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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:
998-07-2
Molecular Weight:
635.85
Beilstein/REAXYS Number:
1730529
MDL number:
MFCD00036775
UNSPSC Code:
51191904
PubChem Substance ID:
24898693
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
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
Masaru Mukai et al.
Sensors (Basel, Switzerland), 12(5), 5966-5977 (2012-07-11)
A nanosensory membrane device was constructed for detecting liposome fusion through changes in an enzymatic activity. Inspired by a biological signal transduction system, the device design involved functionalized liposomal membranes prepared by self-assembly of the following molecular components: a synthetic
Kenneth T Lewis et al.
ACS chemical neuroscience, 8(6), 1163-1169 (2017-03-01)
Synaptic vesicles measuring 30-50 nm in diameter containing neurotransmitters either completely collapse at the presynaptic membrane or dock and transiently fuse at the base of specialized 15 nm cup-shaped lipoprotein structures called porosomes at the presynaptic membrane of synaptosomes to
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
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