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P2663

Sigma-Aldrich

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
Beilstein:
3921768
EC Number:
242-085-9
MDL number:
MFCD00036901
UNSPSC Code:
12352211
PubChem Substance ID:
24898347
NACRES:
NA.77

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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
Liyang Cui et al.
ACS nano, 9(4), 4484-4495 (2015-04-02)
PEGylation (PEG) is the most commonly adopted strategy to prolong nanoparticles' vascular circulation by mitigating the reticuloendothelial system uptake. However, there remain many concerns in regards to its immunogenicity, targeting efficiency, etc., which inspires pursuit of alternate, non-PEGylated systems. We
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