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850311P

Avanti

DOCP

Avanti Polar Lipids 850311P, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C43H82NO8P
CAS Number:
1360461-57-9
Molecular Weight:
772.09
UNSPSC Code:
51191904
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

lipid type

phospholipids
cardiolipins

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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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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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)
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)
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
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