Metabolic Modeling Tutorial
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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: 6.2.1.3

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

EC Number: 6.2.1.3

Enzymes and Genes:
fatty acyl-CoA synthetase Inferred from experiment : fadD ( Escherichia coli K-12 substr. MG1655 )
short chain acyl-CoA synthetase Inferred by computational analysis Inferred from experiment : fadK ( Escherichia coli K-12 substr. MG1655 )
acyl-CoA synthetase Inferred from experiment : FAA2 ( Saccharomyces cerevisiae )
Long-chain-fatty-acid--CoA ligase 3 : ACSL3 ( Homo sapiens )
Long-chain-fatty-acid--CoA ligase 6 : ACSL6 ( Homo sapiens )
Long-chain-fatty-acid--CoA ligase 5 : ACSL5 ( Homo sapiens )
Long-chain-fatty-acid--CoA ligase 4 : ACSL4 ( Homo sapiens )
fatty-acid-Coenzyme A ligase, long-chain 6 : FACL6 ( Homo sapiens )
Long-chain-fatty-acid--CoA ligase ACSBG1 : ACSBG1 ( Homo sapiens )
Long-chain-fatty-acid--CoA ligase ACSBG2 : ACSBG2 ( Homo sapiens )
very long-chain acyl-CoA synthetase Inferred from experiment : SLC27A2 ( Homo sapiens )
long-chain-fatty-acid--CoA ligase 1 Inferred from experiment : ACSL1 ( Homo sapiens )
acyl-CoA synthetase Inferred from experiment : LACS7 ( Arabidopsis thaliana col )
acyl-CoA synthetase Inferred from experiment : LACS6 ( Arabidopsis thaliana col )
acyl-CoA synthetase Inferred from experiment : alkK ( Pseudomonas oleovorans )

In Pathway: fatty acid β-oxidation I , fatty acid β-oxidation II (peroxisome) , fatty acid β-oxidation VI (peroxisome) , fatty acid β-oxidation (peroxisome, yeast)

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 reactions:
phytanate + ATP + coenzyme A → phytanoyl-CoA + AMP + diphosphate (6.2.1.24)

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

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

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

palmitate + ATP + coenzyme A → palmitoyl-CoA + AMP + diphosphate (6.2.1.3)

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

Enzyme Commission Primary Name: long-chain-fatty-acid—CoA ligase

Enzyme Commission Synonyms: acyl-CoA synθse, fatty acid thiokinase (long chain), acyl-activating enzyme, palmitoyl-CoA synthase, lignoceroyl-CoA synthase, arachidonyl-CoA synθse, acyl coenzyme A synθse, acyl-CoA ligase, palmitoyl coenzyme A synθse, thiokinase, palmitoyl-CoA ligase, acyl-coenzyme A ligase, fatty acid CoA ligase, long-chain fatty acyl coenzyme A synθse, oleoyl-CoA synθse, stearoyl-CoA synθse, long chain fatty acyl-CoA synθse, long-chain acyl CoA synθse, fatty acid elongase, LCFA synθse, pristanoyl-CoA synθse, ACS3, long-chain acyl-CoA synθse I, long-chain acyl-CoA synθse II, fatty acyl-coenzyme A synθse, long-chain acyl-coenzyme A synθse, FAA1

Standard Gibbs Free Energy (ΔrG in kcal/mol): -331.11646 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
Acts on a wide range of long-chain saturated and unsaturated fatty acids, but the enzymes from different tissues show some variation in specificity. The liver enzyme acts on acids from C6 to C20; that from brain shows high activity up to C24.

Citations: [Bakken89, Hosaka79, Nagamatsu85, Tanaka79]

Gene-Reaction Schematic: ?

Relationship Links: BRENDA:EC:6.2.1.3 , ENZYME:EC:6.2.1.3 , IUBMB-ExplorEnz:EC:6.2.1.3 , UniProt:RELATED-TO:O15840 , UniProt:RELATED-TO:O30039 , UniProt:RELATED-TO:O51162 , UniProt:RELATED-TO:O51539 , UniProt:RELATED-TO:O60135 , UniProt:RELATED-TO:O81614 , UniProt:RELATED-TO:O83181 , UniProt:RELATED-TO:P18163 , UniProt:RELATED-TO:P30624 , UniProt:RELATED-TO:P33121 , UniProt:RELATED-TO:P33124 , UniProt:RELATED-TO:P39002 , UniProt:RELATED-TO:P39518 , UniProt:RELATED-TO:P44446 , UniProt:RELATED-TO:P47912 , UniProt:RELATED-TO:P69451 , UniProt:RELATED-TO:P69452 , UniProt:RELATED-TO:P73004 , UniProt:RELATED-TO:P94547 , UniProt:RELATED-TO:Q8JZR0 , UniProt:RELATED-TO:Q96338 , UniProt:RELATED-TO:Q96537 , UniProt:RELATED-TO:Q96538 , UniProt:RELATED-TO:Q9CHR0 , UniProt:RELATED-TO:Q9JTK0 , UniProt:RELATED-TO:Q9JYJ7 , UniProt:RELATED-TO:Q9RTR4 , UniProt:RELATED-TO:Q9RYK3 , UniProt:RELATED-TO:Q9T009 , UniProt:RELATED-TO:Q9T0A0 , UniProt:RELATED-TO:Q9X7Y5 , UniProt:RELATED-TO:Q9X7Z0 , UniProt:RELATED-TO:Q9YCF0 , UniProt:RELATED-TO:Q9ZBW6 , UniProt:RELATED-TO:Q02602 , UniProt:RELATED-TO:Q10776


References

Bakken89: Bakken AM, Farstad M (1989). "Identical subcellular distribution of palmitoyl-CoA and arachidonoyl-CoA synthetase activities in human blood platelets." Biochem J 261(1);71-6. PMID: 2528345

Hosaka79: Hosaka K, Mishina M, Tanaka T, Kamiryo T, Numa S (1979). "Acyl-coenzyme-A synthetase I from Candida lipolytica. Purification, properties and immunochemical studies." Eur J Biochem 93(1);197-203. PMID: 108099

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

Nagamatsu85: Nagamatsu K, Soeda S, Mori M, Kishimoto Y (1985). "Lignoceroyl-coenzyme A synthetase from developing rat brain: partial purification, characterization and comparison with palmitoyl-coenzyme A synthetase activity and liver enzyme." Biochim Biophys Acta 836(1);80-8. PMID: 3161545

Tanaka79: Tanaka T, Hosaka K, Hoshimaru M, Numa S (1979). "Purification and properties of long-chain acyl-coenzyme-A synthetase from rat liver." Eur J Biochem 98(1);165-72. PMID: 467438


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 Nov 27, 2014, biocyc13.