Information on EC 1.3.1.38 - trans-2-enoyl-CoA reductase (NADPH)

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY
1.3.1.38
-
RECOMMENDED NAME
GeneOntology No.
trans-2-enoyl-CoA reductase (NADPH)
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
acyl-CoA + NADP+ = trans-2,3-dehydroacyl-CoA + NADPH + H+
show the reaction diagram
inducible by growth on oleic acid
-
acyl-CoA + NADP+ = trans-2,3-dehydroacyl-CoA + NADPH + H+
show the reaction diagram
mechanism: anti addition of hydrogen via a 2Re, 3Re attack on trans double bond
-
acyl-CoA + NADP+ = trans-2,3-dehydroacyl-CoA + NADPH + H+
show the reaction diagram
stereospecificity of NADPH: pro-4S
-
acyl-CoA + NADP+ = trans-2,3-dehydroacyl-CoA + NADPH + H+
show the reaction diagram
inducible by growth on oleic acid; mechanism: anti addition of hydrogen via a 2Re, 3Re attack on trans double bond
Escherichia coli K12
-
-
acyl-CoA + NADP+ = trans-2,3-dehydroacyl-CoA + NADPH + H+
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
dehydrogenation
-
-
-
-
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
KEGG Link
MetaCyc Link
Biosynthesis of unsaturated fatty acids
-
Fatty acid elongation
-
Metabolic pathways
-
phytol degradation
-
SYSTEMATIC NAME
IUBMB Comments
acyl-CoA:NADP+ trans-2-oxidoreductase
Not identical with EC 1.3.1.37 cis-2-enoyl-CoA reductase (NADPH) [cf. EC 1.3.1.8 acyl-CoA dehydrogenase (NADP+)].
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
2-trans enoyl-ACP(CoA) reductase
-
-
enoyl reductase
-
-
MECR-1
O45903, Q9XXC8
-
mitochondrial 2-trans-enoyl-CoA/ACP reductase
O45903, Q9XXC8
-
mitochondrial 2-trans-enoyl-thioester reductase
O45903, Q9XXC8
-
NADPH-dependent trans-2-enoyl-CoA reductase
-
-
-
-
reductase, trans-enoyl coenzyme A
-
-
-
-
TER
Q9CY27
-
trans-2-enoyl-CoA reductase
-
-
CAS REGISTRY NUMBER
COMMENTARY
77649-64-0
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
guinea pig
Uniprot
Manually annotated by BRENDA team
Escherichia coli K12
K12
-
-
Manually annotated by BRENDA team
isoform ECR1
UniProt
Manually annotated by BRENDA team
isoform ECR2
UniProt
Manually annotated by BRENDA team
expression in Escherichia coli fused to maltose-binding protein
-
-
Manually annotated by BRENDA team
-
SwissProt
Manually annotated by BRENDA team
no information in the literature concerning reduction of cis-2-enoyl-CoA substrates, thus classification of rat enzyme according to EC 1.3.1.8 or EC 1.3.1.38 not yet possible
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
malfunction
-, O45903, Q9XXC8
knockdown of MECR-1 resulted in life span extension; knockdown of MECR-1 resulted in life span extension
malfunction
-
functional analysis of PaECR1 is conducted by virus-induced gene silencing to knock down the gene expression in Phalaenopsis amabilis. The PaECR1-silenced plants are more susceptible to Erwinia chrysanthemi infection, implying potential roles for very long chain fatty acids in the pathogenesis
physiological function
-
up-regulated expression upon Erwinia chrysanthemi infection
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2-dodecenoyl-acyl carrier protein + NADH
dodecanoyl-acyl carrier protein + NAD+
show the reaction diagram
-
-
-
-
?
2-dodecenoyl-CoA + NADH
dodecanoyl-CoA + NAD+
show the reaction diagram
-
-
-
-
?
2-trans-hexenoyl-CoA + NADPH
?
show the reaction diagram
-, O45903, Q9XXC8
-
-
-
?
acyl-CoA + NADP+
trans-2,3-dehydroacyl-CoA + NADPH
show the reaction diagram
-
-
-
-
?
crotonyl-CoA + NADPH
butanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
-
crotonyl-CoA + NADPH
butanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
?
crotonyl-CoA + NADPH
butanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
?
crotonyl-CoA + NADPH
butanoyl-CoA + NADP+
show the reaction diagram
-
i.e. trans-2-butenoyl-CoA
-
?
nervonyl-CoA + NADPH
tetracosanoyl-CoA + NADP+
show the reaction diagram
-
-
1% of the activity with trans-phytenoyl-CoA
-
ir
octa-2-enoyl-CoA + NADPH
octanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
ir
trans-2,3-dehydrostearoyl-CoA + NADPH
stearoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
?
trans-2,3-dehydrostearoyl-CoA + NADPH
stearoyl-CoA + NADP+
show the reaction diagram
Q9CY27
-
-
-
?
trans-2-decenoyl-CoA + NADPH
decanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
-
trans-2-decenoyl-CoA + NADPH
decanoyl-CoA + NADP+
show the reaction diagram
-, Q9JIF5
highest activity with, native and recombinant enzyme
-
?
trans-2-decenoyl-CoA + NADPH
decanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli K12
-
-
-
-
-
trans-2-hexenoyl-CoA + NADPH
hexanoyl-CoA + NADP+
show the reaction diagram
-
-
-
?
trans-2-hexenoyl-CoA + NADPH
hexanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
?
trans-2-hexenoyl-CoA + NADPH
hexanoyl-CoA + NADP+
show the reaction diagram
-
-
-
?
trans-2-hexenoyl-CoA + NADPH
hexanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
?
trans-2-hexenoyl-CoA + NADPH
hexanoyl-CoA + NADP+
show the reaction diagram
-, Q9JIF5
50% activity compared to that with trans-2-decenoyl-CoA, native and recombinant enzyme
-
?
trans-2-hexenoyl-CoA + NADPH
hexanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli K12
-
-
-
?
trans-2-hexenoyl-CoA + NADPH
hexanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli K12
-
-
-
-
?
trans-2-hexenoyl-CoA + NADPH + H+
hexanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
?
trans-2-hexenoyl-CoA + NADPH + H+
hexanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli K12
-
-
-
-
?
trans-2-octenoyl-CoA + NADPH
octanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
?
trans-2-octenoyl-CoA + NADPH
octanoyl-CoA + NADP+
show the reaction diagram
-
-
-
?
trans-2-octenoyl-CoA + NADPH
octanoyl-CoA + NADP+
show the reaction diagram
-
-
-
?
trans-2-octenoyl-CoA + NADPH
octanoyl-CoA + NADP+
show the reaction diagram
-, Q9JIF5
50% activity compared to that with trans-2-decenoyl-CoA, native and recombinant enzyme
-
?
trans-2-octenoyl-CoA + NADPH
octanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli K12
-
-
-
-
?
trans-2-octenoyl-CoA + NADPH
octanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli K12
-
-
-
?
trans-2-octenoyl-CoA + NADPH
octanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli K12
-
-
-
?
trans-2-octenoyl-CoA + NADPH + H+
octanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
?
trans-2-octenoyl-CoA + NADPH + H+
octanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli, Escherichia coli K12
-
-
-
?
trans-phytenoyl-CoA + NADPH + H+
phytanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
ir
crotonyl-CoA + NADPH
butanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli K12
-
-
-
-
-
additional information
?
-
-
no reduction of trans-2-tetradecenoyl-CoA
-
-
-
additional information
?
-
-
NADPH-specific trans-enoyl-CoA reductases from rat liver miochondria and microsomes impossible to classify according to EC 1.3.1.8 or EC 1.3.1.38 because no cis-isomers of 2-enoyl-CoA have been tested as substrates
-
-
-
additional information
?
-
-
activity decreases with increasing chain length of substrates
-
-
-
additional information
?
-
-, Q9JIF5
key enzyme in fatty acid chain elongation pathway
-
-
-
additional information
?
-
Escherichia coli K12
-
activity decreases with increasing chain length of substrates
-
-
-
additional information
?
-
Escherichia coli K12
-
no reduction of trans-2-tetradecenoyl-CoA
-
-
-
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
trans-2-hexenoyl-CoA + NADPH + H+
hexanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
?
trans-2-hexenoyl-CoA + NADPH + H+
hexanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli K12
-
-
-
-
?
trans-2-octenoyl-CoA + NADPH + H+
octanoyl-CoA + NADP+
show the reaction diagram
-
-
-
-
?
trans-2-octenoyl-CoA + NADPH + H+
octanoyl-CoA + NADP+
show the reaction diagram
Escherichia coli, Escherichia coli K12
-
-
-
?
crotonyl-CoA + NADPH
butanoyl-CoA + NADP+
show the reaction diagram
-
i.e. trans-2-butenoyl-CoA
-
?
additional information
?
-
-, Q9JIF5
key enzyme in fatty acid chain elongation pathway
-
-
-
COFACTOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
NADPH
-
specific for
NADPH
-, Q9JIF5
specific for
NADPH
A9XUG7, A9XUG8, -
the G(5X)IPXG motif represents a putative NADPH binding motif located in a loop between transmembrane domains 4 and 5; the G(5X)IPXG motif represents a putative NADPH binding motif located in a loop between transmembrane domains 4 and 5
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
5,5'-dithiobis(2-nitrobenzoic acid)
-
i.e. DTNB, inhibition can be prevented by preincubation with NADPH, thus a SH-group is involved in cofactor binding
Bovine serum albumin
-
-
-
Decanoyl-CoA
-
-
iodoacetic acid
-
-
myristoyl-CoA
-
-
N-ethylmaleimide
-
-
N-ethylmaleimide
-, Q9JIF5
native and recombinant enzyme
Octanoyl-CoA
-
-
p-hydroxymercuribenzoate
-
-
palmitoleoyl-CoA
-
-
palmitoyl-CoA
-
-
Saturated CoA analogs
-
-
-
Triton X-100
-
-
Lauroyl-CoA
-
-
additional information
-
not inhibitory: methylglyoxal
-
additional information
-
Zn2+, Fe3+, Mn2+, Mg2+, Ca2+, NH4+, Na+
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
additional information
-
no flavoprotein
-
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.00433
-
2-dodecenoyl-CoA
-
mutant enzyme F149A, at 25C in 30 mM PIPES and 150 mM NaCl (pH 6.8)
0.0054
-
2-dodecenoyl-CoA
-
wild type enzyme, at 25C in 30 mM PIPES and 150 mM NaCl (pH 6.8)
0.0152
-
NADH
-
mutant enzyme F149A, at 25C in 30 mM PIPES and 150 mM NaCl (pH 6.8)
0.0352
-
NADH
-
wild type enzyme, at 25C in 30 mM PIPES and 150 mM NaCl (pH 6.8)
0.0049
-
NADPH
-
-
0.038
-
NADPH
-, Q9JIF5
-
0.053
-
NADPH
-, Q9JIF5
recombinant enzyme
0.106
-
NADPH
-
37C, pH 7.2
0.072
-
trans-2-crotonyl-CoA
-
-
0.0071
-
trans-2-decenoyl-CoA
-
-
0.011
-
trans-2-decenoyl-CoA
-, Q9JIF5
-
0.018
-
trans-2-decenoyl-CoA
-, Q9JIF5
recombinant enzyme
0.0037
-
trans-2-dodecenoyl-CoA
-
-
0.048
-
trans-2-Hexenoyl-CoA
-
-
0.011
-
trans-2-octenoyl-CoA
-
-
0.018
-
trans-phytenoyl-CoA
-
37C, pH 7.2
TURNOVER NUMBER [1/s]
TURNOVER NUMBER MAXIMUM[1/s]
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.11
-
2-dodecenoyl-CoA
-
mutant enzyme F149A, at 25C in 30 mM PIPES and 150 mM NaCl (pH 6.8)
3.17
-
2-dodecenoyl-CoA
-
wild type enzyme, at 25C in 30 mM PIPES and 150 mM NaCl (pH 6.8)
Ki VALUE [mM]
Ki VALUE [mM] Maximum
INHIBITOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.063
-
Decanoyl-CoA
-
-
0.045
-
Lauroyl-CoA
-
-
0.0092
-
myristoyl-CoA
-
-
0.198
-
Octanoyl-CoA
-
-
0.00054
-
palmitoleoyl-CoA
-
-
0.0025
-
palmitoyl-CoA
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
0.005
-
-
substrate crotonyl-CoA
0.05
-
-
substrate trans-hexenoyl-CoA
0.065
-
-
substrate trans-hexenoyl-CoA
0.0752
-
-, Q9JIF5
partially purified
0.2
-
-, O45903, Q9XXC8
mutant cells over-expressiong MECR-1; mutant cells over-expressiong MECR-1
0.346
-
-, Q9JIF5
purified recombinant enzyme
0.49
-
-
partially purified enzyme
3.21
-
-, O45903, Q9XXC8
cells overexpressing native Etr1p; cells overexpressing native Etr1p
20
-
-
purified enzyme
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
7
7.5
-
-
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
25
-
-
assay at
37
-
-
assay at
37
-
-, Q9JIF5
assay at
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
-
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
Q9CY27
TER mRNA
Manually annotated by BRENDA team
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
80000
-
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
?
-, Q9JIF5
? * 32500-40000, sequence determination and SDS-PAGE
?
Q9BY49
? * 32300, sequence determination
?
-, Q99MZ7
? * 32600, sequence determination
?
-
x * 75000, calculated and SDs-PAGE of enzyme fused to maltose-binding protein
dimer
-
2 * 40000, SDS-PAGE
dimer
Escherichia coli K12
-
2 * 40000, SDS-PAGE
-
pH STABILITY
pH STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
40
-
-
15 min, pH 6.0-8.0
56
-
-
10 min, pH 6.0, 50% inactivation but reactivation at pH 8.0
60
-
-
10 min, inactivation
GENERAL STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
stable for at least a month, when stored at -20C in PBS containing 50% (v/v) glycerol
-
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
-20C, pH 7.0
-
-20C, Tris-HCl buffer, pH 8.0, 10% v/v glycerol
-
0C, pH 7.0, 1 mg per ml, 70% of activity remaining after 44 h
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
associated with peroxisomal acyldihydroxyacetone phosphate reductase; partial
-, Q9JIF5
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
expression in Saccharomyces cerevisiae DELTA etr1 cells; expression in Saccharomyces cerevisiae DELTA etr1 cells
-, O45903, Q9XXC8
expression as His-tagged protein in Escherichia coli, sequence analysis
-, Q9JIF5
-
Q9BY49
cloning of cDNA, expression of TER in HEK-293 cells
-
-
-, Q99MZ7
cloning of cDNA
Q9CY27
expressed in Escherichia coli BL21(DE3)pLysS cells
-
cloned and expressed in Escherichia coli
-
EXPRESSION
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
expression is up-regulated during cotton fibre elongation; expression is up-regulated during cotton fibre elongation
A9XUG7, A9XUG8, -
trans-2-enoyl-CoA reductase is one of the most abundant transcripts in the Erwinia chrysanthemi-induced EST library
-
ENGINEERING
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
G225A
A9XUG7, A9XUG8, -
upon expression in Saccharomyces cerevisiae tsc13DELTA mutant significant accumulation of fatty acids C22:0, C20:0, C18:0, C18-OH, and especially C16-OH is detected
G227A
A9XUG7, A9XUG8, -
similar to wild-type
G228A
A9XUG7, A9XUG8, -
similar to wild-type
G234A
A9XUG7, A9XUG8, -
upon expression in Saccharomyces cerevisiae tsc13DELTA mutant significant accumulation of fatty acids C22:0, C20:0, C18:0, C18-OH, and especially C16-OH is detected
P232A
A9XUG7, A9XUG8, -
upon expression in Saccharomyces cerevisiae tsc13DELTA mutant significant accumulation of fatty acids C22:0, C20:0, C18:0, C18-OH, and especially C16-OH is detected
Q230A
A9XUG7, A9XUG8, -
similar to wild-type
R233A
A9XUG7, A9XUG8, -
similar to wild-type
S226A
A9XUG7, A9XUG8, -
similar to wild-type
Y229A
A9XUG7, A9XUG8, -
similar to wild-type
F149A
-
the mutant is not able to optimally position the cofactor for hydride transfer, which correlates with the 30fold decrease in kcat
K165A
-
normal expression in Escherichia coli
K165Q
-
normal expression in Escherichia coli
Y158F
-
expression in Escherichia coli sub-population BL21(DE3)NH
additional information
-, O45903, Q9XXC8
knockdown of MECR-1 resulted in life span extension; knockdown of MECR-1 resulted in life span extension
I231A
A9XUG7, A9XUG8, -
upon expression in Saccharomyces cerevisiae tsc13DELTA mutant significant accumulation of fatty acids C22:0, C20:0, C18:0, C18-OH, and especially C16-OH is detected
additional information
A9XUG7, A9XUG8, -
enzyme is able to rescue the growth of the Saccharomyces cerevisiae tsc13DELTA mutant; enzyme is able to rescue the growth of the Saccharomyces cerevisiae tsc13DELTA mutant