_EC 1.14.15.28 cholest-4-en-3-one 26-monooxygenase [(25R)-3-oxocholest-4-en-26-oate 20 PDB entries  
EC 1.-.-.- Oxidoreductases. [21,435 PDB entries]
EC 1.14.-.- Acting on paired donors, with incorporation or reduction of molecu [4,709 PDB entries]
EC 1.14.15.- With reduced iron-sulfur protein as one donor, and incorporation [293 PDB entries]
EC 1.14.15.28 cholest-4-en-3-one 26-monooxygenase [(25R)-3-oxocholest-4-en-26-oate [20 PDB entries]
2wm4

Reaction: cholest-4-en-3-one + 6 reduced [2Fe-2S]-[ferredoxin] + 3 O2 + 5 H(+) = (25R)-3-oxocholest-4-en-26-oate + 6 oxidized [2Fe-2S]-[ferredoxin] + 4 H2O.
 


cholest-4-en-3-one
 + 6 × reduced [2Fe-2S]-[ferredoxin]
 +
3 × O2
 + 5 × H(+)
 = (25R)-3-oxocholest-4-en-26-oate
 + 6 × oxidized [2Fe-2S]-[ferredoxin]
 + 4 × H2O
Molecule diagrams generated from .mol files obtained from the KEGG ftp site.

Comments: This cytochrome P450 (heme-thiolate) enzyme, found in several bacterial pathogens, is involved in degradation of the host cholesterol. It catalyzes the hydroxylation of the C-26 carbon, followed by oxidation of the alcohol to the carboxylic acid via the aldehyde intermediate, initiating the degradation of the alkyl side-chain of cholesterol. The products are exclusively in the (25R) conformation. The enzyme also accepts cholesterol as a substrate. cf. 1.14.15.29. The enzyme can receive electrons from ferredoxin reductase in vitro,
Links:   [IntEnz]   [ExPASy]   [KEGG]  

There are 20 PDB entries in enzyme class E.C.1.14.15.28

  PDB code Protein
2wm4
X-ray structure of mycobacterium tuberculosis cytochrome p450 cyp124 in complex with phytanic acid
Source: Mycobacterium tuberculosis. Organism_taxid: 83332. Strain: h37rv. Expressed in: escherichia coli dh5[alpha]. Expression_system_taxid: 668369.
Chain: A (426 residues) CATH domain: 1.10.630.10
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
2wm5
X-ray structure of the substrate-free mycobacterium tuberculosis cytochrome p450 cyp124
Source: Mycobacterium tuberculosis. Organism_taxid: 83332. Strain: h37rv. Expressed in: escherichia coli dh5[alpha]. Expression_system_taxid: 668369.
Chain: A (425 residues) CATH domain: 1.10.630.10
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
2xkr
Crystal structure of mycobacterium tuberculosis cyp142: a novel cholesterol oxidase
Source: Mycobacterium tuberculosis. Organism_taxid: 83332. Strain: h37rv. Expressed in: escherichia coli bl21(de3). Expression_system_taxid: 469008. Expression_system_variant: rosetta. Other_details: institut pasteur
Chain: A (395 residues) CATH domain: 1.10.630.10
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
2yoo
Cholest-4-en-3-one bound structure of cyp142 from mycobacterium smegmatis
Source: Mycobacterium smegmatis str. Mc2 155. Organism_taxid: 246196. Expressed in: escherichia coli. Expression_system_taxid: 562.
Chains: A, B, C, D (396 residues) CATH domain: 1.10.630.10
Bound ligand:   Het Group K2B corresponds to enzyme reactant cholest-4-en-3-one
3zby
Ligand-free structure of cyp142 from mycobacterium smegmatis
Source: Mycobacterium smegmatis str. Mc2 155. Organism_taxid: 246196. Expressed in: escherichia coli dh5[alpha]. Expression_system_taxid: 668369.
Chains: A, B, C, D, E, F (402 residues) CATH domain: 1.10.630.10
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
4tri
X-ray crystal structure of cyp142a2 from mycobacterium smegmatis, complexed with cholesterol sulfate.
Source: Mycobacterium smegmatis. Organism_taxid: 246196. Strain: atcc 700084 / mc(2)155. Gene: msmeg_5918. Expressed in: escherichia coli. Expression_system_taxid: 562.
Chains: A, B (401 residues) CATH domain: 1.10.630.10
Bound ligand:   Het Group C3S is 87.50% similar to enzyme reactant cholest-4-en-3-one
4uax
X-ray crystal structure of ligand free cyp142a2 from mycobacterium smegmatis
Source: Mycobacterium smegmatis. Organism_taxid: 246196. Strain: atcc 700084 / mc(2)155. Gene: msmeg_5918. Expressed in: escherichia coli. Expression_system_taxid: 562.
Chain: A (401 residues) CATH domain: 1.10.630.10
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
6t0f
Crystal structure of cyp124 in complex with cholest-4-en-3-one
Source: Mycobacterium tuberculosis (strain atcc 25618 / h37rv). Organism_taxid: 83332. Strain: atcc 25618 / h37rv. Gene: cyp124, rv2266, mtcy339.44c. Expressed in: escherichia coli. Expression_system_taxid: 562
Chains: A, B, C, D (431 residues)
Bound ligand:   Het Group K2B corresponds to enzyme reactant cholest-4-en-3-one
6t0g
Crystal structure of cyp124 in complex with vitamin d3
Source: Mycobacterium tuberculosis (strain atcc 25618 / h37rv). Organism_taxid: 83332. Strain: atcc 25618 / h37rv. Gene: cyp124, rv2266, mtcy339.44c. Expressed in: escherichia coli. Expression_system_taxid: 562
Chain: A (426 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
6t0h
Crystal structure of cyp124 in complex with 1-alpha-hydroxy-vitamin d3
Source: Mycobacterium tuberculosis h37rv. Organism_taxid: 83332. Expressed in: escherichia coli. Expression_system_taxid: 562
Chain: A (430 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
6t0j
Crystal structure of cyp124 in complex with sq109
Source: Mycobacterium tuberculosis (strain atcc 25618 / h37rv). Organism_taxid: 83332. Strain: atcc 25618 / h37rv. Gene: cyp124, rv2266, mtcy339.44c. Expressed in: escherichia coli. Expression_system_taxid: 562
Chain: A (429 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
6t0k
Crystal structure of cyp124 in complex with inhibitor carbethoxyhexyl imidazole
Source: Mycobacterium tuberculosis h37rv. Organism_taxid: 83332. Expressed in: escherichia coli. Expression_system_taxid: 562
Chain: A (431 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
6t0l
Crystal structure of cyp124 in complex with inhibitor compound 5'
Source: Mycobacterium tuberculosis h37rv. Organism_taxid: 83332. Expressed in: escherichia coli. Expression_system_taxid: 562
Chain: A (422 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
7p5t
Structure of cyp142 from mycobacterium tuberculosis in complex with inhibitor mek216
Source: Mycobacterium tuberculosis h37rv. Organism_taxid: 83332. Atcc: 27294. Gene: cyp142, cyp142a1, rv3518c, mtv023.25c. Expressed in: escherichia coli bl21(de3). Expression_system_taxid: 469008. Expression_system_variant: c41
Chain: A (396 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
7qjl
Crystal structure of cyp142 from mycobacterium tuberculosis in complex with an inhibitor
Source: Mycobacterium tuberculosis. Organism_taxid: 1773. Gene: cyp142, cyp142a1, rv3518c, mtv023.25c. Expressed in: escherichia coli bl21(de3). Expression_system_taxid: 469008. Expression_system_variant: c41.
Chain: A (397 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
7qq7
Crystal structure of cyp142 from mycobacterium tuberculosis in complex with an inhibitor at partial occupancy with peg
Source: Mycobacterium tuberculosis h37rv. Organism_taxid: 83332. Gene: cyp142, cyp142a1, rv3518c, mtv023.25c. Expressed in: escherichia coli bl21(de3). Expression_system_taxid: 469008. Expression_system_variant: c41.
Chain: A (396 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
7zb9
Crystal structure of cyp124 in complex with inhibitor carbethoxyhexyl imidazole in the absence of glycerol (nocryo)
Source: Mycobacterium tuberculosis h37rv. Organism_taxid: 83332. Expressed in: escherichia coli. Expression_system_taxid: 562
Chain: A (431 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
8a6w
Crystal structure of cyp142 from mycobacterium tuberculosis in complex with cholestenone
Source: Mycobacterium tuberculosis h37rv. Organism_taxid: 83332. Strain: atcc 25618 / h37rv. Atcc: 25618. Gene: cyp142, cyp142a1, rv3518c, mtv023.25c. Expressed in: escherichia coli bl21(de3). Expression_system_taxid: 469008. Expression_system_variant: c41.
Chains: B, E (395 residues)
Bound ligand:   Het Group K2B corresponds to enzyme reactant cholest-4-en-3-one
8a9p
Crystal structure of cyp142 from mycobacterium tuberculosis in complex with a fragment
Source: Mycobacterium tuberculosis h37rv. Organism_taxid: 83332. Atcc: 25618. Gene: cyp142, cyp142a1, rv3518c, mtv023.25c. Expressed in: escherichia coli bl21(de3). Expression_system_taxid: 469008. Expression_system_variant: c41.
Chain: A (396 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one
8s53
X-ray crystal structure of cyp142 from mycobacterium tuberculosis in complex with a fragment bound in two poses
Source: Mycobacterium tuberculosis h37rv. Organism_taxid: 83332. Atcc: 25618. Gene: cyp142, cyp142a1, rv3518c, mtv023.25c. Expressed in: escherichia coli bl21(de3). Expression_system_taxid: 469008. Expression_system_variant: c41
Chain: A (395 residues)
Bound ligand:   Het Group HEM is 61.36% similar to enzyme reactant cholest-4-en-3-one