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Key Documents

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:
Molecular Weight:
677.93
Beilstein:
3921768
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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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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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