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Merck

P5693

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

synthetic, ≥99%

Synonym(s):

1,2-Ditetradecanoyl-sn-glycero-3-phosphoethanolamine, 3-sn-Phosphatidylethanolamine, 1,2-dimyristoyl, L-β,γ-Dimyristoyl-α-cephalin, DMPE, Dimyristoyl-L-α-phosphatidylethanolamine, PE(14:0/14:0), Tetradecanoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester

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About This Item

Empirical Formula (Hill Notation):
C33H66NO8P
CAS Number:
998-07-2
Molecular Weight:
635.85
UNSPSC Code:
51191904
NACRES:
NA.25
PubChem Substance ID:
24898693
MDL number:
MFCD00036775
Beilstein/REAXYS Number:
1730529

Key Documents

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biological source

synthetic

Quality Level

200

assay

≥99%

form

powder

functional group

amine, ester

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC

InChI

1S/C33H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h31H,3-30,34H2,1-2H3,(H,37,38)/t31-/m1/s1

InChI key

NEZDNQCXEZDCBI-WJOKGBTCSA-N

Related Categories

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
0000542613
0000542612
0000542612
0000542613
0000256636

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Tânia Melo et al.
Free radical biology & medicine, 106, 219-227 (2017-02-22)
Under nitroxidative stress conditions, lipids are prone to be modified by reaction with reactive nitrogen species (RNS) and different modifications were reported to occur in fatty acids. However, in the case of phospholipids (PL) studied under nitroxidative stress conditions, only
Adree Khondker et al.
Biophysical journal, 113(9), 2016-2028 (2017-11-09)
Polymyxin B (PmB) is a "last-line" antibiotic scarcely used due to its nephrotoxicity. However, the molecular basis for antibiotic nephrotoxicity is not clearly understood. We prepared kidney membrane analogs of detergent-susceptible membranes, depleted of cholesterol, and cholesterol enriched, resistant membranes.
Christina Savva et al.
Communications biology, 4(1), 14-14 (2021-01-06)
With the increasing prevalence of obesity in women of reproductive age, there is an urgent need to understand the metabolic impact on the fetus. Sex-related susceptibility to liver diseases has been demonstrated but the underlying mechanism remains unclear. Here we
Gary C H Mo et al.
Biochimica et biophysica acta, 1865(11 Pt B), 1687-1695 (2017-08-29)
Identifying the key structural and dynamical determinants that drive the association of biomolecules, whether in solution, or perhaps more importantly in a membrane environment, has critical implications for our understanding of cellular dynamics, processes, and signaling. With recent advances in
Sensen Shen et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1068-1069, 41-48 (2017-10-14)
To explore underlying molecular mechanisms and identify novel lipid biomarkers promising for colorectal cancer (CRC) diagnosis, a continuous-flow two dimensional liquid chromatography-quadrupole time-of-flight mass spectrometry (2D LC-QToF/MS) method was employed to comprehensively measure lipid species in human plasma of CRC
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