CYP11A1 cleaves 20a,22b-DHCHOL

Stable Identifier
R-HSA-193101
Type
Reaction [transition]
Species
Homo sapiens
Compartment
Synonyms
20alpha,22beta-hydroxycholesterol is cleaved by CYP11A1 to yield pregnenolone and isocaproaldehyde, 20alpha,22beta-hydroxycholesterol + NADPH + H+ + O2 => pregnenolone + isocaproaldehyde + NADP+ + H2O
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20alpha,22beta-hydroxycholesterol (20a,22b-DHCHOL), NADPH + H+, and O2 react to form pregnenolone (PREG), isocaproaldehyde (ISCAL), NADP+ and H2O. This cleavage reaction is catalysed by CYP11A (P450scc) associated with the inner mitochondrial membrane (Strushkevich et al. 2011). PREG is substantially more hydrophilic than cholesterol (CHOL) and hydroxycholesterol (HCHOL) and is released into the mitochondrial matrix.

Literature References
PubMed ID Title Journal Year
21636783 Structural basis for pregnenolone biosynthesis by the mitochondrial monooxygenase system

Strushkevich, N, MacKenzie, F, Cherkesova, T, Grabovec, I, Usanov, S, Park, HW

Proc. Natl. Acad. Sci. U.S.A. 2011
3024157 Human cholesterol side-chain cleavage enzyme, P450scc: cDNA cloning, assignment of the gene to chromosome 15, and expression in the placenta

Chung, BC, Matteson, KJ, Voutilainen, R, Mohandas, TK, Miller, WL

Proc Natl Acad Sci U S A 1986
9578606 Expression of catalytically active human cytochrome p450scc in Escherichia coli and mutagenesis of isoleucine-462

Woods, ST, Sadleir, J, Downs, T, Triantopoulos, T, Headlam, MJ, Tuckey, RC

Arch Biochem Biophys 1998
Participants
Participant Of
Catalyst Activity
Catalyst Activity
Title
cholesterol monooxygenase (side-chain-cleaving) activity of CYP11A1:FDXR:FDX1,FDX1L (red.) [mitochondrial matrix]
Physical Entity
Activity
Orthologous Events
Authored
Reviewed
Created
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