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Steroid C26-monooxygenase (EC 1.14.13.141) (Cholest-4-en-3-one C26-monooxygenase) (Cholest-4-en-3-one C26-monooxygenase [(25S)-3-oxocholest-4-en-26-oate forming]) (Cholesterol C26-monooxygenase) (Cholesterol C26-monooxygenase [(25S)-3beta-hydroxycholest-5-en-26-oate forming]) (Cytochrome P450 125) (Steroid C27-monooxygenase)

 CP125_MYCS2             Reviewed;         427 AA.
A0R4Y3; I7G9K1;
18-JAN-2017, integrated into UniProtKB/Swiss-Prot.
09-JAN-2007, sequence version 1.
18-JUL-2018, entry version 86.
RecName: Full=Steroid C26-monooxygenase {ECO:0000303|PubMed:23489718};
EC=1.14.15.29 {ECO:0000250|UniProtKB:P9WPP1, ECO:0000305|PubMed:23489718};
AltName: Full=Cholest-4-en-3-one C26-monooxygenase {ECO:0000303|PubMed:23489718};
AltName: Full=Cholest-4-en-3-one C26-monooxygenase [(25S)-3-oxocholest-4-en-26-oate forming] {ECO:0000250|UniProtKB:P9WPP1, ECO:0000305|PubMed:23489718};
AltName: Full=Cholesterol C26-monooxygenase {ECO:0000303|PubMed:23489718};
AltName: Full=Cholesterol C26-monooxygenase [(25S)-3beta-hydroxycholest-5-en-26-oate forming] {ECO:0000250|UniProtKB:P9WPP1, ECO:0000305|PubMed:23489718};
AltName: Full=Cytochrome P450 125 {ECO:0000303|PubMed:23489718};
AltName: Full=Steroid C27-monooxygenase {ECO:0000250|UniProtKB:P9WPP1};
Name=cyp125 {ECO:0000303|PubMed:23489718};
Synonyms=cyp125A3 {ECO:0000303|PubMed:23489718};
OrderedLocusNames=MSMEG_5995 {ECO:0000312|EMBL:ABK74881.1};
Mycobacterium smegmatis (strain ATCC 700084 / mc(2)155).
Bacteria; Actinobacteria; Corynebacteriales; Mycobacteriaceae;
Mycolicibacterium.
NCBI_TaxID=246196;
[1]
NUCLEOTIDE SEQUENCE [LARGE SCALE GENOMIC DNA].
STRAIN=ATCC 700084 / mc(2)155;
Fleischmann R.D., Dodson R.J., Haft D.H., Merkel J.S., Nelson W.C.,
Fraser C.M.;
Submitted (OCT-2006) to the EMBL/GenBank/DDBJ databases.
[2]
NUCLEOTIDE SEQUENCE [LARGE SCALE GENOMIC DNA].
STRAIN=ATCC 700084 / mc(2)155;
PubMed=17295914; DOI=10.1186/gb-2007-8-2-r20;
Deshayes C., Perrodou E., Gallien S., Euphrasie D., Schaeffer C.,
Van-Dorsselaer A., Poch O., Lecompte O., Reyrat J.-M.;
"Interrupted coding sequences in Mycobacterium smegmatis: authentic
mutations or sequencing errors?";
Genome Biol. 8:R20.1-R20.9(2007).
[3]
NUCLEOTIDE SEQUENCE [LARGE SCALE GENOMIC DNA].
STRAIN=ATCC 700084 / mc(2)155;
PubMed=18955433; DOI=10.1101/gr.081901.108;
Gallien S., Perrodou E., Carapito C., Deshayes C., Reyrat J.-M.,
Van Dorsselaer A., Poch O., Schaeffer C., Lecompte O.;
"Ortho-proteogenomics: multiple proteomes investigation through
orthology and a new MS-based protocol.";
Genome Res. 19:128-135(2009).
[4]
X-RAY CRYSTALLOGRAPHY (2.00 ANGSTROMS) IN COMPLEX WITH HEME, FUNCTION,
CATALYTIC ACTIVITY, BIOPHYSICOCHEMICAL PROPERTIES, COFACTOR,
INDUCTION, DISRUPTION PHENOTYPE, SUBSTRATE SPECIFICITY, AND PATHWAY.
PubMed=23489718; DOI=10.1111/1462-2920.12108;
Garcia-Fernandez E., Frank D.J., Galan B., Kells P.M., Podust L.M.,
Garcia J.L., Ortiz de Montellano P.R.;
"A highly conserved mycobacterial cholesterol catabolic pathway.";
Environ. Microbiol. 15:2342-2359(2013).
[5] {ECO:0000244|PDB:5DQN}
X-RAY CRYSTALLOGRAPHY (2.26 ANGSTROMS) IN COMPLEX WITH HEME, AND
COFACTOR.
PubMed=26522442; DOI=10.1021/acs.biochem.5b01029;
Frank D.J., Waddling C.A., La M., Ortiz de Montellano P.R.;
"Cytochrome P450 125A4, the Third Cholesterol C-26 Hydroxylase from
Mycobacterium smegmatis.";
Biochemistry 54:6909-6916(2015).
-!- FUNCTION: Involved in the utilization of cholesterol as the sole
carbon and energy source by degrading the side chain. Primarily
catalyzes the sequential oxidation of the terminal methyl of
cholest-4-en-3-one into (25S)-26-hydroxycholest-4-en-3-one
(alcohol), (25S)-26-oxocholest-4-en-3-one (aldehyde), to finally
yield the carboxylic acid (25S)-3-oxocholest-4-en-26-oate. Also
able to sequentially oxidize cholesterol itself, not only cholest-
4-en-3-one. {ECO:0000269|PubMed:23489718}.
-!- CATALYTIC ACTIVITY: Cholest-4-en-3-one + 6 reduced ferredoxin
[iron-sulfur] cluster + 6 H(+) + 3 O(2) = (25S)-3-oxocholest-4-en-
26-oate + 6 oxidized ferredoxin [iron-sulfur] cluster + 4 H(2)O.
{ECO:0000250|UniProtKB:P9WPP1, ECO:0000305|PubMed:23489718}.
-!- COFACTOR:
Name=heme; Xref=ChEBI:CHEBI:30413;
Evidence={ECO:0000269|PubMed:23489718,
ECO:0000269|PubMed:26522442};
-!- BIOPHYSICOCHEMICAL PROPERTIES:
Kinetic parameters:
KM=14 uM for cholest-4-en-3-one {ECO:0000269|PubMed:23489718};
-!- PATHWAY: Steroid metabolism; cholesterol degradation.
{ECO:0000303|PubMed:23489718}.
-!- INDUCTION: By cholesterol. {ECO:0000269|PubMed:23489718}.
-!- DISRUPTION PHENOTYPE: Cells lacking this gene show lower
accumulation of 26-hydroxycholest-4-en-3-one and cholest-4-en-3-
one-26-oate when compared with the wild-type and display a strong
induction of cyp142A2. The levels of 26-hydroxycholest-4-en-3-one
and cholest-4-on-3-one-26-oate are drastically reduced in cells
lacking both cyp125A3 and cyp142A2. {ECO:0000269|PubMed:23489718}.
-!- SIMILARITY: Belongs to the cytochrome P450 family. {ECO:0000305}.
-----------------------------------------------------------------------
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Distributed under the Creative Commons Attribution (CC BY 4.0) License
-----------------------------------------------------------------------
EMBL; CP000480; ABK74881.1; -; Genomic_DNA.
EMBL; CP001663; AFP42267.1; -; Genomic_DNA.
RefSeq; WP_011730960.1; NZ_CP009494.1.
RefSeq; YP_890221.1; NC_008596.1.
PDB; 4APY; X-ray; 2.00 A; A=1-427.
PDB; 5DQN; X-ray; 2.26 A; A=1-426.
PDBsum; 4APY; -.
PDBsum; 5DQN; -.
ProteinModelPortal; A0R4Y3; -.
SMR; A0R4Y3; -.
STRING; 246196.MSMEG_5995; -.
EnsemblBacteria; ABK74881; ABK74881; MSMEG_5995.
EnsemblBacteria; AFP42267; AFP42267; MSMEI_5834.
GeneID; 4531666; -.
KEGG; msb:LJ00_29640; -.
KEGG; msg:MSMEI_5834; -.
KEGG; msm:MSMEG_5995; -.
PATRIC; fig|246196.19.peg.5831; -.
HOGENOM; HOG000243680; -.
KO; K15981; -.
OMA; EEIKWQG; -.
OrthoDB; POG091H0API; -.
BioCyc; MSME246196:G1H7P-5960-MONOMER; -.
UniPathway; UPA01058; -.
Proteomes; UP000000757; Chromosome.
Proteomes; UP000006158; Chromosome.
GO; GO:0036199; F:cholest-4-en-3-one 26-monooxygenase activity; IEA:UniProtKB-EC.
GO; GO:0020037; F:heme binding; IEA:InterPro.
GO; GO:0005506; F:iron ion binding; IEA:InterPro.
GO; GO:0006707; P:cholesterol catabolic process; IEA:UniProtKB-UniPathway.
Gene3D; 1.10.630.10; -; 1.
InterPro; IPR001128; Cyt_P450.
InterPro; IPR002397; Cyt_P450_B.
InterPro; IPR036396; Cyt_P450_sf.
Pfam; PF00067; p450; 1.
PRINTS; PR00359; BP450.
SUPFAM; SSF48264; SSF48264; 1.
1: Evidence at protein level;
3D-structure; Cholesterol metabolism; Complete proteome; Heme; Iron;
Lipid degradation; Lipid metabolism; Metal-binding; Monooxygenase;
NAD; Oxidoreductase; Reference proteome; Steroid metabolism;
Sterol metabolism.
CHAIN 1 427 Steroid C26-monooxygenase.
/FTId=PRO_0000438723.
METAL 360 360 Iron (heme axial ligand).
{ECO:0000244|PDB:4APY,
ECO:0000244|PDB:5DQN,
ECO:0000269|PubMed:23489718}.
CONFLICT 1 1 M -> MHFEERTPM (in Ref. 2; AFP42267).
{ECO:0000305}.
STRAND 4 6 {ECO:0000244|PDB:5DQN}.
HELIX 15 20 {ECO:0000244|PDB:4APY}.
HELIX 24 33 {ECO:0000244|PDB:4APY}.
STRAND 35 40 {ECO:0000244|PDB:4APY}.
TURN 46 48 {ECO:0000244|PDB:4APY}.
STRAND 51 56 {ECO:0000244|PDB:4APY}.
HELIX 59 67 {ECO:0000244|PDB:4APY}.
TURN 69 71 {ECO:0000244|PDB:4APY}.
STRAND 72 74 {ECO:0000244|PDB:4APY}.
TURN 75 77 {ECO:0000244|PDB:4APY}.
HELIX 89 93 {ECO:0000244|PDB:4APY}.
HELIX 95 97 {ECO:0000244|PDB:4APY}.
HELIX 99 101 {ECO:0000244|PDB:4APY}.
HELIX 106 114 {ECO:0000244|PDB:4APY}.
HELIX 115 118 {ECO:0000244|PDB:4APY}.
HELIX 120 124 {ECO:0000244|PDB:4APY}.
HELIX 127 142 {ECO:0000244|PDB:4APY}.
STRAND 145 148 {ECO:0000244|PDB:4APY}.
HELIX 149 152 {ECO:0000244|PDB:4APY}.
TURN 153 155 {ECO:0000244|PDB:5DQN}.
HELIX 156 166 {ECO:0000244|PDB:4APY}.
HELIX 170 172 {ECO:0000244|PDB:4APY}.
HELIX 173 183 {ECO:0000244|PDB:4APY}.
HELIX 189 191 {ECO:0000244|PDB:4APY}.
HELIX 196 216 {ECO:0000244|PDB:4APY}.
HELIX 222 227 {ECO:0000244|PDB:4APY}.
HELIX 238 251 {ECO:0000244|PDB:4APY}.
HELIX 254 269 {ECO:0000244|PDB:4APY}.
HELIX 271 280 {ECO:0000244|PDB:4APY}.
HELIX 285 293 {ECO:0000244|PDB:4APY}.
STRAND 298 305 {ECO:0000244|PDB:4APY}.
STRAND 307 309 {ECO:0000244|PDB:4APY}.
STRAND 312 314 {ECO:0000244|PDB:4APY}.
STRAND 319 323 {ECO:0000244|PDB:4APY}.
HELIX 324 327 {ECO:0000244|PDB:4APY}.
TURN 331 333 {ECO:0000244|PDB:4APY}.
STRAND 334 336 {ECO:0000244|PDB:4APY}.
STRAND 354 356 {ECO:0000244|PDB:4APY}.
HELIX 363 380 {ECO:0000244|PDB:4APY}.
STRAND 385 388 {ECO:0000244|PDB:4APY}.
STRAND 396 398 {ECO:0000244|PDB:4APY}.
STRAND 401 403 {ECO:0000244|PDB:4APY}.
STRAND 405 412 {ECO:0000244|PDB:4APY}.
SEQUENCE 427 AA; 47106 MW; D1C6EE17D397B8FD CRC64;
MPTPNIPSDF DFLDATLNLE RLPVEELAEL RKSEPIHWVD VPGGTGGFGD KGYWLVTKHA
DVKEVSRRSD VFGSSPDGAI PVWPQDMTRE AVDLQRAVLL NMDAPQHTRL RKIISRGFTP
RAIGRLEDEL RSRAQKIAQT AAAQGAGDFV EQVSCELPLQ AIAELLGVPQ DDRDKLFRWS
NEMTAGEDPE YADVDPAMSS FELISYAMKM AEERAVNPTE DIVTKLIEAD IDGEKLSDDE
FGFFVVMLAV AGNETTRNSI THGMIAFAQN PDQWELYKKE RPETAADEIV RWATPVSAFQ
RTALEDVELG GVQIKKGQRV VMSYRSANFD EEVFEDPHTF NILRSPNPHV GFGGTGAHYC
IGANLARMTI NLIFNAIADN MPDLKPIGAP ERLKSGWLNG IKHWQVDYTG AGKASVSGAP
GTCPVAH


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