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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
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
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
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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