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(3E)-undecenoyl CoA
(2E)-undecenoyl CoA
-
intermediate of beta-oxidation of (10Z)-heptadecenoic acid. In vivo enzyme activity tests of the proteins encoded by AtECI1, AtECI2, and AtECI3 by complementation of the Saccharomyces cerevisiae double mutant eciDELTAdci1DELTA with deletions of the genes, DELTA2,DELTA3-enoyl-CoA isomerase and DELTA3,4,DELTA2,4-dienoyl CoA isomerase
-
-
?
(3E,7Z)-tridecedienoyl CoA
(2E,7Z)-tridecedienoyl CoA
-
intermediate of beta-oxidation of 10Z-heptadecenoic acid. In vivo enzyme activity tests of the proteins encoded by AtECI1, AtECI2, and AtECI3 by complementation of the Saccharomyces cerevisiae double mutant eciDELTAdci1DELTA with deletions of the genes, DELTA2,DELTA3-enoyl-CoA isomerase and DELTA3,4,DELTA2,4-dienoyl CoA isomerase
-
-
?
(3Z)-enoyl CoA
(2Z)-enoyl CoA
-
-
-
?
(3Z)-nonenoyl CoA
(2Z)-nonenoyl CoA
2-trans,5-cis-octadienoyl-CoA
3-cis,5-cis-octadienoyl-CoA
-
-
-
?
2-trans,5-cis-tetradecadienoyl-CoA
3,5-cis-tetradecadienoyl-CoA
2-trans,5-cis-tetradecadienoyl-CoA
3-cis,5-cis-tetradecadienoyl-CoA
-
-
-
?
3-cis-dodecenoyl-CoA
2-trans-dodecenoyl-CoA
3-cis-hexenoyl-CoA
2-trans-hexenoyl-CoA
-
-
-
?
3-cis-octenoyl-CoA
2-trans-octenoyl-CoA
3-cis-Tetradecenoyl-CoA
2-trans-Tetradecenoyl-CoA
3-Decenoyl-pantetheine
?
-
-
-
-
?
3-Decynoyl-CoA
?
-
-
-
-
?
3-decynoyl-N-acetylcysteamine
2,3-decadienoyl-N-acetylcysteamine
-
-
-
?
3-dodecynoyl-N-acetylcysteamine
?
-
r
-
-
?
3-Hexynoyl-CoA
?
-
-
-
-
?
3-hexynoyl-N-acetylcysteamine
?
-
-
-
-
?
3-octynoyl-N-acetylcysteamine
?
-
-
-
-
?
3-trans-Decenoyl-CoA
2-trans-Decenoyl-CoA
3-trans-dodecenoyl-CoA
2-trans-dodecenoyl-CoA
3-trans-Hexadecenoyl-CoA
2-trans-Hexadecenoyl-CoA
-
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
3-trans-octenoyl-CoA
2-trans-octenoyl-CoA
3-trans-tetradecenoyl-CoA
2-trans-tetradecenoyl-CoA
-
-
-
?
a (3E)-alk-3-enoyl-CoA
a (2E)-alk-2-enoyl-CoA
a (3Z)-alk-3-enoyl-CoA
a (2E)-alk-2-enoyl-CoA
trans-2-hexenoyl-CoA + H2O
3-hydroxyhexanoyl-CoA
K242C mutation allows Delta3-Delta2-enoyl-CoA isomerase to acquire enoyl-CoA hydratase activity
-
-
?
trans-3-hexenoyl-CoA
trans-2-hexenoyl-CoA
additional information
?
-
(3Z)-nonenoyl CoA
(2Z)-nonenoyl CoA
-
intermediate of beta-oxidation of (10Z)-heptadecenoic acid. In vivo enzyme activity tests of the proteins encoded by AtECI1, AtECI2, and AtECI3 by complementation of the Saccharomyces cerevisiae double mutant eciDELTAdci1DELTA with deletions of the genes, DELTA2,DELTA3-enoyl-CoA isomerase and DELTA3,4,DELTA2,4-dienoyl CoA isomerase
-
-
?
(3Z)-nonenoyl CoA
(2Z)-nonenoyl CoA
-
-
-
?
(3Z)-nonenoyl CoA
(2Z)-nonenoyl CoA
-
-
-
-
?
2-trans,5-cis-tetradecadienoyl-CoA
3,5-cis-tetradecadienoyl-CoA
-
-
-
-
?
2-trans,5-cis-tetradecadienoyl-CoA
3,5-cis-tetradecadienoyl-CoA
-
-
-
-
?
3-cis-decenoyl-CoA
?
-
-
-
-
?
3-cis-decenoyl-CoA
?
-
-
-
-
?
3-cis-dodecenoyl-CoA
2-trans-dodecenoyl-CoA
-
-
-
?
3-cis-dodecenoyl-CoA
2-trans-dodecenoyl-CoA
-
-
-
-
?
3-cis-dodecenoyl-CoA
2-trans-dodecenoyl-CoA
-
-
-
?
3-cis-Hexenoyl-CoA
?
-
most effective substrate
-
-
?
3-cis-Hexenoyl-CoA
?
-
-
-
-
?
3-cis-octenoyl-CoA
2-trans-octenoyl-CoA
-
-
-
?
3-cis-octenoyl-CoA
2-trans-octenoyl-CoA
-
-
-
?
3-cis-octenoyl-CoA
2-trans-octenoyl-CoA
-
-
?
3-cis-Tetradecenoyl-CoA
2-trans-Tetradecenoyl-CoA
-
-
-
-
?
3-cis-Tetradecenoyl-CoA
2-trans-Tetradecenoyl-CoA
-
-
-
?
3-trans-Decenoyl-CoA
2-trans-Decenoyl-CoA
-
42% of the activity relative to 3-cis-hexenoyl-CoA
-
-
?
3-trans-Decenoyl-CoA
2-trans-Decenoyl-CoA
-
-
-
-
?
3-trans-Decenoyl-CoA
2-trans-Decenoyl-CoA
-
-
-
?
3-trans-Decenoyl-CoA
2-trans-Decenoyl-CoA
-
-
-
?
3-trans-Decenoyl-CoA
2-trans-Decenoyl-CoA
-
-
-
-
?
3-trans-Decenoyl-CoA
2-trans-Decenoyl-CoA
-
-
-
?
3-trans-dodecenoyl-CoA
2-trans-dodecenoyl-CoA
-
-
-
?
3-trans-dodecenoyl-CoA
2-trans-dodecenoyl-CoA
-
89% of the activity relative to 3-cis-hexenoyl-CoA
-
-
?
3-trans-dodecenoyl-CoA
2-trans-dodecenoyl-CoA
-
-
-
-
?
3-trans-dodecenoyl-CoA
2-trans-dodecenoyl-CoA
-
-
-
-
?
3-trans-dodecenoyl-CoA
2-trans-dodecenoyl-CoA
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
2.8% of the activity relative to 3-cis-hexenoyl-CoA
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
?
3-trans-Hexenoyl-CoA
2-trans-Hexenoyl-CoA
-
-
-
?
3-trans-octenoyl-CoA
2-trans-octenoyl-CoA
-
40% of the activity relative to 3-cis-hexenoyl-CoA
-
-
?
3-trans-octenoyl-CoA
2-trans-octenoyl-CoA
-
-
-
?
a (3E)-alk-3-enoyl-CoA
a (2E)-alk-2-enoyl-CoA
-
-
-
-
?
a (3E)-alk-3-enoyl-CoA
a (2E)-alk-2-enoyl-CoA
-
-
-
-
?
a (3Z)-alk-3-enoyl-CoA
a (2E)-alk-2-enoyl-CoA
-
-
-
-
?
a (3Z)-alk-3-enoyl-CoA
a (2E)-alk-2-enoyl-CoA
-
-
-
-
?
trans-3-hexenoyl-CoA
trans-2-hexenoyl-CoA
-
-
-
?
trans-3-hexenoyl-CoA
trans-2-hexenoyl-CoA
-
-
-
?
additional information
?
-
-
enzyme participates in the degradation of unsaturated fatty acids through beta-oxidation
-
-
?
additional information
?
-
-
oleate is mostly (about 90%) degraded via beta-oxidation in Escherichia coli. A small amount of 2-trans,5-cis-tetradecadienoyl-CoA is diverted from the pathway via conversion to 3,5-cis-tetradecadienoyl-CoA by DELTA3,DELTA2-enoyl-CoA isomerase. The CoA-bound intermediate, which would strongly inhibit beta-oxidation if allowed to accumulate, is hydrolyzed and the resultant 3,5-tetradecadienoate is excreted into the growth medium.
-
-
?
additional information
?
-
-
oleate is mostly (about 90%) degraded via beta-oxidation in Escherichia coli. A small amount of 2-trans,5-cis-tetradecadienoyl-CoA is diverted from the pathway via conversion to 3,5-cis-tetradecadienoyl-CoA by DELTA3,DELTA2-enoyl-CoA isomerase. The CoA-bound intermediate, which would strongly inhibit beta-oxidation if allowed to accumulate, is hydrolyzed and the resultant 3,5-tetradecadienoate is excreted into the growth medium.
-
-
?
additional information
?
-
-
the velocity ratios with 3-trans-C6:C10:C12-enoyl-CoA is 1:2.1:1.2 for the liver enzyme and 1:3.4:2.3 for the heart enzyme
-
-
?
additional information
?
-
-
the enzyme is essential for unsaturated fatty acid metabolism
-
?
additional information
?
-
-
involved in mitochondrial beta-oxidation of unsaturated fatty acids. Decreased levels of this enzyme in metastatic breast cancer cells might have impact on the aberrant behavior of cancer cells
-
-
?
additional information
?
-
involved in mitochondrial beta-oxidation of unsaturated fatty acids. Decreased levels of this enzyme in metastatic breast cancer cells might have impact on the aberrant behavior of cancer cells
-
-
?
additional information
?
-
catalyzes the transformation of 3-cis- and 3-trans-enoyl-CoA esters arising during the stepwise degradation of cis-, mono-, and polyunsaturated fatty acids to the 2-trans-enoyl-CoA intermediates
-
-
?
additional information
?
-
-
catalyzes the transformation of 3-cis- and 3-trans-enoyl-CoA esters arising during the stepwise degradation of cis-, mono-, and polyunsaturated fatty acids to the 2-trans-enoyl-CoA intermediates
-
-
?
additional information
?
-
-
enzyme is important for the degradation of unsaturated fatty acids in the beta-oxidation system
-
-
?
additional information
?
-
-
the enzyme is essential for unsaturated fatty acid metabolism
-
?
additional information
?
-
-
in addition to the peroxisomal trifunctional enzyme and the mitochondrial enzyme which shows a preference for short-chain substrates, a separate isomerase with a preference for C10-C12 substrates is observed
-
-
?
additional information
?
-
-
no specificity for DELTA3-cis-enoyl-CoA esters of chain length between C6 and C16
-
-
?
additional information
?
-
-
MECI is most active in catalyzing the 3-cis/2-trans isomerization, ECI has a preference for the 3-trans/2-trans isomerization, and MFE1 is the optimal isomerase for the 2,5-/3,5-isomerization. 3-cis/2-trans and 2,5/3,5 isomerization in mitochondria are catalyzed overwhelmingly by MECI, whereas ECI contributes significantly to the 3-trans/2-trans isomerization. In peroxisomes, ECI is predicted to be the dominant enzyme for the 3-cis/2-trans and 3-trans/2-trans isomerization of long chain intermediates
-
?
additional information
?
-
-
key enzyme in mitochondrial beta-oxidation of unsaturated fatty acids
-
-
?
additional information
?
-
-
enzyme is responsible for the positional and geometric isomerization of beta,gamma-unsaturated fatty acyl-CoA intermediates arising during beta-oxidation of unsaturated long-chain fatty acids
-
-
?
additional information
?
-
-
mitochondrial enzyme is markedly induced by peroxisome proliferators, di-(2-ethylhexyl)phthalate and clofibrate
-
-
?
additional information
?
-
-
enzyme is important for the degradation of unsaturated fatty acids in the beta-oxidation system
-
-
?
additional information
?
-
-
enzyme is important for the degradation of unsaturated fatty acids in the beta-oxidation system
-
-
?
additional information
?
-
-
key enzyme in the degradation of unsaturated fatty acids
-
-
?
additional information
?
-
-
involved in the enzymatic degradation of the cis-olefinic system of monounsaturated and polyunsaturated fatty acids
-
-
?
additional information
?
-
-
auxiliary enzyme that is essential for the operation of the major pathway of oleate beta-oxidation
-
?
additional information
?
-
-
key enzyme for the beta-oxidation of unsaturated fatty acids
-
?
additional information
?
-
the enzyme is involved in beta-oxidation of unsaturated fatty acids
-
?
additional information
?
-
-
one of the key enzymes involved in fatty acid oxidation
-
-
?
additional information
?
-
one of the key enzymes involved in fatty acid oxidation
-
-
?
additional information
?
-
-
only one catalytic base, Glu158, is involved in shuttling the proton from the C2 carbon atom of the substrate, DELTA3-enol-CoA, to the C4 atom of the product DELTA2-enoyl-CoA
-
?
additional information
?
-
-
auxiliary enzyme required for beta-oxidation of unsaturated fatty acids
-
?
additional information
?
-
the enzyme is essential for the beta-oxidation of unsaturated fatty acids
-
?
additional information
?
-
-
the enzyme is essential for the beta-oxidation of unsaturated fatty acids
-
?
additional information
?
-
-
main pathway for 9-cis,11-trans-octadecadienoic acid degradation requires the participation of DELTA3,DELTA2-enoyl-CoA isomerase
-
-
?
additional information
?
-
-
the synthesis of polyhydroxyalkanoate in cells grown in media containing 10-cis-heptadecenoic acid is dependent on the presence of DELTA3,DELTA2-enoyl-CoA isomerase activity. Degradation of 10-trans-heptadecenoic acid through beta-oxidation is severly reduced in mutants devoid of DELTA3,DELTA2-enoyl-CoA isomerase. The synthesis of the intermediate 3-trans-enoyl-CoA in the absence of the DELTA3,DELTA2-enoyl-CoA isomerase leads to the blockage of the direct multifunctional enzyme dependent pathway in vivo
-
-
?
additional information
?
-
-
the peroxisomal protein Yor180Cp associates with the enzyme in vivo
-
-
?
additional information
?
-
-
the synthesis of polyhydroxyalkanoate in cells grown in media containing 10-cis-heptadecenoic acid is dependent on the presence of DELTA3,DELTA2-enoyl-CoA isomerase activity. Degradation of 10-trans-heptadecenoic acid through beta-oxidation is severly reduced in mutants devoid of DELTA3,DELTA2-enoyl-CoA isomerase. The synthesis of the intermediate 3-trans-enoyl-CoA in the absence of the DELTA3,DELTA2-enoyl-CoA isomerase leads to the blockage of the direct multifunctional enzyme dependent pathway in vivo
-
-
?
additional information
?
-
-
main pathway for 9-cis,11-trans-octadecadienoic acid degradation requires the participation of DELTA3,DELTA2-enoyl-CoA isomerase
-
-
?
additional information
?
-
-
the peroxisomal protein Yor180Cp associates with the enzyme in vivo
-
-
?
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Pawar, S.; Schulz, H.
The structure of the multienzyme complex of fatty acid oxidation from Escherichia coli
J. Biol. Chem.
256
3894-3899
1981
Escherichia coli
brenda
Yang, S.Y.; Li, J.; He, X.Y.; Cosloy, S.D.; Schulz, H.
Evidence that the fadB gene of the fadAB operon of Escherichia coli encodes 3-hydroxyacyl-coenzyme A (CoA) epimerase, DELTA3-cis-DELTA2-trans-enoyl-CoA isomerase, and enoyl-CoA hydratase in addition to 3-hydroxyacyl-CoA dehydrogenase
J. Bacteriol.
170
2543-2548
1988
Escherichia coli
brenda
Yokota, S.; Tomioka, Y.; Suzuki, H.; Mizugaki, M.
Immunocytochemical localization of DELTA3,DELTA2-enoyl-CoA isomerase and NADPH-dependent-2,4-dienoyl-CoA reductase in rat kidney
Histochemistry
99
463-469
1993
Rattus norvegicus
brenda
Stoffel, W.; Ecker, W.
DELTA3-cis,DELTA2-trans-Enoyl-CoA isomerase from rat liver mitochondria
Methods Enzymol.
14
99-105
1979
Rattus norvegicus
-
brenda
Miscowicz, F.M.; Bloch, K.
Purification of hog liver isomerase. Mechanism of isomerization of 3-alkenyl and 3-alkynyl thioesters
J. Biol. Chem.
254
5868-5877
1979
Sus scrofa
brenda
Stoffel, W.; Grol, M.
Purification and properties of 3-cis-2-trans-enoyl-CoA isomerase (dodecenyl-CoA DELTA-isomerase) from rat liver mitochondria
Hoppe-Seyler's Z. Physiol. Chem.
359
1777-1782
1978
Rattus norvegicus
brenda
Lawson, L.D.; Holman, R.T.
beta-Oxidation of the geometric and positional isomers of octadecenoic acid by rat heart and liver mitochondria
Biochim. Biophys. Acta
665
60-65
1981
Rattus norvegicus
brenda
Miernyk, J.A.; Trelease, R.N.
Control of enzyme activities in cotton cotyledons during maturation and germination
Plant Physiol.
67
341-346
1981
Gossypium hirsutum
brenda
Spratt, S.K.; Black, P.N.; Ragozzino, M.M.; Nunn, W.D.
Cloning, mapping, and expression of genes involved in the fatty acid-degradative multienzyme complex of Escherichia coli
J. Bacteriol.
158
535-542
1984
Escherichia coli
brenda
Krki,T.; Hakkola, E.; Hassinen, I.E.; Hiltunen, J.K.
beta-Oxidation of polyunsaturated fatty acids in peroxisomes. Subcellular distribution of delta3,delta2-enoyl-CoA isomerase activity in rat liver
FEBS Lett.
215
228-232
1987
Rattus norvegicus
brenda
Behrends, W.; Thieringer, R.; Engeland, K.; Kunau, W.H.; Kindl, H.
The glycosomal beta-oxidation system in cucumber seedlings: identification of enzymes required for the degradation of unsaturated fatty acids
Arch. Biochem. Biophys.
263
170-177
1988
Cucumis sativus
brenda
Tomioka, Y.; Aihara, K.; Hirose, A.; Hishinuma, T.; Mizugaki, M.
Detection of heat-stable DELTA3,DELTA2-enoyl-CoA isomerase in rat liver mitochondria and peroxisomes by immunochemical study using specific antibody
J. Biochem.
109
394-398
1991
Rattus norvegicus
brenda
Muller-Newen, G.; Stoffel, W.
Mitochondrial 3-2trans-enoyl-CoA isomerase. Purification, cloning, expression, and mitochondrial import of the key enzyme of unsaturated fatty acid beta-oxidation
Biol. Chem. Hoppe-Seyler
372
613-624
1991
Rattus norvegicus
brenda
Euler-Bertram, S.; Stoffel, W.
Purification and characterization of bovine liver 3-cis-2-trans-enoyl-CoA isomerase
Biol. Chem. Hoppe-Seyler
371
603-610
1990
Bos taurus, Sus scrofa
brenda
Stark, A.; Meijer, J.
Purification and characterization of a multifunctional enzyme from mouse liver peroxisomes
Comp. Biochem. Physiol. B
108
471-480
1994
Mus musculus
brenda
Yang, S.Y.; He, X.Y.; Schulz, H.
Glutamate 139 of the large alpha-subunit is the catalytic base in the dehydration of both D- and L-3-hydroxyacyl-coenzyme A but not in the isomerization of DELTA3,DELTA2-enoyl-coenzyme A catalyzed by the multienzyme complex of fatty acid oxidation from Escherichia coli
Biochemistry
34
6441-6447
1995
Escherichia coli
brenda
Tomioka, Y.; Hirose, A.; Moritani, H.; Hishinuma, T.; Hashimoto, T.; Mizugaki, M.
cDNA cloning of mitochondrial delta3,delta2-enoyl-CoA isomerase of rat liver
Biochim. Biophys. Acta
1130
109-112
1992
Rattus norvegicus
brenda
Palossari, P.M.; Kilponen, J.M.; Sormunen, R.T.; Hassinen, I.E.; Hiltunen, J.K.
DELTA3,DELTA2-Enoyl-CoA isomerases. Characterization of the mitochondrial isoenzyme in the rat
J. Biol. Chem.
265
3347-3353
1990
Bos taurus, Homo sapiens, Rattus norvegicus, Sus scrofa
brenda
Palossari, P.M.; Hiltunen, J.K.
Peroxisomal bifunctional protein from rat liver is a trifunctional enzyme possessing 2-enoyl-CoA hydratase, 3-hydroxyacyl-CoA dehydrogenase, and DELTA3,DELTA2-enoyl-CoA isomerase activities
J. Biol. Chem.
265
2446-2449
1990
Rattus norvegicus
brenda
Kilponen, J.M.; Hyrinen, H.M.; Rehn, M.; Hiltunen, J.K.
cDNA cloning and amino acid sequence of human mitochondrial DELTA3DELTA2-enoyl-CoA isomerase: comparison of the human enzyme with its rat counterpart, mitochondrial short-chain isomerase
Biochem. J.
300
1-5
1994
Homo sapiens
brenda
Takahashi, Y.; Hirata, Y.; Burstein, Y.; Listowsky, I.
DELTA3,DELTA2-enoyl-CoA isomerase is the protein that copurifies with human glutathione S-transferase from S-hexylglutathione affinity matrices
Biochem. J.
304
849-852
1994
Homo sapiens
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