Information on EC 1.1.1.101 - acylglycerone-phosphate reductase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.1.101
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RECOMMENDED NAME
GeneOntology No.
acylglycerone-phosphate reductase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
1-palmitoylglycerol 3-phosphate + NADP+ = palmitoylglycerone phosphate + NADPH + H+
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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reduction
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Ether lipid metabolism
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Glycerophospholipid metabolism
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Metabolic pathways
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phosphatidate biosynthesis (yeast)
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plasmalogen biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
1-palmitoylglycerol-3-phosphate:NADP+ oxidoreductase
Also acts on alkylglycerone 3-phosphate and alkylglycerol 3-phosphate.
CAS REGISTRY NUMBER
COMMENTARY hide
37250-35-4
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
Charles River CD strain
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Manually annotated by BRENDA team
Sprague-Dawley strain
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Manually annotated by BRENDA team
tpa1 mutant strain
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Manually annotated by BRENDA team
stock 427, causative agent of nagana in domestic animals
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Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
acyldihydroxyacetone phosphate + NADPH
1-acyl-sn-glycerol 3-phosphate + NADP+
show the reaction diagram
alkyldihydroxyacetone phosphate + NADPH + H+
1-alkyl-sn-glycerol 3-phosphate + NADP+
show the reaction diagram
hexadecyldihydroxyacetone phosphate + NADPH
1-hexadecyl-sn-glycerol 3-phosphate + NADP+
show the reaction diagram
palmitoylglycerone phosphate + NADPH
1-palmitoylglycerol 3-phosphate + NADP+
show the reaction diagram
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
acyldihydroxyacetone phosphate + NADPH
1-acyl-sn-glycerol 3-phosphate + NADP+
show the reaction diagram
alkyldihydroxyacetone phosphate + NADPH + H+
1-alkyl-sn-glycerol 3-phosphate + NADP+
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
alkyldihydroxyacetone phosphate
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at high concentrations
Chymotrypsin
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inactivation
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Divalent cations
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i.e. Cu2+, Co2+, Ca2+, Mg2+, Mn2+, Ni2+, Zn2+, strong inhibition
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EDTA
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weak inhibition
F-
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weak inhibition
N-ethylmaleimide
NADP+
palmitoyl-CoA
Palmitoyldihydroxyacetone phosphate
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competitive to hexadecyldihydroxyacetone phosphate
phosphatidylcholine
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at high concentrations
phosphatidylethanolamine
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phosphatidylglycerol
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at high concentrations
phosphatidylinositol
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Trypsin
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additional information
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Clofibrate
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activation
dihydroxyacetone
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activation, used as carbon source in wild type cell cultures, greater activity compared to activity in glucose-grown cells
ethanol
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activation, used as nonfermentable carbon source in wild type and tpa1 mutant cell cultures, greater activity compared to activity in glucose-grown cells
glycerol
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activation, used as nonfermentable carbon source in wild type cell cultures, greater activity compared to activity in glucose-grown cells
glycerol/ethanol
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activation, used as nonfermentable carbon source in wild type cell cultures, greater activity compared to activity in glucose-grown cells
phosphatidylcholine
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micelles, activation, in presence of Triton X-100, slight stimulation at low concentrations
phosphatidylglycerol
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micelles, activation, in presence of Triton X-100, slight stimulation at low concentrations
Triton X-100
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.021
Hexadecyldihydroxyacetone phosphate
0.08 - 1.7
NADH
0.005 - 0.13
NADPH
0.0154
Palmitoyldihydroxyacetone phosphate
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
100
NADPH
Cavia porcellus
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00393
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glucose grown cells
0.00546
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light mitochondrial fraction
0.0101
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at day 0 during differentiation induced by insulin, dexamethasone, and methylisobutylxanthine
0.0186
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light mitochondrial fraction
0.0296
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light mitochondrial fraction, clofibrate-fed animals
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 7.5
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broad optimum
6.5 - 7.5
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broad optimum
6.7 - 7.2
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broad optimum
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 8.2
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about half-maximal activity at pH 5.5 and 8.2
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
28 - 43
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about half-maximal activity at 28°C and 43°C
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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3T3-L1, fibroblast-like cell
Manually annotated by BRENDA team
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Zellweger syndrome cell lines GM0228 and GM4340 and normal control cells
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
33000
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lipid particles from wild type, systematic amino acid sequence analysis by mass spectrometry
60000
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1 * 60000, SDS-PAGE
70000 - 75000
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gel filtration
75000
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liver peroxisomes, gel filtration in the presence of octylglucoside
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
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1 * 60000, SDS-PAGE
additional information
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27% hydrophobic amino acids by amino acid analysis
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4
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stable for 4-6 weeks in the presence of octylglucoside and NADPH
30
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10 min stable below
45
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t1/2: 10 min
50
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t1/2: 15 min, control fibroblasts, t1/2: 20 min, Zellweger syndrome fibroblasts
55
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10% loss of activity after 15 min, NADPH enhances thermal stability
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
chymotrypsin inactivates
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DTT stabilizes during storage
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freeze-thawing leads to rapid loss of activity
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freeze-thawing, stable after several cycles
high ionic strength facilitates solubilization with neutral or anionic detergents
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NADPH enhances thermal stability
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NADPH stabilizes during storage and solubilization
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stable toward high concentrations of N-ethylmaleimide or DTNB
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thiols stabilize solubilized enzyme
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Triton X-100, enzyme becomes unstable during solubilization unless NADPH and 1 M KCl are present
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Triton X-100, stable to solubilization in the presence of high salt concentrations
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trypsin inactivates
unstable in the absence of NADPH
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unstable on freezing and thawing
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ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Glycerol
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stabilizes
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, membrane fraction stable
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-80°C, membrane fraction stable
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4°C, stable in the presence of DTT and NADPH, 1 month
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
affinity chromatography on NADPH-agarose gel matrix
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partial, solubilization
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli, YIL124w is the structural gene of the enzyme
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