Basic information Safety Supplier Related

1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

Basic information Safety Supplier Related

1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Basic information

Product Name:
1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
Synonyms:
  • (R)-(7-myristoyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphatricosyl)trimethylammonium 4-oxide
  • 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
  • 1,2-Ditetradecanoyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-dimyristoyl, L-β,γ-Dimyristoyl-α-lecithin
  • [O-(1-O,2-O-Dimyristoyl-L-glycero-3-phospho)choline]anion
  • 1,2-Dimyristoyl-L-3-phosphatidylcholine
  • sn-3-Dimyristoyllecithin
  • β,γ-Dimyristoyl-L-α-phosphatidylcholine
  • L-β,γ-Dimyristoyl-α-lecithin
CAS:
18194-24-6
MF:
C36H72NO8P
MW:
677.93
EINECS:
242-085-9
Product Categories:
  • Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives
Mol File:
18194-24-6.mol
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1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Chemical Properties

Melting point:
220°C(lit.)
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
BRN 
3921768
Stability:
Stable, but heat sensitive - store at -20℃. Incompatible with strong oxidizing agents.
InChIKey
CITHEXJVPOWHKC-UUWRZZSWSA-N
CAS DataBase Reference
18194-24-6(CAS DataBase Reference)
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Safety Information

WGK Germany 
3
10-21
HS Code 
29232000

MSDS

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1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Usage And Synthesis

Description

1,2-Dimyristoyl-sn-glycero-3-PC (DMPC) is a phospholipid containing 14:0 fatty acids at the sn-1 and sn-2 positions. It is a synthetic phosopholipid that has been used for liposome production in order to study the properties of lipid bilayer.

Chemical Properties

white powder

Uses

1,2-Dimyristoyl-sn-glycero-3-phosphocholine has been used as a standard for phospholipid analysis by LC-ESI-MS.

Uses

1,2-dimyristoyl-sn-glycero-3-phosphocholine is a phospholipid containing 14:0 fatty acids at the sn-1 and sn-2 positions. It is a synthetic phosopholipid that can be used for liposome production in order to study the properties of lipid bilayer.[Cayman Chemical]

Definition

ChEBI: A 1,2-diacyl-sn-glycero-3-phosphocholine where the two phosphatidyl acyl groups are specified as tetradecanoyl (myristoyl).

General Description

Phosphatidylcholine (PC) is a strong bilayer-forming lipid. It the most common phospholipid in mammalian membranes. It is also an important component of the mucosal layer of the colon.

Biochem/physiol Actions

Phosphatidylcholine (PC) functions as a surfactant within the mucus to form a hydrophobic surface to inhibit bacterial penetrance. It is used to treat fat embolism. Phosphatidylcholine lowers the levels of cholesterol and triglycerides.

Purification Methods

It has three forms 1, 2 and '. Recrystallise it from aqueous EtOH or EtOH/Et2O. Its solubility at 22-23o in Et2O is 0.03%, in Me2CO it is 0.06% and in pyridine it is 1.3%. [Baer & Kates J Am Chem Soc 72 942 1950, Baer & Maurakas J Am Chem Soc 74 158 1952, IR: Marinetti & Stotz J Am Chem Soc 76 1347 1954.] The S-isomer with 1H2O is recrystallised from 2,6-dimethylheptan-4-one and has m 226-227o (sintering at 90-95o), and [] 20D -7o (c 6, MeOH/CHCl3 1:1). [Baer & Martin J Biol Chem 193 835 1951, Beilstein 4 IV 1463.]

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