Lipids measured in liver metastasis from breast cancer (Mus musculus)

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5197Metabolite conversionsDiacylglycerol kinase zetaPhosphatidate cytidylyl-transferase 1CoA1-octadecanoyl-sn-glycero-3-phosphate1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5ʼ-diphosphatePhosphatidate phosphatase LPIN1ABHD51-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol(9Z)-octa-decenoyl-CoA1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate2, 714, 1299CoA(9Z,12Z)-octadecadienoyl-CoA1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol(9Z)-octadecenoateoctadecanoyl-CoA1,2-dihexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)hexadecanoyl-CoA(9Z)-octadecenoyl-CoAdodecanoyl-CoA1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1D-myo-inositol)1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)CoACoACoACoACoA10, 111-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA(9Z)-octadecenoateCoAsn-glycero-3-phospho-1D-myo-inositol1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)10, 1110, 113, 13Coenzyme A(4-)3, 131-octadecanoyl-2-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-sn-glycero-3-phospho-1D-myo-inositolLysophospholipid acyltransferase 71-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA(4-)3, 133, 136, 866, 86, 86, 86, 86, 8all-trans-retinyl dodecanoate6, 8All-trans-retinolamino acid residue1,2-didodecanoyl-sn-glycero-3-phosphocholineNot yet identified acetylated amino acid residueLecithin retinol acyltransferase2-dodecanoyl-sn-glycero-3-phosphocholineCatalysis


Description

These pathways show lipids involved in the liver metastasis from breast cancer. In many conversions of these metabolites the proteins which catalyse these reactions are unknown because of the limited research in this field.

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Ontology Terms

 

Bibliography

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  1. D'Souza K, Kim YJ, Balla T, Epand RM; ''Distinct properties of the two isoforms of CDP-diacylglycerol synthase.''; Biochemistry, 2014 PubMed Europe PMC
  2. Ding L, Bunting M, Topham MK, McIntyre TM, Zimmerman GA, Prescott SM; ''Alternative splicing of the human diacylglycerol kinase zeta gene in muscle.''; Proc Natl Acad Sci U S A, 1997 PubMed Europe PMC
  3. Lee HC, Inoue T, Imae R, Kono N, Shirae S, Matsuda S, Gengyo-Ando K, Mitani S, Arai H; ''Caenorhabditis elegans mboa-7, a member of the MBOAT family, is required for selective incorporation of polyunsaturated fatty acids into phosphatidylinositol.''; Mol Biol Cell, 2008 PubMed Europe PMC
  4. Agarwal AK, Garg A; ''Enzymatic activity of the human 1-acylglycerol-3-phosphate-O-acyltransferase isoform 11: upregulated in breast and cervical cancers.''; J Lipid Res, 2010 PubMed Europe PMC
  5. Han GS, Carman GM; ''Characterization of the human LPIN1-encoded phosphatidate phosphatase isoforms.''; J Biol Chem, 2010 PubMed Europe PMC
  6. Golczak M, Palczewski K; ''An acyl-covalent enzyme intermediate of lecithin:retinol acyltransferase.''; J Biol Chem, 2010 PubMed Europe PMC
  7. Bunting M, Tang W, Zimmerman GA, McIntyre TM, Prescott SM; ''Molecular cloning and characterization of a novel human diacylglycerol kinase zeta.''; J Biol Chem, 1996 PubMed Europe PMC
  8. Golczak M, Palczewski K; ''An acyl-covalent enzyme intermediate of lecithin:retinol acyltransferase.''; J Biol Chem, 2010 PubMed Europe PMC
  9. Montero-Moran G, Caviglia JM, McMahon D, Rothenberg A, Subramanian V, Xu Z, Lara-Gonzalez S, Storch J, Carman GM, Brasaemle DL; ''CGI-58/ABHD5 is a coenzyme A-dependent lysophosphatidic acid acyltransferase.''; J Lipid Res, 2010 PubMed Europe PMC
  10. Blankman JL, Long JZ, Trauger SA, Siuzdak G, Cravatt BF; ''ABHD12 controls brain lysophosphatidylserine pathways that are deregulated in a murine model of the neurodegenerative disease PHARC.''; Proc Natl Acad Sci U S A, 2013 PubMed Europe PMC
  11. Blankman JL, Long JZ, Trauger SA, Siuzdak G, Cravatt BF; ''ABHD12 controls brain lysophosphatidylserine pathways that are deregulated in a murine model of the neurodegenerative disease PHARC.''; Proc Natl Acad Sci U S A, 2013 PubMed Europe PMC
  12. Prasad SS, Garg A, Agarwal AK; ''Enzymatic activities of the human AGPAT isoform 3 and isoform 5: localization of AGPAT5 to mitochondria.''; J Lipid Res, 2011 PubMed Europe PMC
  13. Lee HC, Inoue T, Imae R, Kono N, Shirae S, Matsuda S, Gengyo-Ando K, Mitani S, Arai H; ''Caenorhabditis elegans mboa-7, a member of the MBOAT family, is required for selective incorporation of polyunsaturated fatty acids into phosphatidylinositol.''; Mol Biol Cell, 2008 PubMed Europe PMC

History

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CompareRevisionActionTimeUserComment
105275view21:35, 25 July 2019Khanspersconnecting interactions
105093view18:47, 5 July 2019AlexanderPicoModified title
105053view11:22, 3 July 2019ChrisModified title
104815view12:03, 19 June 2019ChrisAdded a legend
104632view05:56, 7 June 2019EgonwRemoved the RHEA: prefix from the identifiers.
104622view10:00, 5 June 2019ChrisModified description
104621view09:58, 5 June 2019ChrisFixed interactions (not properly connected
104620view09:51, 5 June 2019ChrisChanged display of the pathways and changed protein annotations
104590view14:41, 3 June 2019DeSlLayout change to top left corner
104589view12:09, 3 June 2019ChrisOntology Term : 'lipid metabolic pathway' added !
104588view12:05, 3 June 2019ChrisModified title
104587view11:58, 3 June 2019Chris
104586view11:57, 3 June 2019ChrisNew pathway

External references

DataNodes

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NameTypeDatabase referenceComment
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAMetaboliteCHEBI:57368 (ChEBI)
(5Z,8Z,11Z,14Z,17Z)- eicosapentaenoyl-CoA(4-)MetaboliteCHEBI:73862 (ChEBI)
(9Z)-octa- decenoyl-CoAMetaboliteCHEBI:57387 (ChEBI)
(9Z)-octadecenoateMetaboliteCHEBI:30823 (ChEBI)
(9Z)-octadecenoyl-CoAMetaboliteCHEBI:57387 (ChEBI)
(9Z,12Z)-octa decadienoyl-CoAMetaboliteCHEBI:57383 (ChEBI)
1,2-didodecanoyl-sn-glycero- 3-phosphocholineMetaboliteLMGP01010429 (LIPID MAPS)
1,2-dihexadecanoyl-sn-glycero- 3-phospho-(1D-myo-inositol)MetaboliteCHEBI:72835 (ChEBI)
1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)- sn-glycero-3-phospho-1D-myo-inositolMetaboliteCHEBI:78765 (ChEBI)
1-(9Z-octadecenoyl)-sn-glycero- 3-phospho-(1D-myo-inositol)MetaboliteCHEBI:78762 (ChEBI)
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z

-eicosatetraenoyl)-

sn-glycero-3-phospho-D-myo-inositol
MetaboliteCHEBI:72834 (ChEBI)
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl) -sn-glycero-3-phospho-(1D-myo-inositol)MetaboliteCHEBI:72838 (ChEBI)
1-hexadecanoyl-2-(9Z-octadecenoyl)- sn-glycero-3-phospho-(1D-myo-inositol)MetaboliteCHEBI:72837 (ChEBI)
1-hexadecanoyl-2-dodecanoyl- sn-glycero-3-phospho-(1D-myo-inositol)MetaboliteCHEBI:75160 (ChEBI)
1-hexadecanoyl-2-octadecanoyl- sn-glycero-3-phospho-(1D-myo-inositol)MetaboliteCHEBI:72836 (ChEBI)
1-hexadecanoyl-sn-glycero-3-phospho- (1D-myo-inositol)MetaboliteCHEBI:72833 (ChEBI)
1-octadecanoyl-2- (9Z-octadecenoyl)-sn-glycerolMetaboliteCHEBI:75468 (ChEBI)
1-octadecanoyl-2-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)- sn-glycero-3-phospho-1D-myo-inositolMetaboliteLMGP06010854 (LIPID MAPS)
1-octadecanoyl-2-(9Z-octadecenoyl) -sn-glycero-3-phosphateMetaboliteLMGP10010037 (LIPID MAPS)
1-octadecanoyl-2-(9Z-octadecenoyl)- sn-glycero-3-cytidine-5ʼ-diphosphateMetaboliteCHEBI:85353 (ChEBI)
1-octadecanoyl-sn- glycero-3-phosphateMetaboliteCHEBI:74565 (ChEBI)
1-octadecanoyl-sn-glycero- 3-phospho-(1D-myo-inositol)MetaboliteCHEBI:74243 (ChEBI)
2-dodecanoyl-sn-glycero- 3-phosphocholineMetaboliteCHEBI:140088 (ChEBI)
ABHD5ProteinQ8WTS1 (Uniprot-TrEMBL)
  • There are different isoforms of AGPAT. The articles mention isoforms 3,5 and 11, but perhaps there are other isoforms which could catalyze this reaction. I have not yet looked into this.
  • Protein name: 1-acylglycerol-3-phosphate O-acyltransferase
All-trans-retinol MetaboliteCHEBI:17336 (ChEBI)
CoAMetaboliteCHEBI:57287 (ChEBI)
Coenzyme A(4-)MetaboliteCHEBI:57287 (ChEBI)
Diacylglycerol kinase zetaProteinE9PK94 (Uniprot-TrEMBL)
Lecithin retinol acyltransferaseProteinQ9JI60 (Uniprot-TrEMBL)
Lysophospholipid acyltransferase 7ProteinQ96N66 (Uniprot-TrEMBL)
Not yet identified acetylated amino acid residueMetaboliteIn this article, they do not explain which specific acetylated amino acid residue it would be, therefore it is not annotated.
Phosphatidate phosphatase LPIN1ProteinQ14693 (Uniprot-TrEMBL)
Phosphatidate cytidylyl- transferase 1ProteinQ92903 (Uniprot-TrEMBL)
all-trans-retinyl dodecanoateMetaboliteCHEBI:140089 (ChEBI)
amino acid residueMetaboliteCHEBI:83228 (ChEBI)
dodecanoyl-CoAMetaboliteCHEBI:57375 (ChEBI)
hexadecanoyl-CoAMetaboliteCHEBI:57379 (ChEBI)
octadecanoyl-CoAMetaboliteCHEBI:57394 (ChEBI)
sn-glycero-3-phospho-1D-myo-inositolMetaboliteCHEBI:58444 (ChEBI)

Annotated Interactions

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SourceTargetTypeDatabase referenceComment
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAmim-conversion35868 (Rhea)
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAmim-conversion42217 (Rhea)
(5Z,8Z,11Z,14Z,17Z)- eicosapentaenoyl-CoA(4-)mim-conversion36840 (Rhea)
(9Z)-octa- decenoyl-CoAmim-conversion37164 (Rhea)
(9Z)-octadecenoatemim-conversion44529 (Rhea)
(9Z)-octadecenoatemim-conversion44589 (Rhea)
(9Z)-octadecenoyl-CoAmim-conversion35880 (Rhea)
(9Z,12Z)-octa decadienoyl-CoAmim-conversion35884 (Rhea)
1,2-didodecanoyl-sn-glycero- 3-phosphocholinemim-conversion56249 (Rhea)
1-(9Z-octadecenoyl)-sn-glycero- 3-phospho-(1D-myo-inositol)1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)- sn-glycero-3-phospho-1D-myo-inositolmim-conversion42217 (Rhea)
1-(9Z-octadecenoyl)-sn-glycero- 3-phospho-(1D-myo-inositol)sn-glycero-3-phospho-1D-myo-inositolmim-conversion44589 (Rhea)
1-hexadecanoyl-2-(9Z-octadecenoyl)- sn-glycero-3-phospho-(1D-myo-inositol)1-hexadecanoyl-sn-glycero-3-phospho- (1D-myo-inositol)mim-conversion44529 (Rhea)
1-hexadecanoyl-sn-glycero-3-phospho- (1D-myo-inositol)1,2-dihexadecanoyl-sn-glycero- 3-phospho-(1D-myo-inositol)mim-conversion35872 (Rhea)
1-hexadecanoyl-sn-glycero-3-phospho- (1D-myo-inositol)1-hexadecanoyl-2-(5Z,8Z,11Z,14Z

-eicosatetraenoyl)-

sn-glycero-3-phospho-D-myo-inositol
mim-conversion35868 (Rhea)
1-hexadecanoyl-sn-glycero-3-phospho- (1D-myo-inositol)1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl) -sn-glycero-3-phospho-(1D-myo-inositol)mim-conversion35884 (Rhea)
1-hexadecanoyl-sn-glycero-3-phospho- (1D-myo-inositol)1-hexadecanoyl-2-(9Z-octadecenoyl)- sn-glycero-3-phospho-(1D-myo-inositol)mim-conversion35880 (Rhea)
1-hexadecanoyl-sn-glycero-3-phospho- (1D-myo-inositol)1-hexadecanoyl-2-dodecanoyl- sn-glycero-3-phospho-(1D-myo-inositol)mim-conversion37640 (Rhea)
1-hexadecanoyl-sn-glycero-3-phospho- (1D-myo-inositol)1-hexadecanoyl-2-octadecanoyl- sn-glycero-3-phospho-(1D-myo-inositol)mim-conversion35876 (Rhea)
1-octadecanoyl-2- (9Z-octadecenoyl)-sn-glycerol1-octadecanoyl-2-(9Z-octadecenoyl) -sn-glycero-3-phosphatemim-conversion43425 (Rhea)
1-octadecanoyl-2-(9Z-octadecenoyl) -sn-glycero-3-phosphate1-octadecanoyl-2- (9Z-octadecenoyl)-sn-glycerolmim-conversion43285 (Rhea)
1-octadecanoyl-2-(9Z-octadecenoyl) -sn-glycero-3-phosphate1-octadecanoyl-2-(9Z-octadecenoyl)- sn-glycero-3-cytidine-5ʼ-diphosphatemim-conversion45665 (Rhea)
1-octadecanoyl-sn- glycero-3-phosphate1-octadecanoyl-2-(9Z-octadecenoyl) -sn-glycero-3-phosphatemim-conversion37164 (Rhea)
1-octadecanoyl-sn-glycero- 3-phospho-(1D-myo-inositol)1-octadecanoyl-2-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)- sn-glycero-3-phospho-1D-myo-inositolmim-conversion36840 (Rhea)
2-dodecanoyl-sn-glycero- 3-phosphocholinemim-conversion56249 (Rhea)
All-trans-retinol mim-conversion56249 (Rhea)
CoAmim-conversion35868 (Rhea)
CoAmim-conversion35872 (Rhea)
CoAmim-conversion35876 (Rhea)
CoAmim-conversion35880 (Rhea)
CoAmim-conversion35884 (Rhea)
CoAmim-conversion37164 (Rhea)
CoAmim-conversion37640 (Rhea)
CoAmim-conversion42217 (Rhea)
Coenzyme A(4-)mim-conversion36840 (Rhea)
Lecithin retinol acyltransferasemim-catalysis56249 (Rhea)
Lysophospholipid acyltransferase 7mim-catalysis36840 (Rhea)
Not yet identified acetylated amino acid residueamino acid residuemim-conversion56249 (Rhea)
all-trans-retinyl dodecanoatemim-conversion56249 (Rhea)
amino acid residueNot yet identified acetylated amino acid residuemim-conversion56249 (Rhea)
dodecanoyl-CoAmim-conversion37640 (Rhea)
hexadecanoyl-CoAmim-conversion35872 (Rhea)
octadecanoyl-CoAmim-conversion35876 (Rhea)
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