13699-45-1

Basic information

• Product Name: myristoyllysophosphatidylcholine
• Synonyms: myristoyllysophosphatidylcholine
• CAS NO: 13699-45-1
• Molecular Formula: C₂₂H₄₆NO₇P
• Molecular Weight: 467.58
• Mol File: 13699-45-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: myristoyllysophosphatidylcholine(CAS DataBase Reference)
• NIST Chemistry Reference: myristoyllysophosphatidylcholine(13699-45-1)
• EPA Substance Registry System: myristoyllysophosphatidylcholine(13699-45-1)

Safety Data

• Hazardous Substances Data: 13699-45-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C22H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h21,24H,5-20H2,1-4H3

Upstream product

• 18194-24-6 dimyristoylphosphatidylcholine 
• 34688-34-1 glycerolcholine phosphate 
• 69205-89-6 myristic acid imidazolide 

Downstream Products

• 116113-36-1 1,1'-dimyristoyl-2,2'-<11,11'-bisundecanoyl>-sn-glycero-3-phosphocholine 
• 273931-53-6 C₃₂H₅₃N₂O₁₂P 

Relevant articles and documents

γ-Ray irradiation of liposomes of polymerizable phospholipids containing octadeca-2,4-dienoyl groups and characterization of the irradiated liposomes

The synthesis of a variety of polymerizable phospholipids containing the octadeca-2,4-dienoyl moiety on 2-acyl chains and the characteristics of liposomes containing those phospholipids of the γ-irradiation are described. We synthesized three different polymerizable phosphocholines that have different 1-acyl chain lengths with the octadeca-2,4-dienoyl moiety on the 2- acyl chain: myristoyl (MODPC), palmitoyl (PODPC) and stearoyl (SODPC). The liposomes were prepared by extrusion through polycarbonate filters with a pore size of 0.2 μm, and were polymerized by γ-irradiation with various dose rates. The polymerization rate increased in the order SODPC>MODPC>PODPC. The mechanism of the polymerization of SODPC was the same as that of 1,2-bis- [(E,E)-octadeca-2,4-dienoyl]-sn-glycero-3-phosphocholine (DODPC), but differed from that of MODPC and PODPC. Freeze-thaw testing was used to evaluate the stability of the polymerizable liposomes. The MODPC liposome was more stable than other monofunctional liposomes. For similar irradiation, the polymerization behavior of the liposomes was significantly affected by the 1- acyl length.

Studies of the topography of biomembranes: the four-step synthesis of a photoactivatable transmembrane phospholipidic probe and its dideuterated analogue

A convenient method for the synthesis of a dipolar transmembrane phospholipid 1a, which would be a useful photolabelling probe for the study of the topography of sterols of proteins in biomembranes, is described.Starting from 4,4'-dihydroxybenzophenone 13, 1a was synthesized in 4 steps in 31percent total yield.The final, key step, acylation of lysophosphatidylcholine-cadmium chloride complex (4), was achieved using cesium fluoride as a catalyst in DMF.The preparation of the dideuterated 1b or diiodinated 1c analogues is also described.The reaction scheme presented here can also be used for the synthesis of a spin label, a fluorescence label, or a label carrying a high specific radioactivity.Keywords: photolabelling / transmembrane probe / topography / biomembrane / phospholipid bilayer