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P5693

Sigma-Aldrich

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:
Molecular Weight:
635.85
Beilstein:
1730529
MDL number:
UNSPSC Code:
51191904
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic

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

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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)

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Li Zhu et al.
Scientific reports, 6, 37574-37574 (2016-11-25)
Tri-o-cresyl phosphate (TOCP) is a widely used organophosphorus compound, which can cause a neurodegenerative disorder, i.e., organophosphate-induced delayed neurotoxicity (OPIDN). The biochemical events in the initiation of OPIDN were not fully understood except for the essential inhibition of neuropathy target
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
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.
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

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