850311P

Avanti

DOCP

2-((2,3-bis(oleoyloxy)propyl)dimethylammonio)ethyl hydrogen phosphate, powder

Empirical Formula (Hill Notation):
C43H82NO8P
CAS Number:
Molecular Weight:
772.09
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 mg (850311P-100mg)
pkg of 1 × 200 mg (850311P-200mg)

manufacturer/tradename

Avanti Polar Lipids 850311P

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H]C(C[N+](C)(CCOP([O-])(O)=O)C)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O

General description

Inverse-phosphocholine lipids, a remix of a common phospholipid, contain headgroups with an inverted charge orientation relative to phosphocholine (PC) lipids. The iPC lipid headgroup has a quaternary amine adjacent to the bilayer interface and a phosphate that extends into the aqueous phase. Therefore iPC lipids afford a unique opportunity to investigate the biophysical and bioactivity-related ramifications of a charge inversion at the bilayer surface.

Application

DOCP is suitable for use in preparation of
  • supported phospholipid monolayer for human C-reactive protein binding studies
  • large unilamellar vesicles (LUVs)
  • liposomes for uptake studies in human astrocytes

Packaging

20 mL Clear Glass Screw Cap Vial (850311P-200mg)
5 mL Amber Glass Screw Cap Vial (850311P-100mg)

storage_class_code

13 - Non Combustible Solids

Certificate of Analysis

Certificate of Origin

Specific binding of human C-reactive protein towards supported monolayers of binary and engineered phospholipids
Goda T and Miyahara Y
Colloids and Surfaces. B, Biointerfaces, 161, 662-669 (2018)
Inorganic cadmium affects the fluidity and size of phospholipid based liposomes
Kerek EM and Prenner EJ
Biochimica et Biophysica Acta - Biomembranes, 1858(12), 3169-3181 (2016)
Sulfocerebrosides upregulate liposome uptake in human astrocytes without inducing a proinflammatory response
Suesca , et al.
Cytometry. Part A : the Journal of the International Society For Analytical Cytology, 83(7), 627-635 (2013)
Emily K Perttu et al.
Journal of the American Chemical Society, 134(10), 4485-4488 (2012-03-01)
Zwitterionic inverse-phosphocholine (iPC) lipids contain headgroups with an inverted charge orientation relative to phosphocholine (PC) lipids. The iPC lipid headgroup has a quaternary amine adjacent to the bilayer interface and a phosphate that extends into the aqueous phase. Neutral iPC...
Yibo Liu et al.
Langmuir : the ACS journal of surfaces and colloids, 34(32), 9337-9348 (2018-03-13)
Phospholipids are a major component of the cell membrane. In most natural phospholipids, the phosphate acts as a bridge, connecting the other portion of the polar headgroup with the hydrophobic tails. Such bridging phosphate is chemically quite inert. Synthetic lipids...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service