene Name: ABAT
    Uniprot ID: P80404 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Tyrosine aminotransferase
    Reactions:
    • L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate [RN:R00734]
    Gene Name: TAT
    Uniprot ID: P17735 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Aromatic-L-amino-acid decarboxylase
    Reactions:
    • (1) 3,4-dihydroxy-L-phenylalanine = dopamine + CO2 [RN:R02080]
    • (2) 5-hydroxy-L-tryptophan = 5-hydroxytryptamine + CO2 [RN:R02701]
    Gene Name: DDC
    Uniprot ID: P20711 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Aspartate aminotransferase, cytoplasmic
    Reactions:
    • L-aspartate + 2-oxoglutarate = oxaloacetate + L-glutamate [RN:R00355]
    Gene Name: GOT1
    Uniprot ID: P17174 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Aspartate aminotransferase, mitochondrial
    Reactions:
    • L-aspartate + 2-oxoglutarate = oxaloacetate + L-glutamate [RN:R00355]
    Gene Name: GOT2
    Uniprot ID: P00505 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Branched-chain-amino-acid aminotransferase, cytosolic
    Reactions:
    • L-leucine + 2-oxoglutarate = 4-methyl-2-oxopentanoate + L-glutamate [RN:R01090]
    Gene Name: BCAT1
    Uniprot ID: P54687 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Kynureninase
    Reactions:
    • L-kynurenine + H2O = anthranilate + L-alanine [RN:R00987]
    Gene Name: KYNU
    Uniprot ID: Q16719 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Glucose-6-phosphate 1-dehydrogenase
    Reactions:
    • D-glucose 6-phosphate + NADP+ = D-glucono-1,5-lactone 6-phosphate + NADPH + H+ [RN:R00835]
    Gene Name: G6PD
    Uniprot ID: P11413 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Glycogen phosphorylase, liver form
    Reactions:
    • [(1->4)-alpha-D-glucosyl]n + phosphate = [(1->4)-alpha-D-glucosyl]n-1 + alpha-D-glucose 1-phosphate [RN:R01821 R06050]
    Gene Name: PYGL
    Uniprot ID: P06737 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Glycogen phosphorylase, muscle form
    Reactions:
    • [(1->4)-alpha-D-glucosyl]n + phosphate = [(1->4)-alpha-D-glucosyl]n-1 + alpha-D-glucose 1-phosphate [RN:R01821 R06050]
    Gene Name: PYGM
    Uniprot ID: P11217 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Glycogen phosphorylase, brain form
    Reactions:
    • [(1->4)-alpha-D-glucosyl]n + phosphate = [(1->4)-alpha-D-glucosyl]n-1 + alpha-D-glucose 1-phosphate [RN:R01821 R06050]
    Gene Name: PYGB
    Uniprot ID: P11216 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial
    Reactions:
    • L-2-aminoadipate + 2-oxoglutarate = 2-oxoadipate + L-glutamate [RN:R01939]
    Gene Name: AADAT
    Uniprot ID: Q8N5Z0 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Alanine--glyoxylate aminotransferase 2, mitochondrial
    Reactions:
    • L-alanine + glyoxylate = pyruvate + glycine [RN:R00369]
    Gene Name: AGXT2
    Uniprot ID: Q9BYV1 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Ornithine aminotransferase, mitochondrial
    Reactions:
    • L-ornithine + a 2-oxo acid = L-glutamate 5-semialdehyde + an L-amino acid [RN:R01343]
    Gene Name: OAT
    Uniprot ID: P04181 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Kynurenine--oxoglutarate transaminase 1
    Reactions:
    • RS-CH2-CH(NH3+)COO- = RSH + NH3 + pyruvate [RN:R03528]
    Gene Name: CCBL1
    Uniprot ID: Q16773 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Branched-chain-amino-acid aminotransferase, mitochondrial
    Reactions:
    • L-leucine + 2-oxoglutarate = 4-methyl-2-oxopentanoate + L-glutamate [RN:R01090]
    Gene Name: BCAT2
    Uniprot ID: O15382 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Cystathionine gamma-lyase
    Reactions:
    • (1) L-cystathionine + H2O = L-cysteine + NH3 + 2-oxobutanoate (overall reaction) [RN:R01001]
    • (2) (1a) L-cystathionine = L-cysteine + 2-ammoniobut-2-enoate [RN:R08632]
    • (3) (1b) 2-ammoniobut-2-enoate + H2O = 2-oxobutanoate + NH3 (spontaneous) [RN:R08637]
    Gene Name: CTH
    Uniprot ID: P32929 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: L-serine dehydratase/L-threonine deaminase
    Reactions:
    • L-threonine = 2-oxobutanoate + NH3 [RN:R00996]
    Gene Name: SDS
    Uniprot ID: P20132 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Pyridoxine-5'-phosphate oxidase
    Reactions:
    • (1) pyridoxamine 5'-phosphate + H2O + O2 = pyridoxal 5'-phosphate + NH3 + H2O2 [RN:R00277]
    • (2) pyridoxine 5'-phosphate + O2 = pyridoxal 5'-phosphate + H2O2 [RN:R00278]
    Gene Name: PNPO
    Uniprot ID: Q9NVS9 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Formimidoyltransferase-cyclodeaminase
    Reactions:
    • 5-formimidoyltetrahydrofolate = 5,10-methenyltetrahydrofolate + NH3 [RN:R02302]
    Gene Name: FTCD
    Uniprot ID: O95954 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Glutamate decarboxylase 2
    Reactions:
    • L-glutamate = 4-aminobutanoate + CO2 [RN:R00261]
    Gene Name: GAD2
    Uniprot ID: Q05329 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Glutamate decarboxylase 1
    Reactions:
    • L-glutamate = 4-aminobutanoate + CO2 [RN:R00261]
    Gene Name: GAD1
    Uniprot ID: Q99259 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Cystathionine beta-synthase
    Reactions:
    • L-serine + L-homocysteine = L-cystathionine + H2O [RN:R01290]
    Gene Name: CBS
    Uniprot ID: P35520 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Serine--pyruvate aminotransferase
    Reactions:
    • L-serine + pyruvate = 3-hydroxypyruvate + L-alanine [RN:R00585]
    Gene Name: AGXT
    Uniprot ID: P21549 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Serine hydroxymethyltransferase, mitochondrial
    Reactions:
    • 5,10-methylenetetrahydrofolate + glycine + H2O = tetrahydrofolate + L-serine [RN:R00945]
    Gene Name: SHMT2
    Uniprot ID: P34897 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Serine hydroxymethyltransferase, cytosolic
    Reactions:
    • 5,10-methylenetetrahydrofolate + glycine + H2O = tetrahydrofolate + L-serine [RN:R00945]
    Gene Name: SHMT1
    Uniprot ID: P34896 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Glycine dehydrogenase [decarboxylating], mitochondrial
    Reactions:
    • glycine + H-protein-lipoyllysine = H-protein-S-aminomethyldihydrolipoyllysine + CO2 [RN:R03425]
    Gene Name: GLDC
    Uniprot ID: P23378 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Alanine aminotransferase 1
    Reactions:
    • L-alanine + 2-oxoglutarate = pyruvate + L-glutamate [RN:R00258]
    Gene Name: GPT
    Uniprot ID: P24298 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Phosphoserine aminotransferase
    Reactions:
    • (1) O-phospho-L-serine + 2-oxoglutarate = 3-phosphonooxypyruvate + L-glutamate [RN:R04173]
    • (2) 4-phosphonooxy-L-threonine + 2-oxoglutarate = (3R)-3-hydroxy-2-oxo-4-phosphonooxybutanoate + L-glutamate
    Gene Name: PSAT1
    Uniprot ID: Q9Y617 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Histidine decarboxylase
    Reactions:
    • L-histidine = histamine + CO2 [RN:R01167]
    Gene Name: HDC
    Uniprot ID: P19113 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Serine palmitoyltransferase 1
    Reactions:
    • palmitoyl-CoA + L-serine = CoA + 3-dehydro-D-sphinganine + CO2 [RN:R01281]
    Gene Name: SPTLC1
    Uniprot ID: O15269 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Serine palmitoyltransferase 2
    Reactions:
    • palmitoyl-CoA + L-serine = CoA + 3-dehydro-D-sphinganine + CO2 [RN:R01281]
    Gene Name: SPTLC2
    Uniprot ID: O15270 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Cysteine sulfinic acid decarboxylase
    Reactions:
    • 3-sulfino-L-alanine = hypotaurine + CO2 [RN:R02466]
    Gene Name: CSAD
    Uniprot ID: Q9Y600 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Ornithine decarboxylase
    Reactions:
    • L-ornithine = putrescine + CO2 [RN:R00670]
    Gene Name: ODC1
    Uniprot ID: P11926 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Sphingosine-1-phosphate lyase 1
    Reactions:
    • sphinganine 1-phosphate = phosphoethanolamine + palmitaldehyde [RN:R02464]
    Gene Name: SGPL1
    Uniprot ID: O95470 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Pyridoxal kinase
    Reactions:
    • ATP + pyridoxal = ADP + pyridoxal 5'-phosphate [RN:R00174]
    Gene Name: PDXK
    Uniprot ID: O00764 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Arginine decarboxylase
    Reactions:
    • L-arginine = agmatine + CO2 [RN:R00566]
    Gene Name: ADC
    Uniprot ID: Q96A70 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Phosphatidylserine decarboxylase proenzyme
    Reactions:
    • phosphatidyl-L-serine = phosphatidylethanolamine + CO2 [RN:R02055]
    Gene Name: PISD
    Uniprot ID: Q9UG56 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Cysteine desulfurase, mitochondrial
    Reactions:
    • L-cysteine + [enzyme]-cysteine = L-alanine + [enzyme]-S-sulfanylcysteine [RN:R07460]
    Gene Name: NFS1
    Uniprot ID: Q9Y697 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Proline synthase co-transcribed bacterial homolog protein
    Reactions:
    • --- []
    Gene Name: PROSC
    Uniprot ID: O94903 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Aminoadipate aminotransferase, isoform CRA_b
    Reactions:
      Gene Name: AADAT
      Uniprot ID: Q4W5N8 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Threonine synthase-like 1
      Reactions:
      • --- []
      Gene Name: THNSL1
      Uniprot ID: Q8IYQ7 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Alanine--glyoxylate aminotransferase 2-like 1
      Reactions:
        Gene Name: AGXT2L1
        Uniprot ID: Q8TBG4 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Alanine aminotransferase 2
        Reactions:
        • L-alanine + 2-oxoglutarate = pyruvate + L-glutamate [RN:R00258]
        Gene Name: GPT2
        Uniprot ID: Q8TD30 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Pyridoxal phosphate phosphatase
        Reactions:
        • pyridoxal 5'-phosphate + H2O = pyridoxal + phosphate [RN:R00173]
        Gene Name: PDXP
        Uniprot ID: Q96GD0 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Selenocysteine lyase
        Reactions:
        • L-selenocysteine + reduced acceptor = selenide + L-alanine + acceptor [RN:R03598]
        Gene Name: SCLY
        Uniprot ID: Q96I15 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Pyridoxal phosphate phosphatase PHOSPHO2
        Reactions:
        • pyridoxal 5'-phosphate + H2O = pyridoxal + phosphate [RN:R00173]
        Gene Name: PHOSPHO2
        Uniprot ID: Q8TCD6 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Putative aspartate aminotransferase, cytoplasmic 2
        Reactions:
          Gene Name: GOT1L1
          Uniprot ID: Q8NHS2 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Alanine--glyoxylate aminotransferase 2-like 2
          Reactions:
            Gene Name: AGXT2L2
            Uniprot ID: Q8IUZ5 Link_out
            Protein Sequence: FASTA
            Gene Sequence: FASTA
            Name: Glutamate decarboxylase-like protein 1
            Reactions:
              Gene Name: GADL1
              Uniprot ID: Q6ZQY3 Link_out
              Protein Sequence: FASTA
              Gene Sequence: FASTA
              Name: Kynurenine--oxoglutarate transaminase 3
              Reactions:
              • RS-CH2-CH(NH3+)COO- = RSH + NH3 + pyruvate [RN:R03528]
              Gene Name: CCBL2
              Uniprot ID: Q6YP21 Link_out
              Protein Sequence: FASTA
              Gene Sequence: FASTA
              Name: Molybdenum cofactor sulfurase
              Reactions:
                Gene Name: MOCOS
                Uniprot ID: Q96EN8 Link_out
                Protein Sequence: FASTA
                Gene Sequence: FASTA
                Name: Pyridoxal-dependent decarboxylase domain-containing protein 1
                Reactions:
                  Gene Name: PDXDC1
                  Uniprot ID: Q6P996 Link_out
                  Protein Sequence: FASTA
                  Gene Sequence: FASTA
                  Name: Pyridoxal-dependent decarboxylase domain-containing protein 2
                  Reactions:
                    Gene Name: PDXDC2
                    Uniprot ID: Q6P474 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: Serine dehydratase-like
                    Reactions:
                    • L-threonine = 2-oxobutanoate + NH3 [RN:R00996]
                    Gene Name: SDSL
                    Uniprot ID: Q96GA7 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: O-phosphoseryl-tRNA(Sec) selenium transferase
                    Reactions:
                    • O-phospho-L-seryl-tRNASec + selenophosphate = L-selenocysteinyl-tRNASec + phosphate [RN:R08224]
                    Gene Name: SEPSECS
                    Uniprot ID: Q9HD40 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: Serine palmitoyltransferase 3
                    Reactions:
                    • palmitoyl-CoA + L-serine = CoA + 3-dehydro-D-sphinganine + CO2 [RN:R01281]
                    Gene Name: SPTLC3
                    Uniprot ID: Q9NUV7 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: Serine racemase
                    Reactions:
                    • L-serine = D-serine [RN:R00589]
                    Gene Name: SRR
                    Uniprot ID: Q9GZT4 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: Threonine synthase-like 2
                    Reactions:
                      Gene Name: THNSL2
                      Uniprot ID: Q86YJ6 Link_out
                      Protein Sequence: FASTA
                      Gene Sequence: FASTA
                      Name: Tyrosine aminotransferase
                      Reactions:
                        Gene Name: TAT
                        Uniprot ID: A1L4G7 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: Serine hydroxymethyltransferase
                        Reactions:
                        • 5,10-methylenetetrahydrofolate + glycine + H2O = tetrahydrofolate + L-serine [RN:R00945]
                        Gene Name: SHMT1
                        Uniprot ID: A8MYA6 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: Aspartate aminotransferase
                        Reactions:
                        • L-aspartate + 2-oxoglutarate = oxaloacetate + L-glutamate [RN:R00355]
                        Gene Name: GIG18
                        Uniprot ID: Q2TU84 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: GAD1 protein
                        Reactions:
                          Gene Name: GAD1
                          Uniprot ID: Q49AK1 Link_out
                          Protein Sequence: FASTA
                          Gene Sequence: FASTA
                          Name: Serine hydroxymethyltransferase
                          Reactions:
                          • 5,10-methylenetetrahydrofolate + glycine + H2O = tetrahydrofolate + L-serine [RN:R00945]
                          Gene Name: Not Available
                          Uniprot ID: Q53ET4 Link_out
                          Protein Sequence: FASTA
                          Gene Sequence: FASTA
                          Name: Serine hydroxymethyltransferase
                          Reactions:
                          • 5,10-methylenetetrahydrofolate + glycine + H2O = tetrahydrofolate + L-serine [RN:R00945]
                          Gene Name: Not Available
                          Uniprot ID: Q53ET7 Link_out
                          Protein Sequence: FASTA
                          Gene Sequence: FASTA
                          Name: Dopa decarboxylase (Aromatic L-amino acid decarboxylase)
                          Reactions:
                            Gene Name: DDC
                            Uniprot ID: Q53Y41 Link_out
                            Protein Sequence: FASTA
                            Gene Sequence: FASTA
                            Name: Phosphorylase
                            Reactions:
                            • [(1->4)-alpha-D-glucosyl]n + phosphate = [(1->4)-alpha-D-glucosyl]n-1 + alpha-D-glucose 1-phosphate [RN:R01821 R06050]
                            Gene Name: Not Available
                            Uniprot ID: Q59GM9 Link_out
                            Protein Sequence: FASTA
                            Gene Sequence: FASTA
                            Name: Serine hydroxymethyltransferase
                            Reactions:
                            • 5,10-methylenetetrahydrofolate + glycine + H2O = tetrahydrofolate + L-serine [RN:R00945]
                            Gene Name: SHMT2
                            Uniprot ID: Q5BJF5 Link_out
                            Protein Sequence: FASTA
                            Gene Sequence: FASTA
                            Name: Serine hydroxymethyltransferase
                            Reactions:
                            • 5,10-methylenetetrahydrofolate + glycine + H2O = tetrahydrofolate + L-serine [RN:R00945]
                            Gene Name: DKFZp686P09201
                            Uniprot ID: Q5HYG8 Link_out
                            Protein Sequence: FASTA
                            Gene Sequence: FASTA
                            Name: Aminolevulinate, delta-, synthase 1, isoform CRA_a
                            Reactions:
                              Gene Name: ALAS1
                              Uniprot ID: Q5JAM2 Link_out
                              Protein Sequence: FASTA
                              Gene Sequence: FASTA
                              Name: Aminolevulinate, delta-, synthase 2
                              Reactions:
                                Gene Name: ALAS2
                                Uniprot ID: Q5JZF5 Link_out
                                Protein Sequence: FASTA
                                Gene Sequence: FASTA
                                Name: Glutamate decarboxylase 2 (Pancreatic islets and brain, 65kDa)
                                Reactions:
                                  Gene Name: GAD2
                                  Uniprot ID: Q5VZ29 Link_out
                                  Protein Sequence: FASTA
                                  Gene Sequence: FASTA
                                  Name: Glutamate decarboxylase 2 (Pancreatic islets and brain, 65kDa)
                                  Reactions:
                                    Gene Name: GAD2
                                    Uniprot ID: Q5VZ30 Link_out
                                    Protein Sequence: FASTA
                                    Gene Sequence: FASTA
                                    Name: Putative L-Dopa decarboxylase
                                    Reactions:
                                      Gene Name: DDC
                                      Uniprot ID: Q5W5T9 Link_out
                                      Protein Sequence: FASTA
                                      Gene Sequence: FASTA
                                      Name: DDC protein
                                      Reactions:
                                        Gene Name: DDC
                                        Uniprot ID: Q6IBS8 Link_out
                                        Protein Sequence: FASTA
                                        Gene Sequence: FASTA
                                        Name: CSAD protein
                                        Reactions:
                                          Gene Name: CSAD
                                          Uniprot ID: Q86V02 Link_out
                                          Protein Sequence: FASTA
                                          Gene Sequence: FASTA
                                          Name: PDXDC1 protein
                                          Reactions:
                                            Gene Name: PDXDC1
                                            Uniprot ID: Q86XE2 Link_out
                                            Protein Sequence: FASTA
                                            Gene Sequence: FASTA
                                            Name: Glutamate decarboxylase 1 (Brain, 67kDa)
                                            Reactions:
                                              Gene Name: GAD1
                                              Uniprot ID: Q8IVA8 Link_out
                                              Protein Sequence: FASTA
                                              Gene Sequence: FASTA
                                              Name: Aminolevulinate, delta-, synthase 2
                                              Reactions:
                                                Gene Name: ALAS2
                                                Uniprot ID: Q8N6H3 Link_out
                                                Protein Sequence: FASTA
                                                Gene Sequence: FASTA
                                                Name: Phosphorylase
                                                Reactions:
                                                • [(1->4)-alpha-D-glucosyl]n + phosphate = [(1->4)-alpha-D-glucosyl]n-1 + alpha-D-glucose 1-phosphate [RN:R01821 R06050]
                                                Gene Name: Not Available
                                                Uniprot ID: Q8TDG6 Link_out
                                                Protein Sequence: FASTA
                                                Gene Sequence: FASTA
                                                Name: P-selectin cytoplasmic tail-associated protein (PCAP)
                                                Reactions:
                                                  Gene Name: pcap
                                                  Uniprot ID: Q96JQ3 Link_out
                                                  Protein Sequence: FASTA
                                                  Gene Sequence: FASTA
                                                  Name: Glutamic acid decarboxylase
                                                  Reactions:
                                                  • L-glutamate = 4-aminobutanoate + CO2 [RN:R00261]
                                                  Gene Name: GAD65
                                                  Uniprot ID: Q9UGI5 Link_out
                                                  Protein Sequence: FASTA
                                                  Gene Sequence: FASTA
                                                  Name: Cysteine sulfinic acid decarboxylase, isoform CRA_c
                                                  Reactions:
                                                    Gene Name: CSAD
                                                    Uniprot ID: Q9Y602 Link_out
                                                    Protein Sequence: FASTA
                                                    Gene Sequence: FASTA