Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Reaction: 6.2.1.f

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

EC Number: 6.2.1.f

Enzymes and Genes:
3-oxocholest-4-en-26-oate--CoA ligase Inferred from experiment : fadD19 ( Mycobacterium tuberculosis )
acyl-CoA synthetase : FAA2 ( Saccharomyces cerevisiae )
3-oxocholest-4-en-26-oate–CoA ligase Inferred from experiment : fadD19 ( Rhodococcus rhodochrous )

In Pathway: cholesterol degradation to androstenedione II (cholesterol dehydrogenase) , cholesterol degradation to androstenedione I (cholesterol oxidase)

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.

Enzyme Commission Primary Name: 3-oxocholest-4-en-26-oate–CoA ligase

Standard Gibbs Free Energy (ΔrG in kcal/mol): -12.71167 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
The enzyme, characterized from actinobacterium Mycobacterium tuberculosis, catalyses a step in the degradation of cholesterol. It is responsible for the activation of the C8 side chain. 3β-hydroxycholest-5-en-26-oate can also be used as substrate.

Citations: [Casabon14, Wilbrink11]

Gene-Reaction Schematic: ?

Instance reaction of [a long-chain fatty acid + ATP + coenzyme A → a long-chain acyl-CoA + AMP + diphosphate] (6.2.1.3):
i1: palmitate + ATP + coenzyme A → palmitoyl-CoA + AMP + diphosphate (6.2.1.3)

Instance reactions of [a 2,3,4-saturated fatty acid + ATP + coenzyme A → a 2,3,4-saturated fatty acyl CoA + AMP + diphosphate] (6.2.1.3):
i2: phytanate + ATP + coenzyme A → phytanoyl-CoA + AMP + diphosphate (6.2.1.24)

i3: octanoate + ATP + coenzyme A → octanoyl-CoA + AMP + diphosphate (6.2.1.3)

i4: decanoate + ATP + coenzyme A → decanoyl-CoA + AMP + diphosphate (6.2.1.3)

i5: hexanoate + ATP + coenzyme A → hexanoyl-CoA + AMP + diphosphate (6.2.1.-)

i6: pristanate + ATP + coenzyme A → pristanoyl-CoA + AMP + diphosphate (6.2.1.3)

Credits:
Created 04-Oct-2011 by Caspi R , SRI International


References

Casabon14: Casabon I, Swain K, Crowe AM, Eltis LD, Mohn WW (2014). "Actinobacterial acyl coenzyme a synthetases involved in steroid side-chain catabolism." J Bacteriol 196(3);579-87. PMID: 24244004

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Wilbrink11: Wilbrink MH, Petrusma M, Dijkhuizen L, van der Geize R (2011). "FadD19 of Rhodococcus rhodochrous DSM43269, a steroid-coenzyme A ligase essential for degradation of C-24 branched sterol side chains." Appl Environ Microbiol 77(13);4455-64. PMID: 21602385


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Thu Dec 18, 2014, biocyc13.