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Escherichia coli K-12 substr. MG1655 Reaction: 2.3.1.86


Superclasses: Reactions Classified By Conversion TypeSimple ReactionsChemical ReactionsProtein-Modification Reactions
Reactions Classified By SubstrateMacromolecule ReactionsProtein-ReactionsProtein-Modification Reactions

EC Number: 2.3.1.86

Enzymes and Genes:
3-oxoacyl-[acyl-carrier-protein] reductaseInferred from experiment: fabG

In Pathway: fatty acid elongation -- saturated

Note that this reaction equation differs from the official Enzyme Commission reaction equations for this EC number.

The direction shown, i.e. which substrates are on the left and right sides, is in accordance with the Enzyme Commission system.

Most BioCyc compounds have been protonated to a reference pH value of 7.3. Please see the PGDB Concepts Guide for more information.

Mass balance status: Balanced.

Instance reactions:
a (3R)-3-hydroxypalmitoyl-[acp] + NADP+ ← a 3-oxo-palmitoyl-[acp] + NADPH + H+ (2.3.1.86)

a (3R)-3-hydroxyhexanoyl-[acp] + NADP+ ← a 3-oxo-hexanoyl-[acp] + NADPH + H+ (2.3.1.86)

a (3R)-3-hydroxydecanoyl-[acp] + NADP+ ← a 3-oxo-decanoyl-[acp] + NADPH + H+ (2.3.1.86)

a (3R)-3-hydroxyglutaryl-[acp] methyl ester + NADP+ ← a 3-oxo-glutaryl-[acp] methyl ester + NADPH + H+ (1.1.1.100)

a (3R)-3-hydroxydodecanoyl-[acp] + NADP+ ← a 3-oxo-dodecanoyl-[acp] + NADPH + H+ (2.3.1.86)

a (3R)-3-hydroxymyristoyl-[acp] + NADP+ ← a 3-oxo-myristoyl-[acp] + NADPH + H+ (2.3.1.86)

a (3R)-3-hydroxybutanoyl-[acp] + NADP+ ← an acetoacetyl-[acp] + NADPH + H+ (2.3.1.86)

(R)-3-hydroxy-cis-vacc-11-enoyl-[acp] + NADP+ ← a 3-oxo-cis-vacc-11-enoyl-[acp] + NADPH + H+ (1.1.1.100)

a (3R)-3-hydroxyoctanoyl-[acp] + NADP+ ← a 3-oxo-octanoyl-[acp] + NADPH + H+ (2.3.1.86)

a (3R)-3-hydroxypimeloyl-[acp] methyl ester + NADP+ ← a 3-oxo-pimeloyl-[acp] methyl ester + NADPH + H+ (1.1.1.100)

a (3R)-3-hydroxy cis Δ9-hexadecenoyl-[acp] + NADP+ ← a 3-oxo-cis9-hexadecenoyl-[acp] + NADPH + H+ (1.1.1.100)

Enzyme Commission Primary Name: fatty-acyl-CoA synthase

Enzyme Commission Synonyms: yeast fatty acid synthase, FAS1 (gene name), FAS2 (gene name)

Summary:
This is the first reduction step in the fatty acid biosynthesis pathway.

Enzyme Commission Summary:
The enzyme from yeasts ( Ascomycota and Basidiomycota) is a multi-functional protein complex composed of two subunits. One subunit catalyses the reactions EC 1.1.1.100, 3-oxoacyl-[acyl-carrier-protein] reductase and EC 2.3.1.41, β-ketoacyl-[acyl-carrier-protein] synthase I, while the other subunit catalyses the reactions of EC 2.3.1.38, [acyl-carrier-protein] S-acetyltransferase, EC 2.3.1.39, [acyl-carrier-protein] S-malonyltransferase, EC 4.2.1.59, 3-hydroxyacyl-[acyl-carrier-protein] dehydratase, EC 1.3.1.10, enoyl-[acyl-carrier-protein] reductase (NADPH, Si-specific) and EC 1.1.1.279, (R)-3-hydroxyacid-ester dehydrogenase. The enzyme differs from the animal enzyme ( EC 2.3.1.85) in that the enoyl reductase domain requires FMN as a cofactor, and the ultimate product is an acyl-CoA (usually palmitoyl-CoA) instead of a free fatty acid.

Citations: [Schweizer73, Wakil83, Tehlivets07]

Gene-Reaction Schematic

Gene-Reaction Schematic

Instance reactions of [a (3R)-3-hydroxyacyl-[acyl-carrier protein] + NADP+ ← a 3-oxoacyl-[acp] + NADPH + H+] (2.3.1.86):
i1: a (3R)-3-hydroxypalmitoyl-[acp] + NADP+ ← a 3-oxo-palmitoyl-[acp] + NADPH + H+ (2.3.1.86)

i2: a (3R)-3-hydroxyhexanoyl-[acp] + NADP+ ← a 3-oxo-hexanoyl-[acp] + NADPH + H+ (2.3.1.86)

i3: a (3R)-3-hydroxydecanoyl-[acp] + NADP+ ← a 3-oxo-decanoyl-[acp] + NADPH + H+ (2.3.1.86)

i4: a (3R)-3-hydroxyglutaryl-[acp] methyl ester + NADP+ ← a 3-oxo-glutaryl-[acp] methyl ester + NADPH + H+ (1.1.1.100)

i5: a (3R)-3-hydroxydodecanoyl-[acp] + NADP+ ← a 3-oxo-dodecanoyl-[acp] + NADPH + H+ (2.3.1.86)

i6: a (3R)-3-hydroxymyristoyl-[acp] + NADP+ ← a 3-oxo-myristoyl-[acp] + NADPH + H+ (2.3.1.86)

i7: a (3R)-3-hydroxybutanoyl-[acp] + NADP+ ← an acetoacetyl-[acp] + NADPH + H+ (2.3.1.86)

i8: (R)-3-hydroxy-cis-vacc-11-enoyl-[acp] + NADP+ ← a 3-oxo-cis-vacc-11-enoyl-[acp] + NADPH + H+ (1.1.1.100)

i9: a (3R)-3-hydroxyoctanoyl-[acp] + NADP+ ← a 3-oxo-octanoyl-[acp] + NADPH + H+ (2.3.1.86)

i10: a (3R)-3-hydroxypimeloyl-[acp] methyl ester + NADP+ ← a 3-oxo-pimeloyl-[acp] methyl ester + NADPH + H+ (1.1.1.100)

i11: a (3R)-3-hydroxy cis Δ9-hexadecenoyl-[acp] + NADP+ ← a 3-oxo-cis9-hexadecenoyl-[acp] + NADPH + H+ (1.1.1.100)

Relationship Links: BRENDA:EC:2.3.1.86, ENZYME:EC:2.3.1.86, IUBMB-ExplorEnz:EC:2.3.1.86


References

Schweizer73: Schweizer E, Kniep B, Castorph H, Holzner U (1973). "Pantetheine-free mutants of the yeast fatty-acid-synthetase complex." Eur J Biochem 39(2);353-62. PMID: 4590449

Tehlivets07: Tehlivets O, Scheuringer K, Kohlwein SD (2007). "Fatty acid synthesis and elongation in yeast." Biochim Biophys Acta 1771(3);255-70. PMID: 16950653

Wakil83: Wakil SJ, Stoops JK, Joshi VC (1983). "Fatty acid synthesis and its regulation." Annu Rev Biochem 52;537-79. PMID: 6137188


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 Pathway Tools version 19.5 (software by SRI International) on Sat Feb 13, 2016, biocyc14.