13190-01-7

Usage

InChI:InChI=1/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)

Upstream product

• 623-65-4 palmitic anhydride 
• 112-67-4 n-hexadecanoyl chloride 
• 542-44-9 (S)-2,3-dihydroxypropyl hexadecanoic acid ester 
• 1609563-02-1 2-O-tert-butyldimethylsilanyl-1-O-hexadecanoyl-sn-glycerol 
• 113019-11-7 2-(((4-methoxyphenyl)diphenylmethyl)amino)ethanol 
• 119617-61-7 (S)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-hexadecanoate 
• 26662-95-3 2-O-linoleoyl-1-O-palmitoyl-sn-glycero-3-phosphoethanolamine 
• 21416-36-4 DL-1-O-Trityl-2-O-palmitoyl-glycerin-3-phosphorsaeuredibenzylester 
• 19754-78-0 DL-3-Iod-2-palmitoyloxy-1-trityloxy-propan 
• 19805-22-2 DL-1-O-Trityl-2-O-palmitoyl-glycerin-3-phosphorsaeurebenzylester-<2-tritylamino-ethylester> 

Relevant academic research and scientific papers

Synthesis and evaluation of immunostimulant plasmalogen lysophosphatidylethanolamine and analogues for natural killer T cells

Plasmalogen lysophosphatidylethanolamine (pLPE) had been identified as a self antigen for natural killer T cells (NKT cells). It is very important in the development, maturation and activation of NKT cells in thymus. Besides, pLPE is a novel type of antigen for NKT cells. To evaluate the structure-activity relationship (SAR) of this new antigen, pLPE and its analogues referred to different aliphatic chains and linkages at the sn-1 position of the glycerol backbone were synthesized, and the biological activities of these analogues was characterized. It is discovered that the linkages between phosphate and lipid moiety are not important for the antigens' activities. The pLPE analogues 1, 3, 4, 7 and 9, which have additional double bonds on lipid parts, were identified as new NKT agonists. Moreover, the analogues 4, 7 and 9 were discovered as potent Th2 activators for NKT cells.

Lysophosphatidylethanolamine is - in contrast to - choline - generated under in vivo conditions exclusively by phospholipase A2 but not by hypochlorous acid

Inflammatory liver diseases are associated with oxidative stress mediated particularly by neutrophilic granulocytes. At inflammatory loci, hypochlorous acid (HOCl) is generated by myeloperoxidase. HOCl reacts with a large variety of molecules and induces

Rapid tin-mediated access to a lysophosphatidylethanolamine (LPE) library: Application to positional LC/MS analysis for hepatic LPEs in non-alcoholic steatohepatitis model mice

Even though lysophospholipids have attracted much interest in recent years on account of their unique bioactivity, research related to lysophospholipids is usually hampered by problems associated with standard sample preparation and discrimination of regioisomers. Herein, we demonstrate a quick tin-chemistry-based synthetic route to lysophosphatidylethanolamines (LPEs) and its application in the positional analysis of hepatic LPEs in non-alcoholic steatohepatitis (NASH) model mice. We found that the preference of hepatic LPE regioisomer largely depends on the unsaturation of acyl chain in both control and NASH model mice. In addition, hepatic C18:2-LPE and C20:5-LPE levels were significantly lower in the NASH model mice than those in the control. The LC/MS technique based on the library of LPE regioisomers allows an accurate observation of hepatic LPE metabolism and might provide useful information to elucidate yet ambiguous pathogenesis of NASH.

Solid-Phase Phosphatidylethanolamine Synthesis

Dipalmitoylphosphatidylethanolamine (DPPE) was prepared from natural phosphatidylethanolamine (cephalin) and palmitic anhydride (PAh) by using polymer-supported trityl as a protective group for the amino group of cephalin.