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Key Documents

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)

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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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
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
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
Susana S Aveiro et al.
Biomolecules, 10(10) (2020-10-16)
Polar lipids from microalgae have aroused greater interest as a natural source of omega-3 (n-3) polyunsaturated fatty acids (PUFA), an alternative to fish, but also as bioactive compounds with multiple applications. The present study aims to characterize the polar lipid
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

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