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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:

Carthamus tinctorius : acyl-CoA:lysophosphatidylcholine acyltransferase Inferred from experiment : LPCAT
Saccharomyces cerevisiae : lyso-phosphatidylcholine acyltransferase : TAZ1
Xanthomonas campestris pv. campestris : lysophosphatidylcholine acyltransferase Inferred from experiment : Xc_0188
lysophosphatidylcholine acyltransferase Inferred from experiment : Xc_0238

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:
palmitoyl-CoA + 1-16:0-2-lysophosphatidylcholine ↔ 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: ?

Gene-Reaction Schematic

Instance reaction of [a phosphatidylcholine + H2O → a 1-acyl 2-lyso-phosphatidylcholine + a long-chain 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 [an L-1-phosphatidylethanolamine[periplasmic space] + H2O[periplasmic space] → a fatty acid[periplasmic space] + a 1-acyl 2-lyso-phosphatidylethanolamine[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)

Instance reactions of [a steryl-ester + H2O → a fatty acid + a sterol + H+] (3.1.1.13):
i6: ergosteryl oleate + H2O → ergosterol + oleate + H+ (3.1.1.13)

i7: 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):
i8: 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):
i4: tributyrin + H2O → 1,2-dibutyrin + butanoate + H+ (3.1.1.3)

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 19.0 on Fri May 22, 2015, BIOCYC14B.