CHEBI:49183 - phosphatidylcholine(1+)

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ChEBI Name phosphatidylcholine(1+) ChEBI ID CHEBI:49183 Definition A glycerophosphocholine compound having O-acyl substituents at both the 1- and 2-positions of the glycerol. It is a major constituent of cell membranes. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:36705, CHEBI:14802 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C10H19NO8PR2 Net Charge +1 Average Mass (excl. R groups) 312.234 Monoisotopic Mass (excl. R groups) 312.08483 SMILES C[N+](C)(C)CCOP(O)(=O)OCC(COC([*])=O)OC([*])=O ChEBI Ontology Outgoing phosphatidylcholine(1+) (CHEBI:49183) is a quaternary ammonium ion (CHEBI:35267) phosphatidylcholine(1+) (CHEBI:49183) is conjugate acid of phosphatidylcholine (CHEBI:64482) Incoming 1,2-diacyl-sn-glycero-3-phosphocholine(1+) (CHEBI:16110) is a phosphatidylcholine(1+) (CHEBI:49183) 10-(perfluorobutyl)decyl phosphatidylcholine (CHEBI:39059) is a phosphatidylcholine(1+) (CHEBI:49183) 2-acyl-1-palmitoyl-sn-glycero-3-phosphocholine (CHEBI:25841) is a phosphatidylcholine(1+) (CHEBI:49183) dioleoyl phosphatidylcholine (CHEBI:60428) is a phosphatidylcholine(1+) (CHEBI:49183) phosphatidylcholine (CHEBI:64482) is conjugate base of phosphatidylcholine(1+) (CHEBI:49183) Synonyms Sources 1,2-Diacyl-sn-glycero-3-phosphocholine KEGG COMPOUND 3-sn-Phosphatidylcholine KEGG COMPOUND Choline phosphatide KEGG COMPOUND Lecithin KEGG COMPOUND Lecithol ChemIDplus PC ChEBI Phosphatidyl-N-trimethylethanolamine KEGG COMPOUND phosphatidylcholines ChEBI Phospholutein ChemIDplus Manual Xrefs Databases C00157 KEGG COMPOUND Phosphatidylcholine Wikipedia View more database links Registry Numbers Types Sources 8002-43-5 CAS Registry Number KEGG COMPOUND 8002-43-5 CAS Registry Number ChemIDplus Citations Schmitz W, Fingerhut R, Conzelmann E (1994) Purification and properties of an alpha-methylacyl-CoA racemase from rat liver. European journal of biochemistry 222, 313-323 [PubMed:8020470] [show Abstract] The (R)- and (S)-isomers of alpha-methyl-branched fatty acids were shown to be rapidly interconverted as coenzyme A thioesters, by an alpha-methylacyl-CoA racemase. The enzyme was purified some 5600-fold from rat liver, to apparent homogeneity. It is a monomer of 45 kDa with an isolectric point of pH 6.1 and is optimally active between pH 6 and pH 7. It acts only on coenzyme A thioesters, not on free fatty acids, and accepts as substrates a wide range of alpha-methylacyl-CoAs, including pristanoyl-CoA and trihydroxycoprostanoyl-CoA (an intermediate in bile acid synthesis), but neither 3-methyl-branched nor linear-chain acyl-CoAs. The racemase catalyzes a rapid exchange of the H atom in the alpha-position of the fatty acid against a proton from water, indicating that the mechanism involves abstraction of a proton. Based on this observation, a very sensitive and convenient radiometric assay, with 2-methyl[2-(3)H]acyl-CoAs as substrates, was developed. The enzyme was inactivated by micromolar concentrations of Hg2+ and to a lesser extent by Cu2+ but not by iodoacetamide and only slightly by N-ethylmaleimide and thimerosal. Last Modified 28 July 2014

General Comment 2013-12-16 Phosphatidylcholine is a major component of lecithin, and the two terms are often used as synonyms.