Information on EC 2.3.1.176 - propanoyl-CoA C-acyltransferase

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The expected taxonomic range for this enzyme is: Coelomata

EC NUMBER
COMMENTARY
2.3.1.176
-
RECOMMENDED NAME
GeneOntology No.
propanoyl-CoA C-acyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
3alpha,7alpha,12alpha-trihydroxy-5beta-cholanoyl-CoA + propanoyl-CoA = CoA + 3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholestanoyl-CoA
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
Acyl group transfer
-
-
Acyl group transfer
-
-
Acyl group transfer
-
-
PATHWAY
KEGG Link
MetaCyc Link
bile acid biosynthesis, neutral pathway
-
cholesterol degradation to androstenedione I (cholesterol oxidase)
-
cholesterol degradation to androstenedione II (cholesterol dehydrogenase)
-
Metabolic pathways
-
Primary bile acid biosynthesis
-
sitosterol degradation to androstenedione
-
SYSTEMATIC NAME
IUBMB Comments
3alpha,7alpha,12alpha-trihydroxy-5beta-cholanoyl-CoA:propanoyl-CoA C-acyltransferase
Also acts on dihydroxy-5beta-cholestanoyl-CoA and other branched chain acyl-CoA derivatives. The enzyme catalyses the penultimate step in the formation of bile acids. The bile acid moiety is transferred from the acyl-CoA thioester (RCO-SCoA) to either glycine or taurine (NH2R') by EC 2.3.1.65, bile acid-CoA:amino acid N-acyltransferase [4].
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
MsSCP-x/SCP-2 protein
D8VD26, D8VD27
-
non-specific lipid transfer protein
-
-
nsLTP
-
-
peroxisomal thiolase 2
-
-
peroxisomal thiolase 2
-
-
propanoyl-CoA C-acyltransferase
-
-
PTE-2
-
ambiguous
PTE-2
-
ambiguous
SCP-2
D8VD27
-
SCP-2
-
-
SCP-x
D8VD26
-
SCPc
-
-
sterol carrier protein-2
D8VD27
-
sterol carrier protein-2
-
-
sterol carrier protein-c
-
-
sterol carrier protein-c
-
-
sterol carrier protein-x
D8VD26
-
sterol carrier protein-x/sterol carrier protein-2
K7NSY9
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
sterol carrier protein-x/sterol carrier protein-2 gene, SCP-x/SCP-2
UniProt
Manually annotated by BRENDA team
sterol carrier protein 2, SCP-2; sterol carrier protein-2, SCP-2, gene
UniProt
Manually annotated by BRENDA team
sterol carrier protein 2/3-oxoacyl-CoA thiolase, SCP-x; sterol carrier protein-x/the sterol carrier protein-2, MsSCP-x/SCP-2, gene
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
evolution
D8VD26, D8VD27, -
the MsSCP-x/SCP-2 protein has a high degree of homology in the SCP-2 domain to other insect SCP-2; the MsSCP-x/SCP-2 protein has a high degree of homology in the SCP-2 domain to other insect SCP-2
physiological function
D1GJ60
overexpression enhances cholesterol uptakeinto Spli-221 cells
physiological function
D8VD26, D8VD27, -
MsSCP-2 may function as a lipid carrier protein in vivo, MsSCP-2 is involved in cholesterol uptake in vivo, overview
physiological function
-, K7NSY9
HaSCPx/2 gene is important for normal development and fertility in Helicoverpa armigera
evolution
-, K7NSY9
HaSCP-x/SCP-2 is a member of the SCP-2 gene family
additional information
-, K7NSY9
effects of dsRNA interference of HaSCP-x/SCP-2 transcripts on larval development and fecundity in adults, overview
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
3alpha,7alpha,12alpha-trihydroxy-5beta-cholanoyl-CoA + propanoyl-CoA
CoA + 3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholestanoyl-CoA
show the reaction diagram
-
-
-
-
?
additional information
?
-
-
SCP-2, significantly enhances disruption of the dihydroergosterol microcrystalline structure when in the presence of excess cholesterol. In experiments with model membranes containing 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine, cholesterol, and 1,2-dioleoylsn-glycero-3-[phospho-L-serine], SCP-2 enhances exchange of sterol between microcrystals and large unilamellar vesicles nearly 92fold more in the initial rate than the spontaneous exchange
-
-
-
additional information
?
-
D8VD26, D8VD27, -
recombinant MsSCP-2 binds to NBD-cholesterol with high affinity, which is suppressed by sterol carrier protein-2 inhibitors
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
3alpha,7alpha,12alpha-trihydroxy-5beta-cholanoyl-CoA + propanoyl-CoA
CoA + 3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholestanoyl-CoA
show the reaction diagram
-
-
-
-
?
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
alpha-mangostin
-, K7NSY9
SCPI-1 or mangostin-treatment cause most death on day-3 and day-4 after the treatment started when larvae in control groups were all alive and molting from 1st to 2nd instars
N-(4-{[4-(3,4-dichlorophenyl)-1,3-thiazol-2-yl]amino}phenyl)acetamide
-, K7NSY9
i.e. SCPI-1, SCPI-1 or mangostin-treatment cause most death on day-3 and day-4 after the treatment started when larvae in control groups were all alive and molting from 1st to 2nd instars
-
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
D8VD26, D8VD27, -
larval; larval
Manually annotated by BRENDA team
D8VD26, D8VD27, -
;
Manually annotated by BRENDA team
additional information
-
highly expressed in tissues involved in cholesterol trafficking and oxidation
Manually annotated by BRENDA team
additional information
D8VD26, D8VD27, -
MsSCP-x and MsSCP-2, semi-quantitative RT-PCR expression analysis, overview; MsSCP-x and MsSCP-2, semi-quantitative RT-PCR expression analysis, overview
Manually annotated by BRENDA team
additional information
-, K7NSY9
tissue and stage expression profiles of HaSCP-2 in larvae of different stages, overview. The highest level of HaSCP-2 expression is in the midgut, whereas the epidermis and the hindgut express the lowest levels
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
13000
-
-
SCP-2
15000
-
-
SCP-2 precursor
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
?
-
x * 15401, proSCP-2, x * 13246, SCP-2, mass spectrometry
?
D1GJ60
x * 16000, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
proteolytic modification
-
SCP-2 is encoded as a precursor protein with a 20-amino acid N-terminal presequence. The presequence alters SCP-2 secondary structure, tertiary structure, ligand binding site, selectivity for interaction with anionic phospholipid-rich membranes, interaction with a peroxisomal import protein, and intracellular targeting in living and fixed cells
Crystallization/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
gene SCP-x/SCP-2, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic tree, detailed overview
-, K7NSY9
gene MsSCP-x/SCP-2, from larval fat body and midgut, cDNA and amino acid sequence determination and analysis, sequence comparison; gene SCP-2, from larval fat body and midgut, cDNA and amino acid sequence determination and analysis, sequence comparison
D8VD26, D8VD27, -
ENGINEERING
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
additional information
P32020
wild-type mice fed a cholesterol-rich diet show increased weight gain, hepatic lipid, and bileacid accumulation. SCP-2 overexpression further exacerbates hepatic lipid accumulation in cholesterol-fed females and males. Primarily in female mice, hepatic cholesterol accumulation induced by SCP-2 overexpression is associated with increased levels of LDL receptor, HDL-receptor scavenger receptor SR-B1, liver fatty acid binding protein L-FABP, and 3alpha-hydroxysteroid dehydrogenase, without alteration of other proteins involved in cholesterol uptake, esterification, efflux, or oxidation/transport of bile salts. The effects of SCP-2 overexpression and cholesterol-rich diet are downregulation of proteins involved in cholesterol transport like L-FABP and SR-B1, cholesterolsynthesis related to sterol regulatory element binding protein 2 and HMG-CoA reductase, and bile acid oxidation/transport
APPLICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
drug development
D8VD26, D8VD27, -
targeting insect SCP-2 may be a viable approach for the development of insecticides
nutrition
P32020
wild-type mice fed a cholesterol-rich diet show increased weight gain, hepatic lipid, and bileacid accumulation. SCP-2 overexpression further exacerbates hepatic lipid accumulation in cholesterol-fed females and males. Primarily in female mice, hepatic cholesterol accumulation induced by SCP-2 overexpression is associated with increased levels of LDL receptor, HDL-receptor scavenger receptor SR-B1, liver fatty acid binding protein L-FABP, and 3alpha-hydroxysteroid dehydrogenase, without alteration of other proteins involved in cholesterol uptake, esterification, efflux, or oxidation/transport of bile salts. The effects of SCP-2 overexpression and cholesterol-rich diet are downregulation of proteins involved in cholesterol transport like L-FABP and SR-B1, cholesterolsynthesis related to sterol regulatory element binding protein 2 and HMG-CoA reductase, and bile acid oxidation/transport
pharmacology
-
although SCP-2 was established as a protein that transfers cholesterol and phospholipids decades ago, recent findings with lipid rafts/caveolae and SCP-2 suggest that they may provide a conceptual link to metabolic processes that might be regulated through the respective signaling pathways