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Merck
CN

999985P

Avanti

4ME 16:0 Diether PE

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-di-O-phytanyl-sn-glycero-3-phosphoethanolamine

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About This Item

Empirical Formula (Hill Notation):
C45H94NO6P
CAS Number:
150135-14-1
Molecular Weight:
776.20
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

4ME 16:0 Diether PE, Avanti Research™ - A Croda Brand 999985P, powder

InChI

1S/C45H94NO6P/c1-37(2)17-11-19-39(5)21-13-23-41(7)25-15-27-43(9)29-32-49-35-45(36-52-53(47,48)51-34-31-46)50-33-30-44(10)28-16-26-42(8)24-14-22-40(6)20-12-18-38(3)4/h37-45H,11-36,46H2,1-10H3,(H,47,48)/t39?,40?,41?,42?,43?,44?,45-/m1/s1

InChI key

YCISYUZWCSTBCY-BAYLZEKJSA-N

SMILES string

[H][C@@](COP([O-])(OCC[NH3+])=O)(OCCC(C)CCCC(C)CCCC(C)CCCC(C)C)COCCC(C)CCCC(C)CCCC(C)CCCC(C)C

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (999985P-25mg)
pkg of 1 × 5 mg (999985P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 999985P

shipped in

dry ice

storage temp.

−20°C

Application

4ME 16:0 Diether PE or 1,2-di-O-phytanyl-sn-glycero-3-phosphoethanolamine is suitable:
  • for nanoformulation of liposomal docosahexaenoic acid (DHA) and ghost (no DHA, control) liposomes
  • for the preparation of archaeal-like lipid bilayers to examine the effect of humidity and temperature on it
  • as an internal standard in tandem mass spectrometry/mass spectrometry/mass spectrometry (MS3) to study the effect on glycerophosphoethanolamine (GPEtn) species upon the exposure of human polymorphonuclear leukocytes to A23187 and granulocyte macrophage–colony-stimulating factor/formyl-methionyl-leucyl-phenylalanine stimuli
  • as an internal standard in lipid extraction using methyl-tert-butylether (MTBE)/methanol protocol

General description

4ME 16:0 Diether PE or 1,2-di-O-phytanyl-sn-glycero-3-phosphoethanolamine is a class of glycerophospholipids having two phytane chains attached to the sn-1 and sn-2 positions of the glycerol backbone by ether bonds. It has ethanolamine as the alcohol moiety, attached to the phosphate group.

Packaging

5 mL Clear Glass Sealed Ampule (999985P-25mg)
5 mL Clear Glass Sealed Ampule (999985P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Christine G Skibinski et al.
Chemico-biological interactions, 252, 1-8 (2016-04-05)
The risk of breast cancer can be influenced by certain dietary components, such as the amount and type of dietary fatty acids ingested. Docosahexaenoic acid (DHA), a component of fish oil, is known to suppress rat mammary carcinogenesis, reduce cell
Marta Salvador-Castell et al.
International journal of molecular sciences, 21(5) (2020-03-12)
Archaea, the most extremophilic domain of life, contain ether and branched lipids which provide extraordinary bilayer properties. We determined the structural characteristics of diether archaeal-like phospholipids as functions of hydration and temperature by neutron diffraction. Hydration and temperature are both
Celine Fernandez et al.
PloS one, 8(8), e71846-e71846 (2013-08-24)
We tested whether characteristic changes of the plasma lipidome in individuals with comparable total lipids level associate with future cardiovascular disease (CVD) outcome and whether 23 validated gene variants associated with coronary artery disease (CAD) affect CVD associated lipid species.
Analysis of polyunsaturated aminophospholipid molecular species using isotope-tagged derivatives and tandem mass spectrometry/mass spectrometry/mass spectrometry
Berry KAZ and Murphy RC
Analytical Biochemistry, 349(1), 118-128 (2006)
Marta Salvador-Castell et al.
Biochimica et biophysica acta. Biomembranes, 1862(2), 183130-183130 (2019-11-18)
It is now well established that cell membranes are much more than a barrier that separate the cytoplasm from the outside world. Regarding membrane's lipids and their self-assembling, the system is highly complex, for example, the cell membrane needs to
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