Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
twitter

Escherichia coli K-12 substr. MG1655 Reaction: 5.3.3.8

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number: 5.3.3.8

Enzymes and Genes:
fatty acid oxidation complex, α component Inferred from experiment : fadB
FadJ component of anaerobic fatty acid oxidation complex Inferred by computational analysis Inferred from experiment : fadJ

In Pathway: fatty acid β-oxidation I

Note that this reaction equation differs from the official Enzyme Commission reaction equation for this EC number, which can be found here .

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

Mass balance status: Balanced.

Instance reaction:
3-cis-dodecenoyl-CoA = 2-trans-dodecenoyl-CoA (5.3.3.8)

Enzyme Commission Primary Name: dodecenoyl-CoA isomerase

Enzyme Commission Synonyms: δ3-cis2-trans-enoyl-CoA isomerase, acetylene-allene isomerase, dodecenoyl-CoA δ-isomerase, dodecenoyl-CoA δ3-cis2-trans-isomerase

Summary:
A reaction in β-oxidation of fatty acids, required to feed unsaturated fatty acids into the main pathway.

Enzyme Commission Summary:
Also catalyses the interconversion of 3-acetylenic fatty acyl thioesters and (+)-2,3-dienoyl fatty acyl thioesters, with fatty acid chain lengths C6 to C12.

Citations: [Stoffel78, Stoffel64, Miesowicz79]

Gene-Reaction Schematic: ?

Instance reaction of [a cis-3-enoyl-CoA ↔ a trans-2-enoyl-CoA] (5.3.3.8):
i1: 3-cis-dodecenoyl-CoA = 2-trans-dodecenoyl-CoA (5.3.3.8)

Instance reaction of [a (3S)-3-hydroxyacyl-CoA + NAD+ ↔ a 3-oxoacyl-CoA + NADH + H+] (1.1.1.35):
i2: 3-hydroxy-5-cis-tetradecenoyl-CoA + NAD+ = 3-keto-5-cis-tetradecenoyl-CoA + NADH + H+ (1.1.1.211)

Relationship Links: BRENDA:EC:5.3.3.8 , ENZYME:EC:5.3.3.8 , IUBMB-ExplorEnz:EC:5.3.3.8


References

Miesowicz79: Miesowicz FM, Bloch K (1979). "Purification of hog liver isomerase. Mechanism of isomerization of 3-alkenyl and 3-alkynyl thioesters." J Biol Chem 254(13);5868-77. PMID: 376522

Stoffel64: Stoffel W, Ditzer R, Caesar H (1964). "[The metabolism of unsaturated fatty acid. 3. On the beta-oxidation of mono- and polyene-fatty acids. The mechanism of the enzymatic reaction on delta-3-cis-enoyl-CoA compounds]." Hoppe Seylers Z Physiol Chem 339(1);167-81. PMID: 5830064

Stoffel78: Stoffel W, Grol M (1978). "Purification and properties of 3-cis-2-trans-enoyl-CoA isomerase (dodecenoyl-CoA delta-isomerase) from rat liver mitochondria." Hoppe Seylers Z Physiol Chem 359(12);1777-82. PMID: 738702


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by SRI International Pathway Tools version 18.5 on Sat Dec 20, 2014, BIOCYC14B.