Ergosterol biosynthesis (Saccharomyces cerevisiae)

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32222222ErgosterolAcetyl-CoA4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-olERG6ERG5IPPZymosteroneERG44α-carboxyzymosterolEburicol4α-formyl-5α-cholesta-8,24-dien-3β-ol32-Oxolanosterol4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-olERG10ERG3HMG1ergosta-5,7,22,24(28)-tetraen-3beta-ol 3-keto-4alpha-methyl-zymosterolAcetoacetyl-CoAHMG-CoAMevalonic acidMevalonate-5-PMevalonate-5-PPIsopentenyl-PPDimethylallyl-PPGeranyl-PPFarnesyl-PPSqualeneSqualene-2,3-epoxideLanosterol32-hydroxylanosterol4,4-dimethylcholesta-8,11,24-trienol4,4-dimethylzymosterolZymosterolFecosterolEpisterol5-dehydroepisterol ERG2ERG6ERG24ERG13ERG12ERG8ERG19ERG1IDI1ERG9Ggps1ERG7PreSqualene-PPERG251ERG11ERG27IPPAcetyl-CoA4-methyl-4-carboxyzymosteroneERG264alpha-methyl zymosterolERG25ERG11HMG2ERG26ERG27


Description

This pathway is inspired by the LipidMaps, Sterol lipids expended pathway display (https://lipidmaps.org/pathway/pathways_maps) and extended with Scheme 1 from Acimovic et al 2013. Literature suggests that cholesterol synthesis preferentially starts with the Bloch pathway, however there is a shift to the Kandutsch-Russell part via lathosterol from Bae et al, 1997. Dashed lines indicate that multiple steps are involved to create the final product.

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Quality Tags

Ontology Terms

 

Bibliography

  1. Ačimovič J, Rozman D; ''Steroidal triterpenes of cholesterol synthesis.''; Molecules, 2013 PubMed Europe PMC Scholia
  2. Mazein A, Watterson S, Hsieh WY, Griffiths WJ, Ghazal P; ''A comprehensive machine-readable view of the mammalian cholesterol biosynthesis pathway.''; Biochem Pharmacol, 2013 PubMed Europe PMC Scholia
  3. Bhattacharya S, Esquivel BD, White TC; ''Overexpression or Deletion of Ergosterol Biosynthesis Genes Alters Doubling Time, Response to Stress Agents, and Drug Susceptibility in Saccharomyces cerevisiae.''; mBio, 2018 PubMed Europe PMC Scholia
  4. Bae SH, Paik YK; ''Cholesterol biosynthesis from lanosterol: development of a novel assay method and characterization of rat liver microsomal lanosterol delta 24-reductase.''; Biochem J, 1997 PubMed Europe PMC Scholia

History

View all...
CompareRevisionActionTimeUserComment
126523view12:09, 24 May 2023Conroy lipidsModified description
126457view20:29, 30 April 2023AlexanderPicoModified description
126180view05:45, 13 April 2023EgonwFixed a datasource
126148view13:07, 11 April 2023Ash iyerupdated
126147view13:06, 11 April 2023Ash iyerFixed interactions
126106view08:38, 6 April 2023Conroy lipidsOntology Term : 'classic metabolic pathway' added !
126105view08:38, 6 April 2023Conroy lipidsOntology Term : 'PW:0000959' removed !
126104view07:56, 6 April 2023Conroy lipidsNew pathway

External references

DataNodes

View all...
NameTypeDatabase referenceComment
3-keto-4alpha-methyl-zymosterolMetaboliteLMST01010237 (LIPID MAPS)
32-OxolanosterolMetaboliteLMST01010222 (LIPID MAPS)
32-hydroxylanosterolMetaboliteLMST01010124 (LIPID MAPS)
4,4-dimethylcholesta-8,11,24-trienolMetaboliteLMST01010149 (LIPID MAPS)
4,4-dimethylzymosterolMetaboliteLMST01010176 (LIPID MAPS)
4-methyl-4-carboxy zymosteroneMetaboliteLMST01010388 (LIPID MAPS) C12CC[C@@]3([H])C(C)(COOH)[C@@H](O)CC[C@]3(C)C=1CC[C@]1(C)[C@@]([H])([C@@](C)([H])CC/C=C(\C)/C)CC[C]21H
4alpha-methyl zymosterolMetaboliteLMST01010202 (LIPID MAPS) C12CC[C@@]3([H])C(C)[C@@H](O)CC[C@]3(C)C=1CC[C@]1(C)[C@@]([H])([C@@](C)([H])CC/C=C(\C)/C)CC[C]21H
4α-carboxyzymosterolMetaboliteLMST01010522 (LIPID MAPS)
4α-formyl-4β-methyl- 5α-cholesta-8,24-dien-3β-olMetaboliteLMST01010229 (LIPID MAPS)
4α-formyl-5α- cholesta-8,24-dien-3β-olMetaboliteLMST01010226 (LIPID MAPS)
4α-hydroxymethyl- 5α-cholesta-8,24-dien-3β-olMetaboliteLMST01010234 (LIPID MAPS)
4α-hydroxymethyl-4β-methyl- 5α-cholesta-8,24-dien-3β-olMetaboliteLMST01010232 (LIPID MAPS)
5-dehydroepisterol MetaboliteLMST01030135 (LIPID MAPS)
Acetoacetyl-CoAMetaboliteLMFA07050030 (LIPID MAPS)
Acetyl-CoAMetaboliteLMFA07050281 (LIPID MAPS)
Dimethylallyl-PPMetaboliteLMPR01010001 (LIPID MAPS)
ERG10GeneProductP41338 (Uniprot-TrEMBL)
ERG11ProteinP10614 (Uniprot-TrEMBL)
ERG12GeneProductP07277 (Uniprot-TrEMBL)
ERG13GeneProductP54839 (Uniprot-TrEMBL)
ERG19GeneProductP32377 (Uniprot-TrEMBL)
ERG1GeneProductP32476 (Uniprot-TrEMBL)
ERG24GeneProductP32462 (Uniprot-TrEMBL)
ERG25ProteinP53045 (Uniprot-TrEMBL)
ERG26GeneProductP53199 (Uniprot-TrEMBL)
ERG27ProteinQ12452 (Uniprot-TrEMBL)
ERG2GeneProductP32352 (Uniprot-TrEMBL)
ERG3GeneProductP32353 (Uniprot-TrEMBL)
ERG4GeneProductP25340 (Uniprot-TrEMBL)
ERG5GeneProductP54781 (Uniprot-TrEMBL)
ERG6GeneProductP25087 (Uniprot-TrEMBL)
ERG7GeneProductP38604 (Uniprot-TrEMBL)
ERG8GeneProductP24521 (Uniprot-TrEMBL)
ERG9GeneProductP29704 (Uniprot-TrEMBL)
EburicolMetaboliteLMST01031311 (LIPID MAPS)
EpisterolMetaboliteLMST01030115 (LIPID MAPS)
ErgosterolMetaboliteLMST01030093 (LIPID MAPS)
Farnesyl-PPMetaboliteLMPR0103010002 (LIPID MAPS)
FecosterolMetaboliteLMST01030095 (LIPID MAPS) aka 24-dehydrolathosterol
Geranyl-PPMetaboliteLMPR0102010001 (LIPID MAPS)
Ggps1GeneProduct14593 (Entrez Gene)
HMG-CoAMetaboliteLMFA07050116 (LIPID MAPS)
HMG1GeneProductP12683 (Uniprot-TrEMBL)
HMG2GeneProductP12684 (Uniprot-TrEMBL)
IDI1GeneProductP15496 (Uniprot-TrEMBL)
IPPMetaboliteLMPR01010008 (LIPID MAPS)
Isopentenyl-PPMetaboliteLMPR01010008 (LIPID MAPS)
LanosterolMetaboliteLMST01010017 (LIPID MAPS)
Mevalonate-5-PMetaboliteLMFA01050415 (LIPID MAPS)
Mevalonate-5-PPMetaboliteLMFA01050416 (LIPID MAPS)
Mevalonic acidMetaboliteLMFA01050352 (LIPID MAPS)
PreSqualene-PPMetaboliteLMPR0106010003 (LIPID MAPS) Annotated while assuming this compound is actually presqualene-diphosphate
Squalene-2,3-epoxideMetaboliteLMPR0106010010 (LIPID MAPS)
SqualeneMetaboliteLMPR0106010002 (LIPID MAPS)
ZymosterolMetaboliteLMST01010066 (LIPID MAPS)
ZymosteroneMetaboliteLMST01010168 (LIPID MAPS)
ergosta-5,7,22,24(28)-tetraen-3beta-ol MetaboliteLMST01031015 (LIPID MAPS)

Annotated Interactions

View all...
SourceTargetTypeDatabase referenceComment
3-keto-4alpha-methyl-zymosterol4alpha-methyl zymosterolmim-conversion36380 (Rhea) EC:1.1.1.270
4,4-dimethylcholesta-8,11,24-trienol4,4-dimethylzymosterolmim-conversion18563 (Rhea) EC:1.3.1.70
4,4-dimethylzymosterol4α-hydroxymethyl-4β-methyl- 5α-cholesta-8,24-dien-3β-olmim-conversion47061 (Rhea) EC:1.14.18.9
4-methyl-4-carboxy zymosterone3-keto-4alpha-methyl-zymosterolmim-conversion33448 (Rhea) EC:1.1.1.170
4alpha-methyl zymosterol4α-hydroxymethyl- 5α-cholesta-8,24-dien-3β-olmim-conversion46473 (Rhea) EC:1.14.18.9
4α-carboxyzymosterolZymosteronemim-conversion33456 (Rhea) EC:1.1.1.170
4α-formyl-4β-methyl- 5α-cholesta-8,24-dien-3β-ol4-methyl-4-carboxy zymosteronemim-conversion47069 (Rhea) EC:1.14.18.9
4α-formyl-5α- cholesta-8,24-dien-3β-ol4α-carboxyzymosterolmim-conversion46481 (Rhea) EC:1.14.18.9
4α-hydroxymethyl- 5α-cholesta-8,24-dien-3β-ol4α-formyl-5α- cholesta-8,24-dien-3β-olmim-conversion46477 (Rhea) EC:1.14.18.9
4α-hydroxymethyl-4β-methyl- 5α-cholesta-8,24-dien-3β-ol4α-formyl-4β-methyl- 5α-cholesta-8,24-dien-3β-olmim-conversion47065 (Rhea) EC:1.14.18.9
5-dehydroepisterol ergosta-5,7,22,24(28)-tetraen-3beta-ol mim-conversion33468 (Rhea) EC:1.14.19.41
Acetoacetyl-CoAHMG-CoAmim-conversion10189 (Rhea) EC:2.3.3.10
Acetyl-CoAAcetoacetyl-CoAmim-conversion21037 (Rhea) EC:2.3.1.9
Acetyl-CoAHMG-CoAmim-conversion10189 (Rhea) EC:2.3.3.10
Dimethylallyl-PPGeranyl-PPmim-conversion22409 (Rhea) EC:2.5.1.1
Episterol5-dehydroepisterol mim-conversion46561 (Rhea) EC:1.14.19.20
Farnesyl-PPPreSqualene-PPmim-conversion22673 (Rhea) EC:2.5.1.103
FecosterolEpisterolmim-conversion33436 (Rhea)
Geranyl-PPFarnesyl-PPmim-conversion19362 (Rhea) EC:2.5.1.10
HMG-CoAMevalonic acidmim-conversion15991 (Rhea) EC:1.1.1.34
IPPFarnesyl-PPmim-conversion19362 (Rhea) EC:2.5.1.10
IPPGeranyl-PPmim-conversion22409 (Rhea) EC:2.5.1.1
Isopentenyl-PPDimethylallyl-PPmim-conversion23285 (Rhea) EC:5.3.3.2
Mevalonate-5-PMevalonate-5-PPmim-conversion16342 (Rhea) EC:2.7.4.2
Mevalonate-5-PPIsopentenyl-PPmim-conversion23733 (Rhea) EC:4.1.1.33
Mevalonic acidMevalonate-5-Pmim-conversion17066 (Rhea) EC:2.7.1.36
PreSqualene-PPSqualenemim-conversion22229 (Rhea) EC:2.5.1.103
Squalene-2,3-epoxideLanosterolmim-conversion14622 (Rhea) EC:5.4.99.7
SqualeneSqualene-2,3-epoxidemim-conversion25283 (Rhea) EC:1.14.14.17
ZymosterolFecosterolmim-conversion34000 (Rhea) EC:2.1.1.41
ZymosteroneZymosterolmim-conversion33460 (Rhea) EC:1.1.1.270
ergosta-5,7,22,24(28)-tetraen-3beta-ol Ergosterolmim-conversion18503 (Rhea) EC:1.3.1.71
mim-conversion25287 (Rhea) EC:1.14.14.154
mim-conversion47056 (Rhea) EC:1.14.18.9
mim-conversion52653 (Rhea)
mim-conversion55245 (Rhea) EC:1.14.18.9
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