58445-96-8

Basic information

• Product Name: L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, CAPROYL
• Synonyms: LYSOLECITHIN, CAPROYL;L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, CAPROYL;1-CAPROYL-2-HYDROXY-SN-GLYCERO-3-PHOSPHOCHOLINE;06:0 LYSO PC;L-A-lysophosphatidylcholine caproyl;1-hexanoyl-sn-glycero-3-phosphocholine;l-α-lysophosphatidylcholine, caproyl;L-α-Lysophosphatidylcholine, caproyl, Lysolecithin, caproyl
• CAS NO: 58445-96-8
• Molecular Formula: C14H30NO7P
• Molecular Weight: 355.36
• Mol File: 58445-96-8.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• CAS DataBase Reference: L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, CAPROYL(CAS DataBase Reference)
• NIST Chemistry Reference: L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, CAPROYL(58445-96-8)
• EPA Substance Registry System: L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, CAPROYL(58445-96-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 58445-96-8(Hazardous Substances Data)

Upstream product

• 28319-77-9 L-glycero-3-phosphorylcholine 
• 142-61-0 Hexanoyl chloride 
• 34506-67-7 1,2-dihexanoyl-sn-phosphatidylcholine 

Relevant articles and documents

A practical selective synthesis of mixed short/long chains glycerophosphocholines

Glycerophosphorylcholine (GPC) is transformed into the cyclic stannylene derivatives, which are selectively acylated to 1-acyl-2-lyso-glycerophosphocholines. The reaction is effective using C-2 to C-16 acid chlorides in 2-propanol. After solvent replacement the lyso-phospholipid (lyso-PL) is subjected to a second acylation using acid anhydrides in methylene chloride. A series of 1(2)-short-2(1)-long-diacyl-glycerophosphocholines are obtained in high yields and selectivity. No diacylation product was detected. In order to detect mixed-chain lipids with inverted disposition of acyl chains, the long chain was introduced first and the thus resulting isomeric compounds compared by NMR. An NMR method was developed in order to determine the positional purity of the isomeric compounds.