Ergosterol biosynthesis (Saccharomyces cerevisiae)

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3111111132-Oxolanosterol4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-olZymosteroneErgosterolEburicol4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol4α-carboxyzymosterolergosta-5,7,22,24(28)-tetraen-3beta-ol 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-olERG5HMG14α-formyl-5α-cholesta-8,24-dien-3β-olIPPERG3Acetyl-CoA3-keto-4alpha-methyl-zymosterolERG10ERG6ERG4Acetoacetyl-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-PPERG254ERG11ERG27IPPAcetyl-CoA4-methyl-4-carboxyzymosteroneERG264alpha-methyl zymosterolERG25ERG11HMG2ERG26ERG27


Description

This pathway is inspired by the Lipidmaps>Sterol lipids expended pathway display [1] and extended with Scheme 1 from Acimovic et al (2013 [2]).

Literature suggests that cholesterol synthesis preferentially starts with the Bloch pathway, however there is a shift to the Kandutsch-Russell part via lathosterol (Bae et al, 1997[3]).

Dashed lines indicate that multiple steps are involved to create the final product. Several regulatory effects concerning the metabolites of cholesterol have been indicated as well. The content from the Bloch and Kandutsch-Russel pathways have been checked against literature, and differences compared to the original LipidMaps pathway have been coloured turquoise.

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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 (Entrez Gene)
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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