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

Synonym(s):L-β,γ-Dimyristoyl-α-lecithin;1,2-Ditetradecanoyl-sn-glycero-3-phosphocholine;1,2-ditetradecanoyl-sn-glycero-3-phosphocholine; DMPC; PC(14:0/14:0);3-sn-Phosphatidylcholine, 1,2-dimyristoyl

CAS NO.：18194-24-6
Empirical Formula: C36H72NO8P
Molecular Weight: 677.93
MDL number: MFCD00036901
EINECS: 242-085-9
SAFETY DATA SHEET (SDS)
Update Date: 2023-04-23 13:52:06

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

What is 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE?

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

The Uses of 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

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]

The Uses of 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

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

What are the applications of Application

1,2-Dimyristoyl-sn-glycero-3-phosphocholine is a synthetic phospholipid used to study biological membranes

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.]

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

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.
CAS DataBase Reference	18194-24-6(CAS DataBase Reference)

Safety information for 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H331:Acute toxicity,inhalation H336:Specific target organ toxicity,single exposure; Narcotic effects H351:Carcinogenicity H372:Specific target organ toxicity, repeated exposure H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P201:Obtain special instructions before use. P273:Avoid release to the environment. P302+P352:IF ON SKIN: wash with plenty of soap and water. P308+P313:IF exposed or concerned: Get medical advice/attention.