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: 2.3.1.23

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

EC Number: 2.3.1.23

Enzymes and Genes:
lysophosphatidylcholine acyltransferase Inferred from experiment : Xc_0238 ( Xanthomonas campestris pv. campestris )
lysophosphatidylcholine acyltransferase Inferred from experiment : Xc_0188 ( Xanthomonas campestris pv. campestris )
lyso-phosphatidylcholine acyltransferase : TAZ1 ( Saccharomyces cerevisiae )
acyl-CoA:lysophosphatidylcholine acyltransferase Inferred from experiment ( Carthamus tinctorius )

In Pathway: phosphatidylcholine biosynthesis VII , phosphatidylcholine acyl editing

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.

Mass balance status: Balanced.

Instance reaction:
1-16:0-2-lysophosphatidylcholine + palmitoyl-CoA ↔ 1,2-dipalmitoyl-phosphatidylcholine + coenzyme A (2.3.1.23)

Enzyme Commission Primary Name: 1-acylglycerophosphocholine O-acyltransferase

Enzyme Commission Synonyms: lysolecithin acyltransferase, 1-acyl-sn-glycero-3-phosphocholine acyltransferase, acyl coenzyme A-monoacylphosphatidylcholine acyltransferase, acyl-CoA:1-acyl-glycero-3-phosphocholine transacylase, lysophosphatide acyltransferase, lysophosphatidylcholine acyltransferase

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

Enzyme Commission Summary:
Acts preferentially with unsaturated acyl-CoA derivatives. 1-Acyl-sn-glycero-3-phosphoinositol can also act as acceptor.

Citations: [Stymne84, Bell80, Hill68, Miki77, vandenBosch67]

Gene-Reaction Schematic: ?

Instance reaction of [a steryl-ester + H2O → a fatty acid + a sterol + H+] (3.1.1.13):
i6: lanosteryl oleate + H2O → lanosterol + oleate + H+ (3.1.1.13)

Instance reaction of [a phosphatidylcholine + H2O → a 2-lyso-phosphatidylcholine + a fatty acid + H+] (3.1.1.4):
i5: 1,2-dipalmitoyl-phosphatidylcholine + H2O → 1-16:0-2-lysophosphatidylcholine + palmitate + H+ (3.1.1.4)

Instance reaction of [a triglyceride + H2O → a 1,2-diglyceride + a fatty acid + H+] (3.1.1.3):
i4: tributyrin + H2O → 1,2-dibutyrin + butanoate + H+ (3.1.1.3)

Instance reaction of [an acyl-CoA + a 2-lyso-phosphatidylcholine ↔ a phosphatidylcholine + coenzyme A] (2.3.1.23):
i7: 1-16:0-2-lysophosphatidylcholine + palmitoyl-CoA ↔ 1,2-dipalmitoyl-phosphatidylcholine + coenzyme A (2.3.1.23)

Instance reaction of [an L-1-phosphatidyl-ethanolamine[periplasmic space] + H2O[periplasmic space] → a fatty acid[periplasmic space] + a 2-lyso-phosphatidyl-ethanolamine[periplasmic space] + H+[periplasmic space]] (3.1.1.4):
i3: 1-18:1-2-18:1-phosphatidylethanolamine + H2O → 1-18:1-lysophosphatidylethanolamine + oleate + H+ (3.1.1.4)

Unification Links: KEGG:R01318 , Rhea:12937

Relationship Links: BRENDA:EC:2.3.1.23 , ENZYME:EC:2.3.1.23 , IUBMB-ExplorEnz:EC:2.3.1.23


References

Bell80: Bell RM, Coleman RA (1980). "Enzymes of glycerolipid synthesis in eukaryotes." Annu Rev Biochem 49;459-87. PMID: 6250446

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."

Miki77: Miki Y, Hosaka K, Yamashita S, Handa H, Numa S (1977). "Acyl-acceptor specificities of 1-acylglycerolphosphate acyltransferase and 1-acylglycerophosphorylcholine acyltransferase resolved from rat liver microsomes." Eur J Biochem 81(3);433-41. PMID: 598375

Stymne84: Stymne S, Stobart AK (1984). "Evidence for the reversibility of the acyl-CoA:lysophosphatidylcholine acyltransferase in microsomal preparations from developing safflower (Carthamus tinctorius L.) cotyledons and rat liver." Biochem J 223(2);305-14. PMID: 6497849

vandenBosch67: van den Bosch H, van Golde LM, Eibl H, van Deenen LL (1967). "The acylation of 1-acylglycero-3-phosphorylcholines by rat-liver microsomes." Biochim Biophys Acta 144(3);613-23. PMID: 6078124


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 Sat Nov 22, 2014, BIOCYC13A.