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

Basic Information

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CAS Number

923-61-5

Molecular Formula

C37H74NO8P

Molecular Weight

691.97 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Insecticides

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

195.0 to 199.0 deg-C

Boiling Point

723.6°C at 760 mmHg

SMILES

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CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCCCCCC

InChI

InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)/t35-/m1/s1

InChIKey

SLKDGVPOSSLUAI-PGUFJCEWSA-N

LogP

10.496299999999996

Topological Polar Surface Area

134.38 Å²

Hydrogen Bond Donor/Acceptor

3 / 9

Complexity

754

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

对热敏感

Synonyms & References

English

Hexadecanoic acid,1,1'-[(1R)-1-[[[(3-amino-1-oxopropoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl]ester
[(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-hexadecanoyloxypropyl] hexadecanoate
1,2-Dipalmitoyl-sn-glycero-3-PE
1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine
1,2-Dipalmitoyl-sn-glycero-3-phosphorylethanolamine
1002-Dipalmitoyl-sn-glycero-3-phosphoethanolamine
COTSOME ME-6060 (DPPE)
DIPALMITOYL-L-ALPHA-PHOSPHATIDYL ETHANOLAMINE
Hexadecanoic acid,1,1'-[(1R)-1-[[[(3-amino-1-oxopropoxy)hydroxyphosphinyl]oxy]methyl]-1,2-etha...
1,2-Dihexadecanoyl-sn-glycero-3-phosphoethanolamine
3-sn-Phosphatidylethanolamine, 1,2-dipalmitoyl
L-α-Phosphatidylethanolamine, dipalmitoyl
L-β,γ-Dipalmitoyl-α-cephalin
DPPE
Dipalmitoyl phosphatidylethanolamine
Hexadecanoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester
2-Aminoethyl (R)-2,3-Bis(hexadecanoyloxy)propyl Hydrogen Phosphate
L-DPPE
(R)-1-[[[(2-aminoethoxy)hydroxyphosphinoyl]oxy]methyl]ethane-1,2-diyl dihexadecanoate
110633
1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine; DPPE; PE(16:0/16:0); 110633
PE(16:0/16:0)
Dipalmitoylphosphatidylethanolamine
GPEtn(32:0)
PE(32:0)
Phophatidylethanolamine(32:0)
4FWH120Z1Z
DI-PALMITOYL-3-SN-PHOSPHATIDYLETHANOLAMINE
GPEtn(16:0/16:0)
(2R)-3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl dipalmitate
(R)-1-((((2-Aminoethoxy)hydroxyphosphinoyl)oxy)methyl)ethane-1,2-diyl dihexadecanoate

MDL Number

MFCD00036776

Customs Code

2931900090

FAQ

What are the physical and chemical properties of 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine (CAS: 923-61-5)?

1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine (CAS: 923-61-5) is a phospholipid with a molecular weight of approximately 542.7 g/mol. It is poorly soluble in water but soluble in organic solvents like chloroform and methanol. The compound is known for its stability and reactivity in biochemistry and biophysics applications due to its palmitoyl groups. It is often used in lipid bilayer studies and as a component in cellular membrane models.

How is 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine (CAS: 923-61-5) typically synthesized?

1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine is typically synthesized through a multi-step process involving the condensation of ethanolamine with palmitoyl-CoA, followed by the phosphorylation of the resulting intermediate. This process often requires the use of enzymes and specific reagents. The yield and selectivity of the reaction can be influenced by the choice of catalyst and reaction conditions.

What industries use 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine (CAS: 923-61-5)?

1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine (CAS: 923-61-5) is widely used in the pharmaceutical industry for drug delivery systems, as well as in the polymer industry for enhancing material properties. It is also employed in the sensor and semiconductor industries for creating functionalized surfaces and as interfacial layers in microelectronic devices.

What precautions should be taken when handling 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine (CAS: 923-61-5)?

When handling 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine (CAS: 923-61-5), it is important to wear appropriate personal protective equipment (PPE) such as gloves and goggles. The compound should be handled in a well-ventilated area or a fume hood to avoid inhalation. In case of a spill, it should be cleaned up according to the safety data sheet (SDS) guidelines. Storage should be in a cool, dry place away from direct sunlight and heat sources.