16:0 Monomethyl PE

Base Information

• Chemical Name: 16:0 Monomethyl PE
• CAS No.: 3930-13-0
• Molecular Formula: C₃₈H₇₆NO₈P
• Molecular Weight: 705.997
• Mol file: 3930-13-0.mol

Synonyms:1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-methyl;16:0 Monomethyl PE;1,2-dipalmitoyl-phosphatidyl-N-methylethanolamine;phosphatidyl-N-methylethanolamine (dihexadecanoyl, n-C16:0);16:0 Monomethyl PE, 1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-methyl, chloroform;16:0 Monomethyl PE, 1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-methyl, powder

Chemical Property of 16:0 Monomethyl PE

Chemical Property:

• Vapor Pressure: 5.69E-23mmHg at 25°C
• Boiling Point: 724.6°C at 760 mmHg
• Flash Point: 392°C
• PSA: 130.20000
• Density: 0.999g/cm³
• LogP: 11.14790
• Storage Temp.: −20°C
• XLogP3: 13
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 40
• Exact Mass: 705.53085538
• Heavy Atom Count: 48
• Complexity: 761

Purity/Quality:

98%Min ^*data from raw suppliers

L-α-Dipalmitoylphosphatidyl-N-monomethylethanolamine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[NH2+]C)OC(=O)CCCCCCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[NH2+]C)OC(=O)CCCCCCCCCCCCCCC
• Description: 1,2-Dipalmitoyl-sn-glycero-3-N-methyl-PE is a form of 1,2-dipalmitoyl-sn-glycero-3-PE (1,2-DPPE; ) that contains a methyl group on the sn-3 moiety. The methylated headgroup of 1,2-dipalmitoyl-sn-glycero-3-N-methyl-PE does not extend as far into the aqueous subphase as the amine headgroup of 1,2-DPPE when incorporated into a water surface monolayer. It also lowers the phase transition temperature compared with 1,2-DPPE.
• Uses: 1,2-Dipalmitoyl-sn-glycero-3-phospho-(N-methyl)-ethanolamine is a phospholipid derivative that is a component of the lipid bilayer of the cell membrane. It is used to study monoclonal antibodies that specifically bind to phosphatidylcholine as well as in membrane permeability studies.

Technology Process of 16:0 Monomethyl PE

There total 4 articles about 16:0 Monomethyl PE 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%

3-O-(3-methyl-2-oxo-1,3,2-oxazaphospholidin-2-yloxy)-1,2-di-O-palmitoyl-sn-glycerol (144946-61-2,144946-81-6,144994-44-5,144994-56-9) → L-1,2-Di-O-palmitoyl-glycerin-3-phosphorsaeure-(2-methylamino-ethylester) (3930-13-0)

Guidance literature:

With water; In tetrahydrofuran; for 3h; Ambient temperature;

Reference yield:

1,2-dipalmitoyl-sn-glycerol (30334-71-5) → L-1,2-Di-O-palmitoyl-glycerin-3-phosphorsaeure-(2-methylamino-ethylester) (3930-13-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / NEt₃ / CH₂Cl₂ / 2 h / 0 deg C to RT

2: 100 percent / N₂O₄ / CH₂Cl₂ / 1) -60 deg C to RT, 2) RT, 10 min

3: 100 percent / H₂O / tetrahydrofuran / 3 h / Ambient temperature

With water; dinitrogen tetraoxide; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

3-O-(3-methyl-1,3,2-oxazaphospholidin-2-yloxy)-1,2-di-O-palmitoyl-sn-glycerol (144946-59-8,144946-80-5,144994-42-3,144994-55-8) → L-1,2-Di-O-palmitoyl-glycerin-3-phosphorsaeure-(2-methylamino-ethylester) (3930-13-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / N₂O₄ / CH₂Cl₂ / 1) -60 deg C to RT, 2) RT, 10 min

2: 100 percent / H₂O / tetrahydrofuran / 3 h / Ambient temperature

With water; dinitrogen tetraoxide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

3-O-(3-methyl-2-oxo-1,3,2-oxazaphospholidin-2-yloxy)-1,2-di-O-palmitoyl-sn-glycerol

1,2-dipalmitoyl-sn-glycerol

3-O-(3-methyl-1,3,2-oxazaphospholidin-2-yloxy)-1,2-di-O-palmitoyl-sn-glycerol

Refernces

• 1、 Billimoria,Lewis. "The synthesis of phospholipids. I. Phosphatidyl and lysophosphatidyl ethanolamines.". . p. 1404 - 1412. Retrieved 2007/10/12.