1,2-Dimyristoyl-sn-glycero-3-phosphoethanolamine

Base Information

• Chemical Name: 1,2-Dimyristoyl-sn-glycero-3-phosphoethanolamine
• CAS No.: 998-07-2
• Molecular Formula: C33H66NO8P
• Molecular Weight: 635.863
• Hs Code.: 29232000
• UNII: Z37OX1ASNK
• DSSTox Substance ID: DTXSID601281409
• Nikkaji Number: J53.345I
• Wikipedia: Dimyristoylphosphatidylethanolamine
• Wikidata: Q27294934
• Metabolomics Workbench ID: 15261
• Mol file: 998-07-2.mol

Synonyms:1,2-dimyristoyl-sn-glycero-3-phosphoethanolamine;1,2-dimyristoylphosphatidylethanolamine;1,2-ditetradecanoyl-sn-glycero-3-phosphoethanolamine;dimyristoyl cephalin;DMPE;tetradecanoic acid, (1R)-1-((((2-aminoethoxy)hydroxyphosphinyl)oxy)methyl)-1,2-ethanediyl ester

Chemical Property of 1,2-Dimyristoyl-sn-glycero-3-phosphoethanolamine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 191.0 to 195.0 °C
• Refractive Index: 1.474
• Boiling Point: 685.634 °C at 760 mmHg
• PKA: 1.17±0.50(Predicted)
• Flash Point: 368.458 °C
• PSA: 144.19000
• Density: 1.028 g/cm³
• LogP: 9.63620
• Storage Temp.: −20°C
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 35
• Exact Mass: 635.45260506
• Heavy Atom Count: 43
• Complexity: 694

Purity/Quality:

98% ^*data from raw suppliers

TetradecanoicAcid(1R)-1-[[[(2-Aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCCCC
• Description: Phosphatidylethanolamines (PEs) are phospholipids found in biological membranes, serving both structural and functional roles. Different types of PEs are commonly used in the generation of micelles, liposomes, and other types of artificial membranes. 1,2-Dimyristoyl-sn-glycero-3-PE (DMPE) is a phospholipid containing the long-chain (14:0) myristic acid inserted at the sn-1 and sn-2 positions.
• Uses: Tetradecanoic Acid (1R)-1-[[[(2-Aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl Ester is a phospholipid serving both structural and functional roles in biological membranes.

Technology Process of 1,2-Dimyristoyl-sn-glycero-3-phosphoethanolamine

There total 9 articles about 1,2-Dimyristoyl-sn-glycero-3-phosphoethanolamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

C51H79N2O10P → 1,2-dimyristoyl-sn-glycero-3-phosphoethanolamine (998-07-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 25 ℃; for 1.5h; Reagent/catalyst;

Reference yield: 83.5%

C36H67Cl3NO10P → 1,2-dimyristoyl-sn-glycero-3-phosphoethanolamine (998-07-2)

Guidance literature:

With acetic acid; zinc; In tetrahydrofuran; at 18 ℃; for 7h;

Reference yield:

phosphoric acid-(2-benzyloxycarbonylamino-ethyl ester)-((R)-2,3-bis-myristoyloxy-propyl ester)-phenyl ester → 1,2-dimyristoyl-sn-glycero-3-phosphoethanolamine (998-07-2)

Guidance literature:

With palladium platinum; acetic acid; Hydrogenation;

DOI:10.1021/ja01121a038

upstream raw materials:

(N-tert-butyloxy)carbonyl-dimyristoylphosphatidylethanolamine

L-α-dimyristoylphosphatidic acid

1,2-dimyristoyl-sn-glycerol

Downstream raw materials:

n-tetradecanoic acid

dimyristoylphosphatidylcholine

Refernces

• 1、 -. "A diacyl phosphatidyl ethanolamine preparation method (by machine translation)". . . Retrieved 2018/11/22.