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Merck

P2663

1,2-Dimyristoyl-sn-glycero-3-phosphocholine

≥99%

Synonym(s):

1,2-Ditetradecanoyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-dimyristoyl, L-β,γ-Dimyristoyl-α-lecithin

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About This Item

Empirical Formula (Hill Notation):
C36H72NO8P
CAS Number:
18194-24-6
Molecular Weight:
677.93
UNSPSC Code:
12352211
NACRES:
NA.77
PubChem Substance ID:
24898347
EC Number:
242-085-9
Beilstein/REAXYS Number:
3921768
MDL number:
MFCD00036901

Key Documents

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Quality Level

200

assay

≥99%

form

powder

lipid type

phosphoglycerides

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCC)=O)=O

InChI

1S/C36H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3/t34-/m1/s1

InChI key

CITHEXJVPOWHKC-UUWRZZSWSA-N

Application

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

Biochem/physiol Actions

1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC) has the ability to enhance the constancy and in vitro antiproliferative effect of carmofur.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000543439
0000543437
0000543437
0000543439
0000320143

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Assessment of the effects of hydrocarbon contamination on the sedimentary bacterial communities and determination of the polar lipid fraction purity: relevance of intact phospholipid analysis
Mazzella N, et al.
Marine Chemistry, 103(3-4), 304-317 (2007)
1, 2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC) increases Carmofur stability and in vitro antiproliferative effect
Domracheva I, et al.
Toxicology Reports, 2, 377-383 (2015)
Brian S Vad et al.
The Journal of membrane biology, 248(3), 487-496 (2015-03-25)
The biological activity of antimicrobial peptides is believed to be closely linked to their ability to perturb bacterial membranes. This makes it important to understand the basis of their membrane-binding properties. Here, we present a biophysical analysis of the interactions
Sevim Ozgur et al.
Molecular and cellular biology, 30(17), 4308-4323 (2010-06-30)
In eukaryotic cells, degradation of many mRNAs is initiated by removal of the poly(A) tail followed by decapping and 5'-3' exonucleolytic decay. Although the order of these events is well established, we are still lacking a mechanistic understanding of how
Rudra N Purusottam et al.
Biochimica et biophysica acta, 1848(12), 3134-3139 (2015-09-17)
A straightforward way to visualize gel to liquid-crystalline phase transition in phospholipid membranes is presented by using ¹³C magic-angle spinning NMR. The changes in the 13C isotropic chemical shifts with increasing temperature are shown to be a sensitive probe of
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