KEGG   ENZYME: 1.17.99.3
Entry
EC 1.17.99.3                Enzyme                                 
Name
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA 24-hydroxylase;
trihydroxycoprostanoyl-CoA oxidase;
THC-CoA oxidase;
THCA-CoA oxidase;
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA oxidase;
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oate 24-hydroxylase
Class
Oxidoreductases;
Acting on CH or CH2 groups;
With unknown physiological acceptors
Sysname
(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA:acceptor 24-oxidoreductase (24R-hydroxylating)
Reaction(IUBMB)
(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA + H2O + acceptor = (24R,25R)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oyl-CoA + reduced acceptor [RN:R07374]
Reaction(KEGG)
R07374;
(other) R08735 R08740
Substrate
(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA [CPD:C15613];
H2O [CPD:C00001];
acceptor [CPD:C00028]
Product
(24R,25R)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oyl-CoA [CPD:C15614];
reduced acceptor [CPD:C00030]
Comment
Requires ATP. The reaction in mammals possibly involves dehydrogenation to give a 24(25)-double bond followed by hydration [1]. However, in amphibians such as the Oriental fire-bellied toad (Bombina orientalis), it is probable that the product is formed via direct hydroxylation of the saturated side chain of (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oate and not via hydration of a 24(25) double bond [5]. In microsomes, the free acid is preferred to the coenzyme A ester, whereas in mitochondria, the coenzyme A ester is preferred to the free-acid form of the substrate [1].
History
EC 1.17.99.3 created 2005
Pathway
ec00120  Primary bile acid biosynthesis
ec01100  Metabolic pathways
Orthology
K10214  3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA 24-hydroxylase
Genes
HSA8309(ACOX2)
PTR460479(ACOX2)
PPS100987633(ACOX2)
GGO101135855(ACOX2)
PON100173031(ACOX2)
NLE100579193(ACOX2)
MCC701565(ACOX2)
MCF102142571(ACOX2)
CSAB103227815(ACOX2)
CATY105585630(ACOX2)
PANU101010658(ACOX2)
TGE112618624(ACOX2)
RRO104660198(ACOX2)
RBB108543617(ACOX2)
TFN117083061(ACOX2)
PTEH111532709(ACOX2)
CJC100404475(ACOX2)
SBQ101051802(ACOX2)
CSYR103260875(ACOX2)
MMUR105884922(ACOX2)
OGA100958565(ACOX2)
MMU93732(Acox2)
MCAL110309300(Acox2)
MPAH110325739(Acox2)
RNO252898(Acox2)
MCOC116073384(Acox2)
MUN110554615(Acox2)
CGE100766043(Acox2)
PLEU114680724(Acox2)
NGI103740540(Acox2)
HGL101716015(Acox2)
CPOC100730978(Acox2)
CCAN109697261(Acox2)
DORD105981391(Acox2)
DSP122107967(Acox2)
NCAR124969525
OCU100009549(ACOX2)
OPI101527454(ACOX2)
TUP102491187(ACOX2)
CFA100855488(ACOX2)
VVP112909557(ACOX2)
VLG121495008(ACOX2)
AML100483316(ACOX2)
UMR103674276(ACOX2)
UAH113257024(ACOX2)
UAR123798800(ACOX2)
ELK111144181
LLV125078328
MPUF101687162(ACOX2)
ORO101386426(ACOX2)
EJU114214660(ACOX2)
ZCA113916645(ACOX2)
MLX118005730(ACOX2)
FCA101101039(ACOX2)
PYU121016789(ACOX2)
PBG122487375(ACOX2)
PTG102972085(ACOX2)
PPAD109279078(ACOX2)
AJU106968832(ACOX2)
HHV120238645(ACOX2)
BTA514969(ACOX2)
BOM102287053(ACOX2)
BIU109576197(ACOX2)
BBUB102404658(ACOX2)
CHX102184385(ACOX2)
OAS101121460(ACOX2)
ODA120867983(ACOX2)
CCAD122424314(ACOX2)
SSC100516877(ACOX2)
CFR102512694(ACOX2)
CBAI105079554(ACOX2)
CDK105089810(ACOX2)
VPC102527334(ACOX2)
BACU102999785(ACOX2)
LVE103086040(ACOX2)
OOR101288466(ACOX2)
DLE111174239(ACOX2)
PCAD102973306(ACOX2)
PSIU116762734(ACOX2)
ECB100050425(ACOX2)
EPZ103550743(ACOX2)
EAI106848667(ACOX2)
MYB102260512(ACOX2)
MYD102766328(ACOX2)
MMYO118667935(ACOX2)
MLF102428739(ACOX2)
MNA107531454(ACOX2)
PKL118715071(ACOX2)
HAI109388232(ACOX2)
DRO112301264(ACOX2)
SHON118983389(ACOX2)
AJM119043406(ACOX2)
PDIC114501728(ACOX2)
PHAS123814456(ACOX2)
MMF118633599(ACOX2)
RFQ117036966(ACOX2)
PALE102884254(ACOX2)
PGIG120599535(ACOX2)
PVP105299837(ACOX2)
RAY107503398(ACOX2)
MJV108394908(ACOX2)
TOD119230556(ACOX2)
SARA101557002(ACOX2)
LAV100655728(ACOX2)
TMU101353097
DNM101442926(ACOX2)
MDO100028782(ACOX2)
GAS123246882(ACOX2)
SHR100924634(ACOX2)
PCW110195963(ACOX2)
OAA100074731(ACOX2)
GGA416068(ACOX2)
PCOC116237336(ACOX2)
MGP100545690(ACOX2)
CJO107319785(ACOX2)
NMEL110404665(ACOX2)
APLA101804343(ACOX2)
ACYG106035476(ACOX2)
AFUL116493226(ACOX2)
TGU100228411(ACOX2)
LSR110470870(ACOX2)
SCAN103817065(ACOX2)
PMOA120514182(ACOX2)
OTC121347290(ACOX2)
PRUF121350699(ACOX2)
GFR102044390(ACOX2)
FAB101820029(ACOX2)
PHI102102070(ACOX2)
PMAJ107210348(ACOX2)
CCAE111935016(ACOX2)
CCW104683332(ACOX2)
ETL114056799(ACOX2)
ZAB102066854(ACOX2)
FPG101910731(ACOX2)
FCH102048175(ACOX2)
CLV102092775(ACOX2)
EGZ104134791(ACOX2)
NNI104016906(ACOX2)
ACUN113484962(ACOX2)
TALA104357214(ACOX2)
PADL103918901(ACOX2)
ACHC115353747(ACOX2)
AAM106489663(ACOX2)
AROW112976606(ACOX2)
NPD112958598(ACOX2)
DNE112984663(ACOX2)
ASN102380977(ACOX2)
AMJ102563802(ACOX2)
CPOO109311219(ACOX2)
GGN109289012(ACOX2)
PSS102450027(ACOX2)
CMY102935400(ACOX2)
CPIC101950611(ACOX2)
TST117879967(ACOX2)
CABI116825650(ACOX2)
MRV120368668(ACOX2)
ACS100556696(acox2)
PVT110079915(ACOX2)
SUND121920729 121920730 121924949
PBI103062545(ACOX2)
PMUR107296584(ACOX2)
TSR106550842(ACOX2)
PGUT117660659(ACOX2)
VKO123034601(ACOX2)
PMUA114591888(ACOX2)
ZVI118080857(ACOX2)
GJA107119599(ACOX2)
STOW125429067 125429068
XLA414480(acox2.L)
XTR548740(acox2)
NPR108791853(ACOX2)
RTEM120945173(ACOX2)
BBUF120979104 120979105 120979106
BGAR122943473 122943873
LCM102363316(ACOX2)
CMK103179753
RTP109920851(acox2)
CIN100186223
SCLV120340587
HRF124135452
HRJ124254675
 » show all
Reference
1  [PMID:240854]
  Authors
Gustafsson J.
  Title
Biosynthesis of cholic acid in rat liver. 24-Hydroxylation of 3alpha, 7alpha, 12alpha-trihydroxy-5beta-cholestanoic acid.
  Journal
J Biol Chem 250:8243-7 (1975)
Reference
2  [PMID:2156865]
  Authors
Schepers L, Van Veldhoven PP, Casteels M, Eyssen HJ, Mannaerts GP.
  Title
Presence of three acyl-CoA oxidases in rat liver peroxisomes. An inducible fatty acyl-CoA oxidase, a noninducible fatty acyl-CoA oxidase, and a noninducible trihydroxycoprostanoyl-CoA oxidase.
  Journal
J Biol Chem 265:5242-6 (1990)
Reference
3  [PMID:8856068]
  Authors
Dieuaide-Noubhani M, Novikov D, Baumgart E, Vanhooren JC, Fransen M, Goethals M, Vandekerckhove J, Van Veldhoven PP, Mannaerts GP.
  Title
Further characterization of the peroxisomal 3-hydroxyacyl-CoA dehydrogenases from rat liver. Relationship between the different dehydrogenases and evidence that fatty acids and the C27 bile acids di- and tri-hydroxycoprostanic acids are metabolized by separate multifunctional proteins.
  Journal
Eur J Biochem 240:660-6 (1996)
DOI:10.1111/j.1432-1033.1996.0660h.x
Reference
4
  Authors
Dieuaide-Noubhani, M., Novikov, D., Baumgart, E., Vanhooren, J.C., Fransen, M., Goethals, M., Vandekerckhove, J., Van Veldhoven, P.P. and Mannaerts, G.P.
  Title
Erratum report. Further characterization of the peroxisomal 3-hydroxyacyl-CoA dehydrogenases from rat liver. Relationship between the different dehydrogenases and evidence that fatty acids and the C27 bile acids di- and tri-hydroxycoprostanic acids are metabolized by separate multifunctional proteins.
  Journal
Eur J Biochem 243:537 (1997)
Reference
5  [PMID:9218493]
  Authors
Pedersen JI, Eggertsen G, Hellman U, Andersson U, Bjorkhem I
  Title
Molecular cloning and expression of cDNA encoding 3alpha,7alpha,12alpha-trihydroxy-5beta-chole stanoyl-CoA oxidase from rabbit liver.
  Journal
J Biol Chem 272:18481-9 (1997)
DOI:10.1074/jbc.272.29.18481
  Sequence
[ocu:100009549]
Reference
6  [PMID:12543708]
  Authors
Russell DW
  Title
The enzymes, regulation, and genetics of bile acid synthesis.
  Journal
Annu Rev Biochem 72:137-74 (2003)
DOI:10.1146/annurev.biochem.72.121801.161712
Other DBs
ExplorEnz - The Enzyme Database: 1.17.99.3
IUBMB Enzyme Nomenclature: 1.17.99.3
ExPASy - ENZYME nomenclature database: 1.17.99.3
BRENDA, the Enzyme Database: 1.17.99.3
CAS: 119799-47-2
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