Reactome | CYP51A1 demethylates LNSOL

CYP51A1 demethylates LNSOL

Stable Identifier

R-HSA-194678

Type

Reaction [transition]

Species

Homo sapiens

Compartment

cytosol, endoplasmic reticulum membrane

Synonyms

lanosterol + 3 O2 + 3 reduced (NADPH--hemoprotein reductase) => 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + 4 H(+) + 4 H2O + 3 oxidized (NADPH--hemoprotein reductase), lanosterol + 3 NADPH + 3 H+ + 3 O2 => 4,4-dimethylcholesta-8(9),14,24-trien-3beta-ol + 3 NADP+ + 4 H2O + formate

ReviewStatus

5/5

Locations in the PathwayBrowser

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Metabolism (Homo sapiens)

- Biological oxidations (Homo sapiens)
  - Phase I - Functionalization of compounds (Homo sapiens)
    - Cytochrome P450 - arranged by substrate type (Homo sapiens)
      - Endogenous sterols (Homo sapiens)
        
        CYP51A1 demethylates LNSOL (Homo sapiens)
- Metabolism of lipids (Homo sapiens)
  - Metabolism of steroids (Homo sapiens)
    - Cholesterol biosynthesis (Homo sapiens)
      - CYP51A1 demethylates LNSOL (Homo sapiens)

General

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Lanosterol 14-alpha demethylase (CYP51A1) catalyses oxidative C14-demethylation of lanosterol (LNSOL) to 4,4-dimethylcholesta-8(9),14,24-trien-3beta-ol (4,4DMCHOLtrienol). Although the reaction is annotated here as a single concerted event, studies with purified rat enzyme indicate that the methyl group is converted successively to an alcohol and an aldehyde before being released as formate (Stromstedt et al. 1996, Strushkevich et al. 2010).

Literature References

PubMed ID	Title	Journal	Year
20149798	Structural basis of human CYP51 inhibition by antifungal azoles Park, HW, Usanov, SA, Strushkevich, N	J. Mol. Biol.	2010
8619637	The ubiquitously expressed human CYP51 encodes lanosterol 14 alpha-demethylase, a cytochrome P450 whose expression is regulated by oxysterols Stromstedt, M, Waterman, MR, Rozman, D	Arch Biochem Biophys	1996

Participants

Input

Output

Participates

as an event of

Catalyst Activity

oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen of CYP51A1 [endoplasmic reticulum membrane]

Physical Entity

CYP51A1 [endoplasmic reticulum membrane] (Homo sapiens)

Activity

Orthologous Events

CYP51A1 demethylates LNSOL (Bos taurus)

CYP51A1 demethylates LNSOL (Canis familiaris)

CYP51A1 demethylates LNSOL (Danio rerio)

CYP51A1 demethylates LNSOL (Dictyostelium discoideum)

CYP51A1 demethylates LNSOL (Gallus gallus)

CYP51A1 demethylates LNSOL (Mus musculus)

CYP51A1 demethylates LNSOL (Rattus norvegicus)

CYP51A1 demethylates LNSOL (Saccharomyces cerevisiae)