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Showing metabocard for O-Phosphoethanolamine (HMDB0000224)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:14:37 UTC
HMDB IDHMDB0000224
Secondary Accession Numbers
Metabolite Identification
Common NameO-Phosphoethanolamine
DescriptionO-Phosphoethanolamine, also known as PEA, phosphorylethanolamine, colamine phosphoric acid or ethanolamine O-phosphate, belongs to the class of organic compounds known as phosphoethanolamines. Phosphoethanolamines are compounds containing a phosphate linked to the second carbon of an ethanolamine. O-Phosphoethanolamine is used in the biosynthesis of two different types of phospholipids: glycerophospholipids and sphingolipids. O-Phosphoethanolamine exists in all living species, ranging from bacteria to plants to humans. Within humans, O-phosphoethanolamine participates in a number of enzymatic reactions. In particular, cytidine triphosphate and O-phosphoethanolamine can be converted into CDP-ethanolamine; which is mediated by the enzyme ethanolamine-phosphate cytidylyltransferase. In addition, O-phosphoethanolamine can be biosynthesized from ethanolamine; which is catalyzed by the enzyme choline/ethanolamine kinase. In humans, O-phosphoethanolamine is involved in phosphatidylcholine biosynthesis. O-phosphoethanolamine is also a product of the metabolism of sphingolipids. In particular, sphinglipids are metabolized in vivo to phosphorylethanolamine and a fatty aldehyde, generally palmitaldehyde. Both metabolites are ultimately converted to glycerophospholipids. The lipids are first phosphorylated by a kinase and then cleaved by the pyridoxal-dependent sphinganine-1-phosphate aldolase. Elevated urine levels of O-Phosphoethanolamine or PEA can be used to help in the diagnosis of Hypophosphatasia (HPP). Reference ranges for urinary PEA vary according to age and somewhat by diet, and follow a circadian rhythm. Outside of the human body, O-phosphoethanolamine has been detected, but not quantified in, several different foods, such as oxheart cabbages, anises, shiitakes, abalones, and teffs.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000224 (O-Phosphoethanolamine)

  Mrv1652309032023572D          

  8  7  0  0  0  0            999 V2000
   11.8291  -13.0248    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.5436  -12.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1146  -13.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4166  -12.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2416  -13.7393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6871  -13.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2581  -13.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9725  -12.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for HMDB0000224 (O-Phosphoethanolamine)

HMDB0000224
     RDKit          3D
O-Phosphoethanolamine
 16 15  0  0  0  0  0  0  0  0999 V2000
    2.2447    0.7162    0.4850 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6246   -0.2795   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.9499    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4008   -0.0409    0.9477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8823   -0.0107    0.1254 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2036   -1.4182   -0.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539    0.9608   -1.2511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875    0.6905    1.0659 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826    1.4208   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0446    0.3483    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3459   -1.0701   -0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2516    0.2174   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0881   -1.5110   -0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671   -1.7150    1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    1.7910   -0.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8791    0.8502    0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  7 15  1  0
  8 16  1  0
M  END
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3D SDF for HMDB0000224 (O-Phosphoethanolamine)

  Mrv1652309032023572D          

  8  7  0  0  0  0            999 V2000
   11.8291  -13.0248    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.5436  -12.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1146  -13.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4166  -12.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2416  -13.7393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6871  -13.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2581  -13.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9725  -12.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000224

> <DATABASE_NAME>
hmdb

> <SMILES>
NCCOP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)

> <INCHI_KEY>
SUHOOTKUPISOBE-UHFFFAOYSA-N

> <FORMULA>
C2H8NO4P

> <MOLECULAR_WEIGHT>
141.063

> <EXACT_MASS>
141.019094261

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.11675089618825

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)phosphonic acid

> <ALOGPS_LOGP>
-1.54

> <JCHEM_LOGP>
-2.4512986210264835

> <ALOGPS_LOGS>
-0.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.565826815298373

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5391795005429323

> <JCHEM_PKA_STRONGEST_BASIC>
10.017192603268537

> <JCHEM_POLAR_SURFACE_AREA>
92.77999999999999

> <JCHEM_REFRACTIVITY>
27.084

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.58e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phosphorylethanolamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000224 (O-Phosphoethanolamine)

HMDB0000224
     RDKit          3D
O-Phosphoethanolamine
 16 15  0  0  0  0  0  0  0  0999 V2000
    2.2447    0.7162    0.4850 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6246   -0.2795   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.9499    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4008   -0.0409    0.9477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8823   -0.0107    0.1254 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2036   -1.4182   -0.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539    0.9608   -1.2511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875    0.6905    1.0659 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826    1.4208   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0446    0.3483    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3459   -1.0701   -0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2516    0.2174   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0881   -1.5110   -0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671   -1.7150    1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    1.7910   -0.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8791    0.8502    0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  7 15  1  0
  8 16  1  0
M  END
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PDB for HMDB0000224 (O-Phosphoethanolamine)

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  P   UNK     0      22.081 -24.313   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      23.415 -23.543   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      20.747 -25.083   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      21.311 -22.979   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      22.851 -25.647   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      27.416 -24.313   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      24.748 -24.313   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.082 -23.543   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    7                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    8                                                            
CONECT    7    2    8                                                       
CONECT    8    6    7                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0000224 (O-Phosphoethanolamine)

COMPND    HMDB0000224
HETATM    1  N1  UNL     1       2.245   0.716   0.485  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.625  -0.279  -0.346  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.444  -0.950   0.312  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.401  -0.041   0.948  1.00  0.00           O  
HETATM    5  P1  UNL     1      -1.882  -0.011   0.125  1.00  0.00           P  
HETATM    6  O2  UNL     1      -2.204  -1.418  -0.288  1.00  0.00           O  
HETATM    7  O3  UNL     1      -1.654   0.961  -1.251  1.00  0.00           O  
HETATM    8  O4  UNL     1      -3.087   0.691   1.066  1.00  0.00           O  
HETATM    9  H1  UNL     1       2.683   1.421  -0.166  1.00  0.00           H  
HETATM   10  H2  UNL     1       3.045   0.348   1.055  1.00  0.00           H  
HETATM   11  H3  UNL     1       2.346  -1.070  -0.628  1.00  0.00           H  
HETATM   12  H4  UNL     1       1.252   0.217  -1.269  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.088  -1.511  -0.498  1.00  0.00           H  
HETATM   14  H6  UNL     1       0.767  -1.715   1.039  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.210   1.791  -0.913  1.00  0.00           H  
HETATM   16  H8  UNL     1      -3.879   0.850   0.513  1.00  0.00           H  
CONECT    1    2    9   10
CONECT    2    3   11   12
CONECT    3    4   13   14
CONECT    4    5
CONECT    5    6    6    7    8
CONECT    7   15
CONECT    8   16
END
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SMILES for HMDB0000224 (O-Phosphoethanolamine)

NCCOP(O)(O)=O
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INCHI for HMDB0000224 (O-Phosphoethanolamine)

InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC2H8NO4P
Average Molecular Weight141.063
Monoisotopic Molecular Weight141.019094261
IUPAC Name(2-aminoethoxy)phosphonic acid
Traditional Namephosphorylethanolamine
CAS Registry Number1071-23-4
SMILES
NCCOP(O)(O)=O
InChI Identifier
InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)
InChI KeySUHOOTKUPISOBE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphoethanolamines. Phosphoethanolamines are compounds containing a phosphate linked to the second carbon of an ethanolamine.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentPhosphoethanolamines
Alternative Parents
Substituents
  • Phosphoethanolamine
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point241 - 243 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility72 mg/mLNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg121.59630932474
[M-H]-Not Available123.1http://allccs.zhulab.cn/database/detail?ID=AllCCS00000011
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Endoplasmic reticulum
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
Abnormal Concentrations
Associated Disorders and Diseases
Disease References
Traumatic brain injury
  1. Seki Y, Kimura M, Mizutani N, Fujita M, Aimi Y, Suzuki Y: Cerebrospinal fluid taurine after traumatic brain injury. Neurochem Res. 2005 Jan;30(1):123-8. [PubMed:15756940 ]
Crohn's disease
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Ulcerative colitis
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Attachment loss
  1. Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Periodontal Probing Depth
  1. Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Odontohypophosphatasia
  1. Haliloglu B, Guran T, Atay Z, Abali S, Mornet E, Bereket A, Turan S: Infantile loss of teeth: odontohypophosphatasia or childhood hypophosphatasia. Eur J Pediatr. 2013 Jun;172(6):851-3. doi: 10.1007/s00431-012-1868-4. Epub 2012 Oct 24. [PubMed:23093139 ]
Associated OMIM IDs
DrugBank IDDB01738
Phenol Explorer Compound IDNot Available
FooDB IDFDB031115
KNApSAcK IDNot Available
Chemspider ID990
KEGG Compound IDC00346
BioCyc IDPHOSPHORYL-ETHANOLAMINE
BiGG ID1485304
Wikipedia LinkPhosphorylethanolamine
METLIN ID5233
PubChem Compound1015
PDB IDNot Available
ChEBI ID17553
Food Biomarker OntologyNot Available
VMH IDETHAMP
MarkerDB IDMDB00000106
Good Scents IDNot Available
References
Synthesis ReferenceMuller K; Schulz J; Oemus R Phosphoethanolamine--a substrate of alkaline phosphatase isolated from rat calvaria. Biomedica biochimica acta (1989), 48(8), 495-504.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Silwood CJ, Lynch E, Claxson AW, Grootveld MC: 1H and (13)C NMR spectroscopic analysis of human saliva. J Dent Res. 2002 Jun;81(6):422-7. [PubMed:12097436 ]
  2. Seki Y, Kimura M, Mizutani N, Fujita M, Aimi Y, Suzuki Y: Cerebrospinal fluid taurine after traumatic brain injury. Neurochem Res. 2005 Jan;30(1):123-8. [PubMed:15756940 ]
  3. Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
  4. Klunk WE, Debnath ML, McClure RJ, Pettegrew JW: Inactivity of phosphoethanolamine, an endogenous GABA analog decreased in Alzheimer's disease, at GABA binding sites. Life Sci. 1995;56(26):2377-83. [PubMed:7791524 ]
  5. Klunk WE, McClure RJ, Xu CJ, Pettegrew JW: Structural determinants of activity at the GABAB receptor. A comparison of phosphoethanolamine and related GABA analogs. Mol Chem Neuropathol. 1995 Sep;26(1):15-30. [PubMed:8588821 ]
  6. Li G, Foote C, Alexander S, Alexander H: Sphingosine-1-phosphate lyase has a central role in the development of Dictyostelium discoideum. Development. 2001 Sep;128(18):3473-83. [PubMed:11566853 ]
  7. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details
1. Ethanolamine-phosphate cytidylyltransferase
General function:
Involved in catalytic activity
Specific function:
Plays an important role in the biosynthesis of the phospholipid phosphatidylethanolamine. Catalyzes the formation of CDP-ethanolamine.
Gene Name:
PCYT2
Uniprot ID:
Q99447
Molecular weight:
35199.52
Reactions
Cytidine triphosphate + O-Phosphoethanolamine → Pyrophosphate + CDP-ethanolaminedetails
Enzyme Details
2. Choline/ethanolamine kinase
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Has a key role in phospholipid biosynthesis. Catalyzes the first step in phosphatidylethanolamine biosynthesis. Phosphorylates ethanolamine, and can also act on choline (in vitro). Has higher activity with ethanolamine. May not significantly contribute to in vivo phosphatidylcholine biosynthesis.
Gene Name:
CHKB
Uniprot ID:
Q9Y259
Molecular weight:
45270.99
Reactions
Adenosine triphosphate + Ethanolamine → ADP + O-Phosphoethanolaminedetails
Enzyme Details
3. Choline kinase alpha
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Has a key role in phospholipid biosynthesis and may contribute to tumor cell growth. Catalyzes the first step in phosphatidylcholine biosynthesis. Contributes to phosphatidylethanolamine biosynthesis. Phosphorylates choline and ethanolamine. Has higher activity with choline.
Gene Name:
CHKA
Uniprot ID:
P35790
Molecular weight:
52248.53
Reactions
Adenosine triphosphate + Ethanolamine → ADP + O-Phosphoethanolaminedetails
Enzyme Details
4. Ethanolamine kinase 1
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Highly specific for ethanolamine phosphorylation. May be a rate-controlling step in phosphatidylethanolamine biosynthesis.
Gene Name:
ETNK1
Uniprot ID:
Q9HBU6
Molecular weight:
27994.955
Reactions
Adenosine triphosphate + Ethanolamine → ADP + O-Phosphoethanolaminedetails
Enzyme Details
5. Sphingosine-1-phosphate lyase 1
General function:
Involved in carboxy-lyase activity
Specific function:
Cleaves phosphorylated sphingoid bases (PSBs), such as sphingosine-1-phosphate, into fatty aldehydes and phosphoethanolamine. Elevates stress-induced ceramide production and apoptosis.
Gene Name:
SGPL1
Uniprot ID:
O95470
Molecular weight:
63523.265
Reactions
Sphinganine 1-phosphate → O-Phosphoethanolamine + Palmitaldehydedetails
Sphingosine 1-phosphate → O-Phosphoethanolamine + Hexadecenaldetails
Enzyme Details
6. Phosphoethanolamine/phosphocholine phosphatase
General function:
Involved in phosphatase activity
Specific function:
Phosphatase that has a high activity toward phosphoethanolamine (PEA) and phosphocholine (PCho). Involved in the generation of inorganic phosphate for bone mineralization.
Gene Name:
PHOSPHO1
Uniprot ID:
Q8TCT1
Molecular weight:
32350.505
Reactions
O-Phosphoethanolamine + Water → Ethanolamine + Phosphatedetails
Enzyme Details
7. Ethanolamine-phosphate phospho-lyase
General function:
Involved in transaminase activity
Specific function:
Catalyzes the pyridoxal-phosphate-dependent breakdown of phosphoethanolamine, converting it to ammonia, inorganic phosphate and acetaldehyde.
Gene Name:
AGXT2L1
Uniprot ID:
Q8TBG4
Molecular weight:
55039.64
Reactions
O-Phosphoethanolamine + Water → Acetaldehyde + Ammonia + Phosphatedetails
Enzyme Details
8. Ethanolamine kinase 2
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Highly specific for ethanolamine phosphorylation. Does not have choline kinase activity (By similarity).
Gene Name:
ETNK2
Uniprot ID:
Q9NVF9
Molecular weight:
44781.125
Reactions
Adenosine triphosphate + Ethanolamine → ADP + O-Phosphoethanolaminedetails
Enzyme Details
9. Ectonucleotide pyrophosphatase/phosphodiesterase family member 6
General function:
Involved in catalytic activity
Specific function:
Choline-specific glycerophosphodiester phosphodiesterase. The preferred substrate may be lysosphingomyelin (By similarity). Hydrolyzes lysophosphatidylcholine (LPC) to form monoacylglycerol and phosphorylcholine but not lysophosphatidic acid, showing it has a lysophospholipase C activity. Has a preference for LPC with short (12:0 and 14:0) or polyunsaturated (18:2 and 20:4) fatty acids. Also hydrolyzes glycerophosphorylcholine and sphingosylphosphorylcholine efficiently. Hydrolyzes the classical substrate for phospholipase C, p-nitrophenyl phosphorylcholine in vitro, while it does not hydrolyze the classical nucleotide phosphodiesterase substrate, p-nitrophenyl thymidine 5'-monophosphate. Does not hydrolyze diacyl phospholipids such as phosphatidylethanolamine, phosphatidylinositol, phosphatidylserine, phosphatidylglycerol and phosphatidic acid.
Gene Name:
ENPP6
Uniprot ID:
Q6UWR7
Molecular weight:
50240.625
Reactions
1-(1-Alkenyl)-sn-glycero-3-phosphoethanolamine + Water → 1-(1-Alkenyl)-sn-glycerol + O-Phosphoethanolaminedetails
Enzyme Details
10. HRAS-like suppressor 2
General function:
Not Available
Specific function:
Exhibits PLA1/2 activity, catalyzing the calcium-independent hydrolysis of acyl groups in various phosphotidylcholines (PC) and phosphatidylethanolamine (PE). For most substrates, PLA1 activity is much higher than PLA2 activity. Catalyzes N-acylation of PE using both sn-1 and sn-2 palmitoyl groups of PC as acyl donor. Also catalyzes O-acylation converting lyso-PC into PC.
Gene Name:
HRASLS2
Uniprot ID:
Q9NWW9
Molecular weight:
17393.695
Reactions
Phosphatidylcholine + O-Phosphoethanolamine → 1-acylglycerophosphocholine + N-palmitoyl-phosphoethanolaminedetails