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MetaCyc Reaction: 2.3.1.51

Superclasses: Reactions Classified By Conversion TypeSimple ReactionsChemical Reactions
Reactions Classified By SubstrateSmall-Molecule Reactions

EC Number: 2.3.1.51

Enzymes and Genes:

Escherichia coli K-12 substr. MG1655: 1-acylglycerol-3-phosphate O-acyltransferaseInferred from experiment: plsC
Homo sapiens: 1-acyl-sn-glycerol-3-phosphate acyltransferase delta: AGPAT4
1-acyl-sn-glycerol-3-phosphate acyltransferase alpha: AGPAT1
1-acyl-sn-glycerol-3-phosphate acyltransferase beta: AGPAT2
1-acyl-sn-glycerol-3-phosphate acyltransferase gamma: AGPAT3
1-acyl-sn-glycerol-3-phosphate acyltransferase epsilon: AGPAT5
Limnanthes douglasii: lysophosphatidate acyltransferaseInferred from experiment: LAT1
lysophosphatidate acyltransferaseInferred from experiment: LAT2
Pisum sativum: lysophosphatidate acyltransferaseInferred from experiment
Saccharomyces cerevisiae: 1-acyl-sn-gylcerol-3-phosphate acyl transferase: SLC1

In Pathway: CDP-diacylglycerol biosynthesis I, diacylglycerol and triacylglycerol biosynthesis

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

Mass balance status: Balanced.

Instance reactions:
cis-vaccenoyl-CoA + 1-cis-vaccenoylglycerol-3-phosphate → 1,2-dicis-vaccenoyl-phosphatidate + coenzyme A (2.3.1.51)

cis-vaccenoyl-CoA + 1-palmitoylglycerol 3-phosphate → 1-palmitoyl-2-cis-vaccenoyl phosphatidate + coenzyme A (2.3.1.51)

palmitoleoyl-CoA + 1-myristoylglycerol 3-phosphate → 1-myristoyl-2-palmitoleoyl phosphatidate + coenzyme A (2.3.1.51)

palmitoleoyl-CoA + 1-cis-vaccenoylglycerol-3-phosphate → 1-cis-vaccenoyl-2-palmitoleoyl phosphatidate + coenzyme A (2.3.1.51)

palmitoleoyl-CoA + 1-palmitoylglycerol 3-phosphate → 1-palmitoyl-2-palmitoleoyl phosphatidate + coenzyme A (2.3.1.51)

1-palmitoylglycerol 3-phosphate + myristoyl-CoA → 1-palmitoyl-2-myristoyl phosphatidate + coenzyme A (2.3.1.51)

myristoyl-CoA + 1-myristoylglycerol 3-phosphate → dimyristoyl phosphatidate + coenzyme A (2.3.1.51)

Enzyme Commission Primary Name: 1-acylglycerol-3-phosphate O-acyltransferase

Enzyme Commission Synonyms: 1-acyl-sn-glycero-3-phosphate acyltransferase, 1-acyl-sn-glycerol 3-phosphate acyltransferase, 1-acylglycero-3-phosphate acyltransferase, 1-acylglycerolphosphate acyltransferase, 1-acylglycerophosphate acyltransferase, lysophosphatidic acid-acyltransferase

Standard Gibbs Free Energy (ΔrG in kcal/mol): 325.0658Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
Acyl-[acyl-carrier protein] can also act as an acyl donor. The animal enzyme is specific for the transfer of unsaturated fatty acyl groups.

Citations: [Frentzen83, Hill68, Yamashita73]

Gene-Reaction Schematic

Gene-Reaction Schematic

Instance reactions of [a steryl-ester + H2O → a fatty acid + a sterol + H+] (3.1.1.13):
i3: ergosteryl oleate + H2O → ergosterol + oleate + H+ (3.1.1.13)

i4: lanosteryl oleate + H2O → lanosterol + oleate + H+ (3.1.1.13)

Instance reaction of [an acyl-CoA + a 1-acyl 2-lyso-phosphatidylcholine ↔ a phosphatidylcholine + coenzyme A] (2.3.1.23):
i1: palmitoyl-CoA + 1-16:0-2-lysophosphatidylcholine ↔ 1,2-dipalmitoyl-phosphatidylcholine + coenzyme A (2.3.1.23)

Instance reaction of [a triglyceride + H2O → a 1,2-diglyceride + a fatty acid + H+] (3.1.1.3):
i5: tributyrin + H2O → 1,2-dibutyrin + butanoate + H+ (3.1.1.3)

Instance reactions of [a long-chain acyl-CoA + a 1-acyl-sn-glycerol 3-phosphate → a 1,2-diacyl-sn-glycerol 3-phosphate + coenzyme A] (2.3.1.51):
i8: cis-vaccenoyl-CoA + 1-cis-vaccenoylglycerol-3-phosphate → 1,2-dicis-vaccenoyl-phosphatidate + coenzyme A (2.3.1.51)

i9: cis-vaccenoyl-CoA + 1-palmitoylglycerol 3-phosphate → 1-palmitoyl-2-cis-vaccenoyl phosphatidate + coenzyme A (2.3.1.51)

i10: palmitoleoyl-CoA + 1-myristoylglycerol 3-phosphate → 1-myristoyl-2-palmitoleoyl phosphatidate + coenzyme A (2.3.1.51)

i11: palmitoleoyl-CoA + 1-cis-vaccenoylglycerol-3-phosphate → 1-cis-vaccenoyl-2-palmitoleoyl phosphatidate + coenzyme A (2.3.1.51)

i12: palmitoleoyl-CoA + 1-palmitoylglycerol 3-phosphate → 1-palmitoyl-2-palmitoleoyl phosphatidate + coenzyme A (2.3.1.51)

i13: 1-palmitoylglycerol 3-phosphate + myristoyl-CoA → 1-palmitoyl-2-myristoyl phosphatidate + coenzyme A (2.3.1.51)

i14: myristoyl-CoA + 1-myristoylglycerol 3-phosphate → dimyristoyl phosphatidate + coenzyme A (2.3.1.51)

Unification Links: KEGG:R02241, Rhea:19709

Relationship Links: BRENDA:EC:2.3.1.51, ENZYME:EC:2.3.1.51, IUBMB-ExplorEnz:EC:2.3.1.51


References

Frentzen83: Frentzen M, Heinz E, McKeon TA, Stumpf PK (1983). "Specificities and selectivities of glycerol-3-phosphate acyltransferase and monoacylglycerol-3-phosphate acyltransferase from pea and spinach chloroplasts." Eur J Biochem 129(3);629-36. PMID: 6825679

Hill68: Hill EE, Lands WE (1968). "Incorporation of long-chain and polyunsaturated acids into phosphatidate and phosphatidylcholine." Biochim Biophys Acta 152(3);645-8. PMID: 5661029

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

Yamashita73: Yamashita S, Hosaka K, Numa S (1973). "Acyl-donor specificities of partially purified 1-acylglycerophosphate acyltransferase, 2-acylglycerophosphate acyltransferase and 1-acylglycerophosphorylcholine acyltransferase from rat-liver microsomes." Eur J Biochem 38(1);25-31. PMID: 4774123


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 Pathway Tools version 19.5 (software by SRI International) on Mon Feb 8, 2016, biocyc13.