Myristoyllysophosphatidylcholine

Base Information

• Chemical Name: Myristoyllysophosphatidylcholine
• CAS No.: 13699-45-1
• Molecular Formula: C22H46 N O7 P
• Molecular Weight: 467.583
• Hs Code.: 2923900090
• DSSTox Substance ID: DTXSID10929617
• Mol file: 13699-45-1.mol

Synonyms:1-myristoylglycero-3-phosphorylcholine;lyso-DMPC;lysomyristoylphosphatidylcholine;myristoyl lysolecithin;myristoyllysophosphatidylcholine;myristoyllysophosphatidylcholine, (R)-isomer

Chemical Property of Myristoyllysophosphatidylcholine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 114.93000
• Density: g/cm³
• LogP: 4.86960
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 22
• Exact Mass: 467.30118980
• Heavy Atom Count: 31
• Complexity: 489

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)O

Technology Process of Myristoyllysophosphatidylcholine

There total 3 articles about Myristoyllysophosphatidylcholine 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: 100.0%

dimyristoylphosphatidylcholine (18194-24-6) → 1-myristoyl-2-hydroxy-sn-glycero-3-phosphocholine (13699-45-1,20559-16-4,68852-66-4)

Guidance literature:

With calcium chloride; snake venom; In diethyl ether; water; at 35 ℃; for 6h; buffer systems;

Reference yield: 70.0%

glycerolcholine phosphate (34688-34-1,563-24-6) + myristic acid imidazolide (69205-89-6) → dimyristoylphosphatidylcholine (18194-24-6,18656-38-7,64234-00-0,13699-48-4) + 1-myristoyl-2-lyso-sn-glycero-3-phosphatidylcholine (13699-45-1)

Guidance literature:

With 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene on polystyrene.HL; cadmium(II) chloride; In chloroform; dimethyl sulfoxide; at 40 ℃; for 4h;

DOI:10.1080/00397919408010612

Reference yield:

dimyristoylphosphatidylcholine (18194-24-6) → 1-myristoyl-2-hydroxy-sn-glycero-3-phosphocholine (13699-45-1,20559-16-4,68852-66-4) + n-tetradecanoic acid (544-63-8)

Guidance literature:

With phospholipase A₂; Tris buffer; calcium chloride; In water; at 23.5 ℃; for 1.5h; pH=8.0; Further Variations:; Temperatures; time; Kinetics;

DOI:10.1021/ac061049b

upstream raw materials:

dimyristoylphosphatidylcholine

glycerolcholine phosphate

myristic acid imidazolide

Downstream raw materials:

C₃₂H₅₃N₂O₁₂P

1,1'-dimyristoyl-2,2'-<11,11'-bisundecanoyl>-sn-glycero-3-phosphocholine

Refernces

• 1、 Cherney, Daniel P.,Myers, Grant A.,Horton, Robert A.,Harris, Joel M.. "Optically trapping confocal Raman microscopy of individual lipid vesicles: Kinetics of phospholipase A2-catalyzed hydrolysis of phospholipids in the membrane bilayer". . p. 6928 - 6935. Retrieved 2008/02/12.
• 2、 Tamura,Fukuda,Tomoi,Tokuyama. "Polymer-supported bases. XII. Regioselective synthesis of lysophospholipids using polymer-supported bicyclic amidines or guanidines". . p. 2907 - 2914. Retrieved 2007/10/02.